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Sat 3/4
Sat 3/11

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Good to know

Low season

February

High season

August

Average price round-trip

$489

Good deal round-trip

$186

Good deal one-way

$211
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 17% increase in price.
(avg. price over the last 2 weeks)
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FAQs for booking Caribbean to Chicago O'Hare Airport flights

Top 5 airlines serving Caribbean to Chicago O'Hare Intl

Scores according to KAYAK customer reviews
8.1
JetBlueOverall score based on 19432 reviews
8.3Boarding
8.2Comfort
8.6Crew
7.9Entertainment
7.8Food
Airline reviews
Pros: "The crew was great and professional."
Cons: "No complaints. Everything was perfect from the boarding process to disembarking."
Read more about JetBlue
Pros: "The crew was great and professional."
Cons: "No complaints. Everything was perfect from the boarding process to disembarking."
Cons: "The headphone jack.was worn out, so the audio was sporadic."
Cons: "Flight was very delayed, waiting on pilots to arrive. The. We sat on the runway for a long time without leaving as well. Crew also made us gate check bags when there was still plenty of overhead space left on plane."
Pros: "I get even more space"
Cons: "Blue chips were not available! I really love them"
Pros: "Nice flight"
Cons: "The check in process in DR"
Pros: "The crow"
Cons: "The food"
Cons: "Two hour delay between boarding and then sitting on the runway."
Pros: "The seats were comfortable, and the crew was friendly."
Cons: "Entertainment units were just there for the sake of it, and didn't actually provide any entertainment"
Pros: "The seats are comfortable with enough leg room."
Cons: "My husband's display controls didn't work. We didn't ask for help as he planned to read anyway."
Cons: "Long delay and communication problem, delay was moved up. Impossible to plan."
Pros: "I really like the vast selection of movies."
Pros: "Nothing"
Cons: "Better flight attendant"
Cons: "The flight was delayed significantly and no explanation was ever offered as to why."
Pros: "Plenty of leg room in economy seats."
Pros: "Seats were comfortable and roomy"
Cons: "Tv could have worked better"
Pros: "El vuelo fue muy bueno"
Cons: "Para ser perfecto, faltan USB port en los asientos"
Pros: "Comfort of the emergency row seat, friendliness of staff."
Cons: "Boarding process took a while, and we had to wait extra time for bags to be removed, on top of the delay that there already was."
Pros: "Boarding was fast and easy but that may have been because it was a small plane."
Cons: "After landing we sat on the tarmac for 2 hours! This is unacceptable. The gate was occupied by a plane having mechanical issues. This was the second time I have flown JetBlue and the second time I’ve had to sit on the tarmac for hours because of some sort of issue. Never flying JetBlue again if I can help it."
Cons: "First i did check in snd told everybody that st that time 3 hours before flight they can't check the Luggage so de has to wait 20 minutes more and do the line again y just to check in the Luggage having already the boarding pass,then they change the gate 2 times and nobody knew where to go and no representive or notification there for half hour y before boarding time."
Cons: "We waited at least 8 hours in the delay and I wasn’t texted early enough to plan ahead. We waited in the airport and then we waited on the turnpike before take-off."
Pros: "The wheel chair service upon arrival in Orlando was good compared to the one when I was leaving from Orlando. I had the worst service ever."
Cons: "The lady at TSA in Santo Domingo was unpleasant and rough.. I told her that I didn’t have to take off my shoes because the boarding pass was marked pre check. She said even the President has to take off his shoes, which was so unprofessional and rude. That made my overall trip frustrated."
Pros: "LOTS OF LEGROOM"
Cons: "They have a habit of not being ontime"
Pros: "Free Wi-Fi, TV Channels, legroom"
Cons: "Asked the stewardess to have a blanket and water she had not brought. Service was bad ."
Pros: "Our seats right upfront with the extra legroom!"
Cons: "N/A"
Pros: "The early boarding for families with strollers and the comfortable seats with a little more space than other airlines."
Cons: "I have a problem with my ears, and asked the crew for nozzle drops, they don’t have"
Cons: "Flight over 3 hours late leaving. Flight attendants rude, and nothing comped for drinks or food to make up for it. Had to circle for 45 min due to weather. Sat on tarmac 30 mijn on other end."
Cons: "The flight was delayed 2 hrs. Engine as no flight permission problems. My seat was hard."
Pros: "Having a tv"
Cons: "Sound jack not working properly , older plane no amenities"
Cons: "Six hours late, then there wasn’t enough fuel and had to wait for paperwork multiple times. Hands down the worst experience I have ever had. I will not be flying JetBlue again."
Pros: "On time good service"
Pros: "The leg space"
Cons: "Delay and the space between seats"
Pros: "Everything was great!! Excellent job pilots"
Pros: "The flight itself went rather smoothly."
Cons: "The movies (in flight entertainment) were inaccessible for me and my neighbor and when anither friend across the aisle managed to play one, there were no captions. Also, our flight was delayed almost a hour for no clear reason."
Pros: "The crew and the actual plane ride are always great. Comfortable seats, friendly staff, and I am so grateful for the free wifi."
Cons: "Delays! Jet Blue seems to always have some type of issues with their planes which cause delays. I understand that things happen, but I'm not the only one who has been affected by these delays. I had to wait over four hours from my original departure time, it's ridiculous. The only positive is that Jet Blue does go out of their way to compensate us for our troubles, but I would be so much happier if my flight came and left at their appropriate time."
Pros: "Very good"
Pros: "Good"
Pros: "The crew. The comfort."
Cons: "Almost 2 hours delay."
Cons: "Service!!!!"
Pros: "leg room & movie"
Pros: "Departure on time"
Pros: "Everything on time."
Cons: "The seat in hard."
Cons: "Late flight delayed"
Pros: "Once in the plane everything was fine."
Cons: "Plane was delayed by 2 hrs.going , and returning from destination. JetBlue is not reliable. It is happening more often. On top of that they charge more when you need to check in a luggage. For the price, Delta is so much better, and you do not have to pay for check in luggage. For that reason, I will try to stop flying JetBlue, and fly DELTA. REFERRED DESTINATION: SANTO DOMINGO.SQR"
Pros: "Changed to 3 hour earlier flight WITHOUT extra "change fee". It was FREE !! Enjoyed in flight TV with FREE drinks and snacks. As United goes backwards in customer service and costs, JetBlue leaps forward. Good work JetBlue."
Cons: "More options in snack boxes and/or food items"
Pros: "Rapido"
Cons: "Avion pequeño"
Pros: "Solid crew, comfortable flight, free tv and Wi-Fi"
Cons: "A few factors led to a 6 hour delay. Not necessarily Jet Blue's fault but it was certainly a frustrating day of travel"
Pros: "The plane had 2 wings"
Cons: "Staff is rude. Customer Service couldn't possibly be worst. All their food has meat in it. Staff is slow and incompetent. Never had a more dreadful experience with an airline. TAP IS THE WORST AIRLINE I HAVE EVER EXPERIENCED, and I fly 2 times a month."
Pros: "Felt very clean and so glad they are not selling every seat"
Pros: "The boarding was fast quick and the staff was very friendly."
Cons: "The bathrooms were very dirty and there was not enough food and drink supplies."
Pros: "great everything!"
Cons: "Not delayed"
Cons: "Movie selections, healthy snacks/food"
Cons: "No se diferecia de otras lideas aereas en decadencia."
Cons: "Small plane, feels cramped"
Cons: "The unfortunate delay prevented me from attending my grandmother’s wake. Fewer delays would be helpful."
Pros: "Crew was friendly"
Cons: "The boarding process was rough and haphazard"
Cons: "No sandwiches for sale just snack boxes"
Pros: "Taco"
Cons: "Taco"
Pros: "The crew and the comfort plus seat"
Cons: "Announcements were too loud in earphones (could damage ear drums) and entertainment was turned off while waiting 30 min for the gate to open."
Cons: "Smooth on time flight"
Pros: "The crew really kept us updated on the many delays."
Cons: "There were SO many delays and they kept changing. At one point we got on and off the plane."
Pros: "Put up at the marriot"
Pros: "Yes very clean plane and crew was amazing. My daughter was hungry and the crew filled her bottle with milk twice"
Cons: "Maybe better snack"
Pros: "Nothing."
Cons: "Flight was delayed 2 hours. Even though I had carry on, they checked it and this made me waste my time at baggage claim rather than gate checking. Flight attendants were miserable. Power supply didn’t work at seats."
Pros: "The seats were ok."
Cons: "The flight was delayed over 3 hours so I missed my connection in Chicago to Seattle. I’m now stick in Chicago overnight and have to be on a 6 am flight tomorrow. The Delta staff at LaGuaurdia was extremely rude and not helpful at all. Hate Delta......"
Cons: "Leg room on modern aircraft seems to get smaller and smaller"
Pros: "Amazing crew and clean cabin."
Pros: "Fast boarding, friendly crew, and comfy seats"
Cons: "It was pretty bumpy and a few times we changed altitude very quickly"
Pros: "I loved the flight attendants and the desk staff everyone was so friendly and made me want to travel delta again."
Cons: "Delta doesn’t offer military spouses free checked bags and I found this out at the airport. It was disheartening, but at least it’s Delta and not the airline that is supposed to represent America."
Cons: "My departure from NY flight tv was not working"
Pros: "Clean plane, the seat felt roomy. Smooth ride and the captain communicated clearly."
Cons: "It felt super hot and I wish there was food included in such a long flight."
Pros: "Quick flight"
Cons: "Flight attendant spoke like a robot. Could not understand her."
Pros: "On time"
Cons: "Small aircraft"
Pros: "Staff, service, options"
Pros: "I like flight comfort in air"
Cons: "Crew member were rude and pilot feels like never fly plane before , he landed in high speed and our plane jumped back in air , two passengers almost had heart attack ! We’re taken out on medical bases"
Pros: "Crew friendly"
Cons: "Middle seat with no option for me to move"
Pros: "Flight attendants were pleasant."
Pros: "Friendly service, comfortable seat, on time, no issues."
Cons: "Everything"
Pros: "The crew was great"
Cons: "The flight was 4 hours delayed"
Cons: "Wasted my time on security and lost my flight"
Pros: "i liked that staff and crew were very communicative and pleasant."
Cons: "one crew member didn't show up and caused delayed flight."
Pros: "Flight was on time. Boarded quickly with no fuss."
Pros: "Flt on time, very nice and friendly gate agent and flight attendant"
Cons: "Too tight and seats not comfortable."
Pros: "Efficient friendly staff"
Cons: "Kind of rough landing, but we are alive and well!"
Cons: "Delayed"
Cons: "The delta studio didn't work with Android 8"
Pros: "We were traveling with a toddler and infant but put in different row because the tickets were purchased separately. Gate staff promptly put us together and even bumped us up to delta comfort. Was a very pleasant trip. Thanks delta!"
Pros: "Ease of flight"
Cons: "N/A"
Pros: "Accident on way to airport, so I showed up to check bags 45 minutes before flight time. They said they couldn't get the bag to the plane..in 45 minutes? So, they put on the next flight... 6 hours later. Said I could fly without the bag... uh, no thanks. They would not look for alternatives without charging me more. Flight attendants were crabby, otherwise everything was fine. I flew British Airways a few months ago. Night and day. Seriously. Delta does not even approach having good service. There was no comparison to British Air--- Delta is not in the same league."
Pros: "Entertainment options weren't bad. Most of the crew was polite other than one flight attendant who seemed ambivalent and unhappy to be there."
Cons: "Three hour+ flight and just one tiny bag of pretzels? And no lemon or lime wedges on the beverage cart? Plus, I have to pay extra for one checked bag. I will only fly Delta if I have to in the future. Subpar airline."
Pros: "The organization and speediness shown during boarding the aircraft and the perfect timing on departure"
Cons: "The tv screen corresponding to my seat 9A was not working so could not see any movies nor information during the whole flight SDQ to JFK. The condition was reported twice to the flight attendance but was not able to correct it even after resetting the TV settings twice"
Pros: "What I liked: Sky Priority privilege came with separate luggage check-in queues and early boarding"
Cons: "What I disliked: Seats were too small No beverages or snacks offered No USB or power outlets available Three different groups board before Delta Comfort (e.g. those needing more time, travelers with children, first/business class) Didn't see the value compared to a less expensive main cabin ticket"
Pros: "I was notified about the delay via text before I left for the airport, which was nice. I would not have checked my email."
Cons: "Delayed for over 2 hours. I have never flown Delta before this flight and it wasn't a great representation. The flight attendants were nice but I was in a seat near the engine and it was making really weird noises. I fly almost every two weeks, so I'm used to engine noises but this was one of the loudest/most rickety sounding flights I have ever been on.. and I have flown Spirit a few times. It just didn't feel safe. Landing scared me a little too as I have landed in O'Hare countless times and have never flown so low to the highway upon entry. It felt like we were only a couple hundred feet above the cars."
Cons: "The flight attendant looked like she was mad throughout the whole flight"
Cons: "Were to plug a charger, pillows, tv screens"
Pros: "Crew did a great job."
Cons: "No entertainment. Copa app did not work on my phone."
Pros: "Crew were present"
Cons: "Poor entertainment, terrible food not very comfortable seats... older airplane."
Pros: "Seat comfortable. Staff accomodating"
Cons: "In flight entertainment"
Pros: "see previous comments"
Cons: "Good service"
Pros: "Everything was top notch!"
Pros: "Crew was pleasant and efficient in performing their duties, the meal choices were very good and both flights departed and arrived on time."
Pros: "The crew was nice."
Cons: "Some form of entertainment"
Pros: "It got me back to Chicago."
Cons: "It was so uncomfortable - the seats were horrible and the temperature on the plane was way too hot the entire flight."
Pros: "Boarding was in Spanish - thankfully I recognized the number of our boarding group. Everything was average - what you’d expect on a normal flight. But for breakfast, one of the options was eggs. I expected something barely edible, but it was actually really tasty!"
Cons: "Boarding was all in Spanish. I recognized our group number though, so figured it out, but it’s always nice when it’s repeated in English."
Cons: "Seats very small"
Pros: "Great flight. Decent sized seat. Friendly crew"
Cons: "Nothing"
Cons: "The in flight entertainment selection was small, could have been bigger"
Pros: "The crew was nice and the process was standard"
Cons: "For some reason both my friends and I felt it was a very uncomfortable flight"
Pros: "Staff friendly"
Cons: "Again food"
Pros: "The stewardess was very unprofessional and being racist"
Pros: "It was non stop"
Cons: "The plane was freezing and when I asked the attendant for a blanket she said they were all out"
Pros: "Always is on time"
Pros: "Having a direct flight to our destination won out. The crew members were polite and friendly."
Cons: "The seats are very narrow. The plane did not have in seat entertainment and the movie choice was awful. To add to the poor experience when boarding in Panama City, must pass through gate security with no access to a bathroom or ability to bring water on board. Given the inability to bring water, I would hope to have a water service at least twice during the flight in addition to the drink service with dinner."
Pros: "Smooth flight, made up for lost time"
Cons: "Very unpleasant experience with crew generally. Very surprising, given previous experiences with Copa."
Pros: "The staff are very friendly"
Cons: "Be late to my next connection"
Pros: "Nice crew and we left on time"
Cons: "No legroom whatsoever nice crew and we left on time"
Pros: "On time, clean, and non stop, the latter being the best! First flight was a newer plane, and appreciate the USB ports. Older plane on return flight, but got home safe and sound with a little extra time to spare. That's a good trip in my book."
Cons: "Nothing negative."
Cons: "No individual screen and no USB chargers. No snack or coffe before landing in an 5 and a half flight"
Pros: "Copa has a reputation for being the on-time airline in Central America, and so it was for all 5 of my flights with them this trip. Customer service on the phone was really great, too. They got things done, and done the first time."
Cons: "The in-flight TV screens are old-school and not very good."
Pros: "Nothing."
Cons: "Flight was late. They didn't have personal tvs and the headphone jack is didn't work for it anyway. Food was horrible. Took wayyy too long to get baggage."
Pros: "Great staff and quick flight"
Cons: "Nothing at all"
Cons: "I asked for the temp to be adjusted, but wasn't able to get them to fix much. It was easily 80 degrees."
Pros: "The staff were very friendly. My flights were on time. Check in was easy."
Pros: "Ontime departure!"
Cons: "Conecting flight to Guatemala was over sold"
Pros: "Food was decent. All Crew very helpful and polite."
Cons: "I wished the longer flight had personalized entertainment in each seat instead of the shorter flight. I could have watched two movies on the longer flight instead of just one."
Pros: "You did not have a category for these persons"
Pros: "The food"
Cons: "Maybe a lil more movies"
Pros: "The food and service was great!"
Cons: "Did not ask for volunteers and gave preference to people who di on line check in. Ridiculous joke of an airline."
Pros: "Considering their is no water for purchase after security the airline should offer much more water during the flight. I was only offered a drink once during a 5+ hour flight. I had to ask for additional water later on."
Pros: "Made it home safe"
Cons: "Seat didn't recline and horrible gas smell. Blower didn't work."
Cons: "There was no entertainment on this flight."
Pros: "I love the comfort in these planes and also the fact that at least they serve food, which they don't do in other airlines. The boarding wasn't good due to the stupid restrictions the US imposes on flights to the USA. We didn't appreciate the fact that the airline didn't let us know in advance that we couldn't buy drinks at the airport. That was a waste of money. The food wasn't good at all though. The coffee was terrible and so were the eggs, but at least we got something."
Pros: "Copa allows two bags of 50 pounds to be checked along with carry-ons. They provide a full meal on each flight (at least that we've been on). The crew is accommodating, even providing more than one drink. The chairs are fairly comfortable."
Cons: "The headset didn't work well."
Pros: "Comfortable leg room Friendly cabin crew"
Cons: "Very limited food options, International flights have poor entertainment options Very old seats and covers gave a very dull impression"
Pros: "Very welcoming flight crew! Did their best to make sure we were all comfortable throughout the flight."
Cons: "Little bit of trouble boarding the flight from Panama to Chicago - speakers weren't working and the COPA employees were struggling to communicate with everyone and get them to line up and board according the their group numbers."
Pros: "The crew were nice and they had good meal servir."
Cons: "We were in the last row which wasn't comfortable. The flight departed late, arrived late, and it took almost an hour for the bags to come out. The entertainment was also very poor."
Pros: "Everything"
Cons: "Nothing wrong. Complete perfection"
Pros: "Movie choices"
Cons: "Booked flight months ago and selected seats for my family to Panama and return. The flight there was fine. When arriving at the airport in Tocumen, the agent told us our seats had been changed to the back. They said it was because they changed planes. New seats were in the second to last row, uncomfortable, noisy, and near bathroom. Instead of moving seats forward this is what we received. Disappointing:.."
Pros: "All of my grievances regard the Panama staff at the airport and on the plane, the staff and services at O'Hare were top notch. Customs was extremely fast and efficient and everyone was friendly and did their jobs well. As far as the Panama airlines go, the food was okay, nothing special but not disgusting, and not all the flight attendants were unpleasant."
Cons: "The worst thing that happened was mean spirited security guards at the airport did a security check before allowing us to get to our gate. They forced us to dispose of a bottle of water that we had bought at that very airport. We were then quarantined into a waiting area with no seating and no access to other water, bathroom or food. Then on the plan we were offered beverages twice, so I was only able to get about six swallows of water from Panama to Chicago. Dehydration makes a plane ride a lot less healthy and comfortable. The staff was mostly unpleasant, the seats were really small and uncomfortable (more so than any other airplanes I've been aboard), and for some reasons they kept turning the main lights on and off, allowing us to sleep and then waking us all up for no good reason. Unbelievable."
Pros: "The people from Copa are so helpful answer questions I like that."
Cons: "Being an international flight of 5+ hours long, they only transmitted 1 movie."
Pros: "Don't you know this information already?"
Cons: "Me and my husband traveled with my infant son and thebstaff was very accomodating. They evn allowed us to change seats to ensure my son was not next to another person."
Pros: "Fantastic crew"
Cons: "Great trip"
Pros: "Easy no hassle check in and board."
Cons: "Absolutely nothing. Thank you!"
Pros: "Seats seem to get smaller but overall a good experience"
Cons: "Seat room"
Cons: "The crew was outstanding and the aircraft was new and comfy"
Cons: "The airport experience was horrible. American Airlines did not have enough personnel on duty to process all the waiting passengers."
Pros: "Nothing"
Cons: "American airlines needs to improve their inter hub options"
Pros: "Was not long enough"
Cons: "Boarding at Heathrow is horribly inefficient."
Pros: "Customer service"
Cons: "Nothing"
Cons: "There was no entertainment at all, and pretzels are gross"
Pros: "Nice plane and entertainment"
Cons: "Booked flight through British air for a reason. Didn’t anticipate American Airlines being used for our flights. The Flight was also delayed but it was never explained why despite dozens of questions from passengers. This caused a missed connection flight and forced us to stay overnight in Chicago with nothing but a $12 food voucher. When we tried t ask what other options were, American Airlines personal offered no sympathy and said the best we would get is the food vouchers and we should be grateful. No other travel reimbursement or vouchers were offered other than a replacement flight. Overall it was a huge inconvenience and caused numerous other expenditures for us."
Pros: "Great flight"
Cons: "everyone was friendly"
Cons: "Small seats."
Cons: "Fast flight"
Pros: "Boarding was on time, and landing was smooth."
Cons: "No entertainment."
Pros: "One cabin crew went the extra mile for me...rescued a partial dental plate which I had inadvertently tossed in the trash."
Pros: "This trip was short and sweet.. Uneventful +Praise God!"
Pros: "Everything was good."
Cons: "Movies selection"
Pros: "On time, good service."
Cons: "Delayed flight, multiple gate changes"
Pros: "Nothing"
Cons: "When I purchased my tickets, American decided it would be reasonable to separate my husband, our 1 year old daughter, and myself which I was notified of only when I asked the customer service agent over the phone prior to our flight. She explained that she was unable to do anything about it. I then called American during my trip and spoke with another agent who said it was out of her hands as well and to take it up with an agent at the desk at the airport. When I checked in online, I was able to change our seats myself which was nothing that either agent even suggested. The lack of ability of these agents on the phone to help two parents traveling internationally with a toddler was unbelievable. American has terrible customer service."
Pros: "Everyone was so friendly and helpful, especially Ricardo at the check in desk. Our flight was delayed for 2 hours but the friendly staff made it easier to deal with the delay!"
Pros: "I would like if for my return from Paris to Chicago, Chicago Seattle I would be greeted by the personal and offered to flight first class without extra charge to compensate for the bad experience on my way going in. Thank you"
Cons: "I was told I would be able to choose the seats only 24 hours before the flight by going online. I tried to choose the seats online but could not have access to the site. I then called the number provided to ask for more help, and was told that I could then only choose the seats at the check in time. I was at the airport 2 hours before the flight schedule to book my seat and was told them that I could only choose the seats at the gate. Once I got at the gate I asked the person to please give me a seat at the aisle for medical reasons but after waiting until the boarding process had started I was giving a middle seat. Not only I was treated as a stand by passenger that had not purchased the tickets I was put nt on group 8 and at the moment of boarding the gate personal aggressively grabbed my carry-on bag because they insisted there was no more spaces in the compartment above heads. Once I got inside of airplane I saw many empty compartments available for carry-on luggage. I wish I had not purchased my ticket with Iberia Airlines operated by American Airlines. It was not a good, pleasant experience and do not recommend. I wil certainly avoid in the future and not travel this way another time. Thanks"
Pros: "Price"
Cons: "Arrived 1 hr before my flight and they wouldn't check me in. I believe they overbook the flight and turn customer down. They even gave me hard time during rebooking us. Never again."
Pros: "The flight was equal to AA service I have had on a regular basis."
Cons: "Nothing"
Pros: "Full flight, crew worked timely"
Pros: "All good, except poor prep on food"
Cons: "As above"
Pros: "Crew was great. Boarding was quick. Food was good."
Cons: "The entertainment on a cross Atlantic flight was not family friendly. Playing 'Dark Knight Rises' and 'Guardians of the Galaxy' while my 6 year old is on the flight is not appropriate. While I didn't let him listen to the program, he could still watch violent scenes I would not allow at home. There are plenty of family friendly good quality PG or G rated movies that appeal to everyone. Would it be too hard to get individual screens in 2017?"
Pros: "On time"
Cons: "Very cold on board"
Pros: "Our flight was delayed by almost three hours due to weather in Chicago, the crew was very helpful and the pilot kept us informed about the updates that he was receiving."
Pros: "Quick and easy boarding"
Cons: "Uncomfortable seats"
Pros: "Courteous crew"
Cons: "The plane was tiny and old"
Pros: "Clean plane . excellent staff"
Cons: "Nothing."
Pros: "Flight on time."
Pros: "Arrived early. Smooth flight."
Pros: "They were absolutely fantastic on checking on me, food, service, flight in general. Would recommend to anyone!!!"
Cons: "LONG LINES at passport check, LONGER LINES after we picked up the luggage. There were only two people working after the luggage pickup for hundreds of passengers. People were fighting and yelling and it was an awful experience. We then had to go through SECURITY AGAIN to get to our transfer plane. Our plane was late, otherwise it would have been very tight schedule."
Pros: "On time"
Cons: "All well"
Pros: "What I enjoyed about this flight is that I eventually made it to Chicago."
Cons: "Flight was delayed several times - blamed on Chicago ATC. The food offered was not suitable for First Class - there was chicken and vegetarian option. The FA was rather slow in serving and clearing trays. She was not interested in going around and asking for refills - when I inquired about it at dessert time, she didn't come back for 15 minutes and I had to ring the call button - she informed me they didn't have my drink of choice, so it was OK for her not to come back and tell me that. Service was terrible in First Class. American should seriously do something about that."
Pros: "The flight from San Diego to Chicago went well. We left on time and arrived a little earlier than expected. I was worried about the weather delaying our flight once we go to Chicago but we encounter different problems. as I will explain next."
Pros: "our original flight was cancel due to snow, and we were placed at a hotel and food vouchers were given as well"
Cons: "no head set were passed out making video entertainment useless"
Cons: "We fly from London to Dallas and Dallas to Albuquerque but we miss our connecting flight because of the delay leaving London and because of weather. So we got mid sets from Dallas to Albuquerque."
Cons: "Would at least like a choice of a snack instead of cookies I don't care for."
Cons: "The fact that people carry-on luggage that exceeds the max requirements for carry on luggage so they can avoid the checked luggage fee. It's a disgrace. It time to live by your rules, the same for everyone. I had to be rebooked out a different airport as PGV was flooded. I was seated in 21F which does not recline. AA cancelled my flight out of PGV, a better seat would have been nice since I had to drive an hour to EWN whereas I was staying only 10 mins from PGV."
Cons: "We could not check in online because we refused to pay for seats that I felt that already purchased or was entitled to one so I bought a ticket. When we got to the airport and checked in they did not put me and my traveling partner together meaning they didn't see them together not to mention. Our flight was delayed and we only have 4 minutes to get from gate a to gate. We got to the gate collected our boarding passes found out we were seated at the very very very back of the plane right next to the restrooms.........NICE"
Pros: "Good flight."
Cons: "A little crowded"
Pros: "After traveling on a budget airline to Las Vegas and having a horrific experience, I couldn't have been more pleased with the comfort and cleanliness of the aircraft as well as the friendliness of the flight crew!"
Cons: "The plane was pretty chilly and I was FREEZING, but when I asked for a blanket they told me they only hand them out to the first-class passengers. In addition, they did forget to download our in-flight movie, but we all make mistakes :)"
Pros: "It was five star all the way."
Cons: "No luggage space"
Pros: "Nice crew"
Cons: "Nothing"
Cons: "No more seats, rescheduled for the next day. poor service"
Pros: "Food served was excellent"
Cons: "The TV screens are very dark and hard to see"
Cons: "Flight was rescheduled for 4 times ... Every time standing in a line for the new boarding pass"
Pros: "The flight was on time and there was adequate foot room"
Cons: "No free snacks- biscuits or pretzels?"
Pros: "The movies on board"
Cons: "The fact the plane was late"
Pros: "Comfortable seats, friendly crew."
Cons: "Almost two hours delay each way."
Pros: "On time, entertainment screen"
Cons: "that there is a charge for headphones"
Pros: "كل شي"
Pros: "Had extra space because plane was not full"
Cons: "Flight was delayed. Changed gate three times"
Cons: "Late flight No communication Had done pre register to sit with father. They changed his seat upon boarding."
Pros: "Service flight on time food"
Cons: "No movies for 7 hour flight"
Cons: "no entertainment and poor seat selection"
Pros: "$800 reimbursement 1st class"
Cons: "They overbooked the flight by 2 passengers."
Cons: "I arrived at the gate and looked at my ticket to see "GTE" where the seat number usually is. I was informed upon arriving at the desk at the gate that that meant Air Canada has also decided to participate in the ridiculous practice of overbooking their flights and that even though I purchased my ticket roughly 8 weeks prior, there was a chance I might miss my flight to my friend's WEDDING. The lady who was working the desk was as unhelpful and dismissive as you could possibly imagine, refusing to look at me and giving me attitude for merely waiting in the area to see if anyone had missed the flight so I could get on. It was surreal; the only way I could describe her incomprehensible behavior would be to say it was as if her boss were right in front of her and she was trying her damnedest to get fired. It was one of those situations where you could tell this miserable, miserable person was enjoying the power trip she was on and doing everything in her power to make me feel helpless and angry. I made my flight, miraculously, but it was the worst customer service experience I have ever had in my life, airport or not."
Pros: "Everything was perfect"
Cons: "First flight was canceled, they did not get me on a flight till 4 pm the next day! Not to mention the two French Canadians I talked to were extremely rude. Finally the 3rd customer service women tried to get me home sooner but was unable to!! Have flown for years on air Canada without issues but this last trip was such an inconvenience I will not being flying with them agin!! They also did not cover my hotel or the taxi costs associated with me having my flight canceled, not even a discount!!!!!"
Cons: "Four hours of delays."
Cons: "Kiosk option wasn't supporting the baggage check policy, resulting in passenger were unable to print baggage tag and had to wait in long line over 1.5 hrs to check bag with staff. They also understated. It took me over 2 hrs to get throug check in process, not counting 45mins + through security check and custom. I had asked staff to expedite the process. C my flight was boarding. Staff could care or less and walked away. I had to run to my gate and almost miss my flight. Also, I was told that 1st checked bag was complimentary as this is a express aircraft. Staff wouldn't honor that. Come to find out as I entered the aircraft that they made many passengers do the complimentary gate check anyway. Rude and unaccompdating staff."
Cons: "The boarding lady on lines 3-5 was rude with several people."
Pros: "The crew was very friendly and attentive."
Cons: "Flight was late so I missed my connection. Then my luggage was delayed by five hours behind me. Generally poor service."
Pros: "Seats were comfortable"
Cons: "35 minute delay in departing. Sat on plane at gate waiting to depart."
Pros: "Fast loading and unloading."
Cons: "Late!"
Pros: "The entertainment offerings were good. One crew member in particular helped us get back on the flight after we had been booted."
Cons: "Gate agent for Air Canada completely unhelpful about getting us to our connecting flight. Then the Toronto Airport was just HORRIBLE: all along the way, we had to go through security again to get to the American side, and there was no warning that the drinks we had bought *at the Dublin airport* would all be thrown out. Rude security employees. They also very slowly went through the duty free bottles of whisky I bought *at the Dublin airport*. Then there was this stupid line of kiosks that no one knew how to use, then for some reason another boarding check, then another, and then finally customs, with more rude staff members. We had NO IDEA any of this was coming, and got no warning from Air Canada. Then we rushed to our connecting flight, only to find out that we had been booted from the flight anyway. (I got an email about it, which of course I didn't check because I have limited data -- not everyone is made of money who can afford unlimited data!) Then we got on finally boarded, only to sit on the tarmac forever in uncomfortable seats when they could've just let us sit in the airport. Ugh."
Pros: "The flight last less time than expected."
Pros: "Nice staff"
Cons: "Not much"
Pros: "Flight was good but there was no tv"
Cons: "There was no TV or to play games"
Pros: "Everything went smoothly. The crew was fabulous and the flight smooth."
Cons: "Not a single complaint from me!"
Cons: "The fact that my ticket said something different from my itinerary and I spent far too long at the counter to get a seat assignment."
Cons: "We were late getting into Chicago and I missed my connection to Albuquerque. I was scheduled to arrive at my destination at noon and because we were late, I didn't get home until almost midnight."
Pros: "entertainment choices"
Cons: "boarding process crew not helpful in baggage storage"
Pros: "Return flight -staff were friendly, more spaceous"
Cons: "Arrive flight to Punta cana -staff could be more corteous and friendly"
Pros: "It was a fine flight all around"
Pros: "I liked the boarding lines based on groups."
Cons: "Only was offered a small bag of mixed snacks and a drink."
Cons: "Delayed, no food, waiting time to get out of plane too long"
Pros: "One Time. A very polite staff!"
Cons: "Finding an overhead luggage compartment was difficult. Some peoples luggage is over sized, and some stow two items."
Pros: "Got us home safely. Confortable seats."
Cons: "Left one piece of luggage behind. Had to wait for it to be sent on next flight."
Pros: "More leg room and in flight entertainment."
Cons: "Stewardess spilled hot tea on my husband and did not apologize."
Cons: "It was so late, I almost missed my connecting flight. They were not helpful. They did not communicate well and they refused to take any responsibility."
Pros: "Again, nice selection of entertainment and great crew."
Pros: "You want comfort? this is the way to go."
Cons: "Entertainment on short flight was limited."
Pros: "I . was impressed with the food and service.over all the whole trip was very good"
Cons: "there was nothing I did not like"
Cons: "Moving through security and customs in the Toronto airport was incredibly slow, with 4 or 5 checkpoints, all with lines. Staff were polite but there were not enough of them. We almost missed our connecting flight, and our bags apparently did miss it, because they have not yet arrived in Chicago (see previous comments). Air Canada should have seen the problem in terms of timing with the connecting flight and expedited better. Will try to avoid Air Canada in the future, especially if there are connections in Toronto."
Pros: "All went smoothly"
Pros: "The crew members in both the flights were amazing. they seemed like they enjoyed their job. Its not very common at Air Canada."
Cons: "The flight from Chicago to Toronto was delayed by half hour. But the boarding gate agents did not even mention the delay."
Cons: "Team in Chicago at Baggage Services was not helpful."
Pros: "Run by united but more efficient than a recent Air Canada flight."
Cons: "3 hour flight and had to pay extra for entertainment. Only two biscuits given for food. Cramped seats for anyone 6ft tall."
Pros: "Overall it was good. The crew was very friendly. The plane was small and it was a short flight, so everything else was average as expected for a short flight."

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2/15Wed
1 stopMultiple Airlines
12h 30mSJU-ORD
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15h 35mORD-SJU
$155
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18h 32mSJU-ORD
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15h 33mORD-SJU
$156
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13h 09mORD-SJU
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11h 34mSJU-ORD
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1 stopMultiple Airlines
11h 47mORD-SJU
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3/2Thu
1 stopMultiple Airlines
10h 59mSJU-ORD
3/7Tue
1 stopMultiple Airlines
11h 47mORD-SJU
$162
4/20Thu
1 stopMultiple Airlines
15h 34mSJU-ORD
4/25Tue
1 stopMultiple Airlines
9h 33mORD-SJU
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10h 54mSJU-ORD
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1 stopMultiple Airlines
17h 05mORD-SJU
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17h 11mSJU-ORD
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1 stopFrontier
13h 09mORD-SJU
$169
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11h 24mSJU-ORD
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1 stopSpirit Airlines
12h 03mORD-SJU
$170
5/5Fri
1 stopFrontier
15h 34mSJU-ORD
5/7Sun
1 stopFrontier
13h 34mORD-SJU
$176
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12h 36mSJU-ORD
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1 stopSpirit Airlines
15h 17mORD-SJU
$180
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2 stopsSpirit Airlines
35h 10mSJU-ORD
2/20Mon
1 stopSpirit Airlines
13h 49mORD-SJU
$187
2/21Tue
1 stopFrontier
14h 50mSJU-ORD
3/4Sat
1 stopFrontier
13h 17mORD-SJU
$188
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1 stopFrontier
14h 50mSJU-ORD
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1 stopFrontier
13h 17mORD-SJU
$189
2/16Thu
2 stopsSpirit Airlines
22h 20mSJU-ORD
2/20Mon
1 stopSpirit Airlines
13h 49mORD-SJU
$192
2/17Fri
1 stopSpirit Airlines
18h 00mSJU-ORD
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1 stopSpirit Airlines
13h 49mORD-SJU
$194
3/1Wed
2 stopsAmerican Airlines
14h 35mMBJ-ORD
3/8Wed
2 stopsAmerican Airlines
8h 54mORD-MBJ
$320
5/12Fri
2 stopsDelta
19h 24mSDQ-ORD
5/17Wed
1 stopDelta
14h 40mORD-SDQ
$369
5/15Mon
1 stopJetBlue
13h 17mSDQ-ORD
5/20Sat
1 stopJetBlue
11h 38mORD-SDQ
$372
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nonstopUnited Airlines
4h 18mMBJ-ORD
3/3Fri
nonstopUnited Airlines
4h 06mORD-MBJ
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1 stopSpirit Airlines
18h 01mSJU-ORD
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14h 11mBQN-ORD
$74
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1 stopMultiple Airlines
12h 30mSJU-ORD
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3/22Wed
1 stopSpirit Airlines
11h 24mSJU-ORD
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1 stopSpirit Airlines
12h 36mSJU-ORD
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1 stopMultiple Airlines
8h 16mSJU-ORD
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2 stopsSpirit Airlines
16h 43mSJU-ORD
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2 stopsMultiple Airlines
23h 06mSJU-ORD
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1 stopJetBlue
11h 15mBQN-ORD
$176
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nonstopUnited Airlines
4h 18mMBJ-ORD
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16h 57mPUJ-ORD
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Flights to Chicago O'Hare Airport

Destination:

Chicago O'Hare Airport (ORD)United States

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Chicago O'Hare Airport - Caribbean

Cabin classes:

$1,898
$1,165
$1,415
$156