Find cheap flights from Illinois to Puerto Rico

Find cheap flights from Illinois to Puerto Rico

Search hundreds of travel sites at once for deals on flights to Puerto Rico

Round-trip
Economy
Boston (BOS)
Puerto Rico
Wed 8/4
Wed 8/11
Any month
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Good to know

Low season

AugustBest time to beat the crowds with an average 8% drop in price.

High season

DecemberMost popular time to fly with an average 27% increase in price.

Average price round-trip

$315(avg. price over the last 2 weeks)

Good deal round-trip

$77or less

Good deal one-way

$69or less

FAQs for booking flights from Illinois to Puerto Rico

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Top 5 airlines serving from Illinois to Puerto Rico

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,607 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Crew was very nice and accommodating"
Cons: "Food service"

Pros: "Mal servicio; compre un tickets que no permitía escoger los asientos y nos seleccionó la última fila en cada vuelo. La diferencia entre ser priority y regula es bien marcada"
Cons: "Mejor trato a todo pasajero; se reconoce las ventajas de estar en primera clase pero el servicio debe ser excelente"

Pros: "It’s been awhile Since I’ve flown delta and omg they truly blow every other domestic airline out of the water hands down. And I’m flying basic economy. Impressed. Bravo Delta"

Pros: "The crew was not overly friendly"

Pros: "Movies"
Cons: "Comfort. Jetblue offers betwee seats ne apacing betqeen rows"

Pros: "Quiet economy service let me sleep on the redeye."

Pros: "Great crew"

Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."

Pros: "Nice service"

Pros: "Love it"

Cons: "Wider seats, more leg room"

Cons: "In the last months I have travel 3 times , this is the first with Delta. I can say it has been the best experience I had. Good entertainment, the access to texting and the variety of snacks make superior this airline."

Pros: "Crew was awesome. Very friendly."
Cons: "I’m 6 foot tall and I found my seat space feeling crowded. I found myself wishing for just 2 more inches of legroom. It feels that airplanes are being built for quantity of passengers, not quality of flight."

Pros: "Crew was very fast but not enough during boarding and people had brought oversized carry on luggage to the gate requiring stowing. We had checked a carry-on at check in and paid $30 while several people got theirs stowed for free which seemed unfair."
Cons: "The charging for checked luggage has created a situation that was unfair for all travellers and ultimately made the plane’s departure late. This policy drives people to bring too much luggage into the cabin, putting at risk the safety of others and delays."

Pros: "The crew was spectacular. My son and daughter-in-law (married the day before) were are the flight as well, and the flight crew went out of their way to welcome them."

Pros: "The friendliness of the passengers and most of the crew."
Cons: "One of the younger female flight attendants was rude . She was collecting trash and took my neighbor’s (aisle seat) trash but wouldn’t take mine. I tapped her elbow to show that I had trash, she looked at me but didn’t take it. She returned and still refused until I exclaimed. She rolled her eyes."

Cons: "Baggage"

Cons: "Cabin was cold enough to store meat. Entertainment system was poor at best. And, of course, the seats were too small and uncomfortable. Time to start looking at other airlines."

Cons: "At least one hour late"

Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."

Cons: "I was flying standby. I checked the list on line and my name was number 5. I get to the gate and there’s just a handful of customers. The agent said there was enough seats for the standbys I wait and wait for my name to be called but no luck. My name wasn’t cleared yet. Finally I was the next to last one to get a seat. The gate agent who didn’t ask for my name tells me I was all the down at the bottom of the list. While I am glad that I got on I wish I knew what method is use to get your name on the stand by list?"

Cons: "Cabin was too hot since the very beginning. Even in first class."

Pros: "The counter assistant change my seats and my wife and me seat together"
Cons: "Hot cabin"

Pros: "Although our flight was fully booked. The crewmembers on this flight was professional, friendly and efficient. We boarded quickly and took off on time. We even arrived ahead of schedule. Each passenger was given free headphones and complimentary beverages and snacks. I love Delta they are a cut above the rest. They are constantly striving to put the customers needs and wants top priority"
Cons: "Tight seats need more legroom"

Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."

Pros: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos, please reimburse on the credit card"
Cons: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos of the studio and musicians"

Pros: "Arrived early. Got a beverage & snack which is becoming rarer with American carriers. Video selection was very good. Staff was nice and attentive. Overall a good flight at a reasonable price."
Cons: "Narrow corridor to seats"

Pros: "Everything escept the seat that was too small. I also had problems with the entertainment when trying to see movies."
Cons: "Seats too small ant could not watch Movies beacause the screen was defective."

Cons: "Flight was delayed over 1hr."

Pros: "Buen entretenimiento."

Cons: "La incomodidad de los asientos además que la escala fue de más de 6 horas y fuimos los últimos en abordar. Para colmo los asientos fueron los últimos de la fila y ni siquiera eran reclinables. Creo que deben tomar en consideración a las personas que estamos tantas horas en la escala y permitirles abordar primero además de darles asientos más cómodos más aún si hemos comprado los boletos con tanto tiempo de anticipación."

Pros: "Giid free sandwixh. Very good entertainment system. Good seats."

Pros: "Well, the seats and the lavatories are smaller than ever. And I am quite petite."

Pros: "Excelente"

Pros: "Entertainment is very good"
Cons: "Send my carry on bag, outside."

Pros: "Late delay notification"
Cons: "Called the airline directly to verify the status of flight within 24hrs and everything was on schedule according to them. Even tho the airport at San Juan have not night arrivals due to the effects of Hurricane Maria, and on previous days the same flight had been moved to a morning schedule for that reason. I was notified of the delay within hours of departure of the connecting flight."

Cons: "Small plane"

Pros: "The flight attendants in this flight were amazing. By far the best I have had in a very long time."

Pros: "The flight left on time and we got in 15 minutes before the scheduled time. Awesome service from gate to gate."
Cons: "I didn't like that I had to pay for my bags and still purchase food on plane. The price for ticket is already overpriced to begin with. Fuel is cheaper, the planes burn less fuel due to updated design and still the tickets are three times the cost of five years ago. No one should have to pay for bags period. Show that you really care."

Pros: "Left reasonably on time, arrived a bit early, able to find overhead storage for my roll-on, even boarding in Zone 3"
Cons: "Very tightly packed; minimal comfort for the flight."

Pros: "Movie selection"

Pros: "Comfort with entertainment."
Cons: "No food options at all."

Pros: "The crew was nice"
Cons: "I didn't like the fact that I didn't get my luggage with me when I arrived to casablanca as I lived 4 hours away from the casablanca. I have to come back the next day to get my luggage. I was very mad about it.plus I noticed one of my luggage has been damaged so now I have to buy another one because I can t use it. It was disgusting."

Pros: "Food was OK. Crew was very friendly"
Cons: "No Entertainment for a 4 hour flight. Plane was very old."

Pros: "The flight crew was nice and polite. They served drinks and snacks in a timely manner while on the flight."
Cons: "Flight was scheduled to leave early, the plane arrived, but they couldn't turn the plane around fast enough. We left the gat late, then pilot said we would still be arriving half an hour early. We arrived about 45 minutes late, and that was a problem because our connecting flight was due to depart now in 15 minutes. Lightning forced the airport to shutdown, which was great, we had a chance to catch our flight, but we were stuck in the airplane, and we couldn't get to our gate until the all-clear. I know this is not Delta's fault, but they did arrive quite late on a flight that, according to them, would be early. They also never communicated to the other flight that there were several passengers catching that connection. So by the time we had ran to catch our connection they had closed the ramp. Lightning hit again, and they shutdown the airport once again, so the airplane was still at the gate for about an hour, and they did not allow the 20+ passengers to board that plane, which was right there. So frustrating. The only thing that saved it was that our new flight was the new airbus, and although it left an hour and a half later, the comfort level was phenomenal."

Pros: "Although I am a vegetarian, It was nice Delta was serving sandwiches."

Pros: "newer aircraft; good entertainment options; large overhead storage compartments"
Cons: "cramped passenger space"

Pros: "Excellent choices for entertainment in the 737-900ER. 110V AC and USB ports at each seat, lots of choices for movies and games on seatback screen. Free sandwiches handed out on board."
Cons: "Intercom didn't work super well. JFK is a terrible airport for connections."

Pros: "The plane,plane, plane! Very new and clean , good entertainment. Love it"
Cons: "People taking their time to put their luggage in the bin... Very annoying."

Pros: "Everything"
Cons: "No comments"

Pros: "The price."
Cons: "Flight was delayed for 2 hours in Airbus 777 full of passengers. The reason was to fix some light and administrative error on a log book. This could have been prevented if they had done all of the checks beforehand. All of those passengers stuck in a plane during a pandemic. Not very smart !!!!"

Pros: "Great service and comfortable; well sanitized."
Cons: "TV screens for movies and shows."

Cons: "Feeling of being cramped"

Cons: "2 hour delays on both flights of a round trip"

Pros: "Checking in with my Mum who needs assistance was excellent."
Cons: "Lack of Entertainment."

Cons: "Crampt space, cold cabin"

Pros: "None"
Cons: "Long delay"

Pros: "Movie options were good."
Cons: "The a/c was not working well and t"

Pros: "The service was excellent and the flight on time. Love American."
Cons: "The seats have been refurbished and if you are a plus size the seats are uncomfortable."

Pros: "They got me there on time"
Cons: "Long delay getting off STL-CLT. Made it to gate for CLT-ROC. Then, crew delay. The usual crammed interior, cheap snacks, feeling about like a public bus"

Pros: "Service"
Cons: "Seats and space"

Pros: "Room between rows Entertainment from St Louis to Phoenix"

Cons: "Poor service"

Pros: "Fast"

Pros: "The crew was great"
Cons: "The seats were not comfortable and boarding was a pain. Not sure why you wouldn’t want to board from the back to front. Weather grounded us at our loading airport so we were stuck with the option of staying the flight or going in the lobby."

Pros: "On time"
Cons: "Cold cabin"

Pros: "Everything went smoothly."

Cons: "The seats are very tight."

Pros: "Boarding process"
Cons: "Delay, no food,"

Pros: "Quick boarding, on time departure and early arrival. No waiting for a gate at LGA upon arrival - excellent."

Pros: "To be fair. The flight is only 50 minutes. By th time you get a drink it's time to land. It is completely unfair to the staff to have to do that. A flight like that. Have a box with a snack and some coolers that have 5 different beverages. I wouldn't even sell booze. I person can hold out for a flight that shot to get one on the connection or in the terminal."
Cons: "It's always a cramped flight. Nothing to be done except use a bigger, more spacious plane. The good thing is it's the fastest way to get to Chicago from where I lived it would take 6hrs by car."

Pros: "Nice crew clean airplane"
Cons: "Initial flight was cancelled after 2 hours delay. My next flight was scheduled the earliest possible by AA which was 24 hours later. No transportation,hotel or miles compensation for this. I had work and responsabilities the next day. TThe scheduled trip was supposed to take off at 7:45. Boarding started late and was very slow. My bag fit the meassurements and still was forced to check it (which I did not want to do as I did not want to be waiting an hour for my bag at my arrival as I had work early the next day. In addition there was airplaine traffic as it was "rush hour" instead of flying at 7:45 we departed almost at 9pm!!!! Have to pay for food Quality of tv monitors very poor And in an uncomfortable position No movie options No wifi although stated the aircraft has Non functioning electrical plug"

Pros: "Nothing"
Cons: "Never made it to San Juan to catch my cruise. To top things off I was a ship for two days without my luggage and underwears. Never again!!! Thank you JetBlue!!!"

Cons: "The video monitor for my seat was broken. So, low entertainment score."

Pros: "everything was on tyime"

Pros: "On time take off"

Pros: "A nonstop flight, with a friendly efficient crew, met my expectations. A crew member went above and beyond when I asked for a coffee stirrer with my coke and ice."
Cons: "I've been spoiled by another airline's access to screens on the back of the headrest. I have my own hand held devices to entertain myself instead."

Cons: "Flight was late, got a message from Kayak that it was delayed 3 hours...thank goodness I happened to check again, because then it was only delayed for 41 mins, then it gave me an update that it was only 21 mins delayed, then went back to 41! Pretty inconvenient, and it would have been nice to get a text, not just some silent pop up"

Cons: "Delayed a total of four hous!"

Cons: "good"

Pros: "On time smooth"

Pros: "Smooth - trouble free - calm process"

Pros: "Puntuality"

Pros: "On time arrival"
Cons: "Everything else"

Cons: "Everything was great."

Cons: "Only suggestion would be to make the connection process a little easier. If the passenger doesn't speak English, the fact you need to print the international ticket in Miami, then re-enter at checkpoint might create confusion."

Cons: "Got to charlotte with 80 minutes to connect. Sat on the tarmac for 60 waiting for a gate. Missed connection by <5 minutes. Thanks, AA!"

Pros: "Non stop"
Cons: "Airline"

Cons: "There seets are two small. And they dont sell alcohol. That sucks."

Cons: "Boarding took forever, the flight was over 2 hours late which caused me to miss my connecting flight and my military orders were not honored - I still had to pay extra to take all my gear back to my duty station. Never had that issue with any other American airline."

Cons: "No food or beverages for me. I slept comfortably on my flight"

Pros: "Friendly polite staff. Plane left and arrived on time."

Cons: "No have owned screen TV"

Pros: "You provide me with the best ticket prices and to me that was the the most important part of of the trip thx"
Cons: "The airlines charging for your luggage"

Pros: "The movies"
Cons: "No Food"

Pros: "Everything"
Cons: "Nothing"

Pros: "Comfortable seat"
Cons: "Lack of entertainment"

Pros: "Overall good flight"
Cons: "I did not like the time needed for boarding/ settling in. But that is a factor of people not following instructions. Not the crew."

Cons: "Terrible airport assistance, many unnecessary customs checks, uncomfortable seats, on flight bad service and late flight times."

Cons: "Economy seats on United are always incredibly uncomfortable, but the timing of the flight, and our on-time departure and Earley landing could not have been better. We will certainly fly United again on this route!"

Pros: "The food options and that we were offered drinks multiple times."
Cons: "Nothing! It was excellent"

Pros: "Efficient"
Cons: "Free wifi"

Pros: "Everything"
Cons: "Perfect"

Pros: "Getting a meal and drink"

Pros: "One attendant did it all. And very well. Impressive."
Cons: "More snack options."

Pros: "Everything from ticketing to deplaning was smooth and professional."
Cons: "No problems at all."

Pros: "On time"

Pros: "Having about an hour and 20 minutes left me with enough time to explore the airport from one gate to the other without feeling terribly rushed."
Cons: "The ONLY thing negative that I can say is that the Chicago airport had no charging stations at my gate."

Cons: "No bags to go to overhead bin"

Pros: "Not much"
Cons: "The food not fit for human consumption"

Pros: "Quick boarding. Ontime departure."
Cons: "Very small servings of food."

Pros: "Happy people"

Pros: "Dr usus I"
Cons: "The keys"

Pros: "boarding very easy"
Cons: "no drinks ir snacks offered"

Cons: "Very uncomfortable plane!"

Cons: "Lines"

Cons: "Flight never happened because of hurricane yet I never got my money back. Natural disasters should qualify for a refund not a voucher."

Pros: "It was a good flight. The attendants were courteous and accomodating. There was nothing to complain about."

Pros: "I very much enjoyed the male flight attendant in coach. He was fun, attentive and very interacting."
Cons: "I liked all but the seating. Even for coach is too small in my opinion. Pilot flew awesome."

Pros: "United payed for the room and 20 bucks for food."
Cons: "Late. Missed the connection to Gillette and had to stay overnight."

Pros: "Smooth ride and on time staff was great"
Cons: "I didn't like that I had to pay for my luggage that was really horrible they find anywhere to nickel and dime you but glad they let mine be a carry on"

Pros: "We'll coordinated."

Cons: "See above comments."

Pros: "The service was good"

Pros: "The service since I am handicap"

Cons: "Last row seats. Nothing of space, man seating next to me in the isle seat couldn't accomodate his legs inside the available space."

Pros: "Getting from point a to point b."
Cons: "Lack of good free snacks. Not getting free bag checked."

Pros: "Glad you didn't give priority to those with other designations like priority plus etc"

Cons: "Plane late leaving Chicago due to no pilot."

Pros: "All very happy staff and super professional service."

Pros: "Boarding process"
Cons: "No food... Sporadic drinks.. Very cheap service"

Cons: "Not only did we sit on the plane for over an hour before taking off, but on an over four hour flight I was refused water towards the end. When I asked for more than one glass I was rudely told and I quote, "you know what? No. We have other passengers who may want water." Are you kidding me? I sat down feeling scolded and like I asked for something ridiculous. We landed after 2am and most of the passengers were sleeping and I doubt anyone asked for more water since I didn't see the flight attendant move again. Perhaps she was upset that I interrupted her from reading her paper? Extremely displeased with my experience. I"

Cons: "United airlines.. Terrible"

Pros: "Great"

Cons: "Lost my luggage"

Pros: "Same as above"

Pros: "Every one was friendly. The plane was clean"

Cons: "They didn't have wifi"

Pros: "no complaints"

Pros: "Was never in Chicago."
Cons: "Was never in Chicago but my stuff was."

Pros: "Perfect, but I did upgrade to United's business plus."

Pros: "Aisle seat."
Cons: "They made my dad check his bag even though there was space."

Pros: "Worst flying experience ever"

Cons: "I was informed today that one of my checked bags was picked up by another customer who eventually realized it was not her bag. She brought it back to the airport and refused to turn over the bag until the airport compensated her. (How this happened I have no idea because I stood right by the entrance of the baggage claim and never saw the bag come out). The customer refused to return the bag until the police became involved at which point she agreed to write a note confirmed she did not steal anything. The bag then needs to be sent to me in 2 days and I'll have to verify myself that indeed nothing was taken from the bag. I'm very concerned how this individual came to be in possession of my bag considering, again, I stood right at the entrance of the baggage claim conveyor belt from the time it started to when it ended. As a result, this experience really made me feel frustrated and violated."

Pros: ":("
Cons: ":("

Cons: "The airline checkin is terrible and time consuming!"

Cons: "Never made it because of stupid United"

Pros: "The pilot got us there safely. Good deal of turbulence."
Cons: "Stewardesses were rude to many. Chit chatted with each other whole way, ignored passengers. "Too turbulent" to serve us a beverage, which was okay. Except first class got full service. Wrong."

Cons: "The wait for my carry on baggage..."

Pros: "Once again everyone was so wonderful and helpful"
Cons: "Lower luggage cost. I spent $110 additional on this trip since since I wasn't well informed (my fault)"

Pros: "Nothing"
Cons: "Everything"

Pros: "Nothing"
Cons: "Staff crabage"

Cons: "Check in"

Cons: "Boarding"

Cons: "Good"

Pros: "Nothing"
Cons: "Delays, gate changes, lack of notification, last minute changes."

Pros: "Arrived 30 min early"

Pros: "SEAT was comfortable"
Cons: "Service"

Pros: "Estaba todo bien."
Cons: "Pero no me gusto q havia mucha turbulencia. Y mis photos queria esplotar."

Pros: "Good"

Cons: "We waiting 2hours... delay Something to fixing on plane! I miss good business in Tampa because of that"

Pros: "Nice service. Exceptionally new plane about a year old to the month."
Cons: "Need to ask people to prepare to deplane. Perhaps use rear door to expedite process"

Cons: "not clean"

Pros: "a smooth ride. we left a half an hour late."
Cons: "paying the carry on fee"

Pros: "Overall quickness and friendliness of staff."
Cons: "No free food."

Pros: "Very comfortable ride and spacious"

Pros: "Bag charged"

Cons: "Terrible information and no service."

Cons: "Short-staffed, so short tempered workers.kiosks did not work. Nickled and dimed on everything. Like flying in prison. No light and a cold hard bench seat. Awful."

Cons: "Look like frontier is always late"

Pros: "Nothing."
Cons: "Everything."

Pros: "uh the "big front seat" was decent? fairly roomy and still cheap"
Cons: "fuckin screaming children everywhere, it was horrendous"

Cons: "Trip had over 8 hours of delays."

Cons: "no free snack? not even a bag of peanuts?! disappointing"

Cons: "I did not like the long delay"

Cons: "Late late late arrival."

Cons: "delays with NO feedback"

Cons: "there were too many delays and the situation was handled poorly. I do not plan to fly Frontier again in the future."

Cons: "They nickle and dime you to death. They even charge you for soda!"

Pros: "Getting where I was going"
Cons: "Everything else."

Cons: "See above."

Pros: "Nothing"
Cons: "Everything"

Pros: "Very efficient."
Cons: "No free beverage."

Pros: "Politeness"
Cons: "Overall everything"

Cons: "to expensive to cary on a bag."

Pros: "Middle seat was empty"
Cons: "The delay. No food. No apologies"

Pros: "The tate"
Cons: "Paying for bags"

Pros: "I was upgraded for free!"
Cons: "The payment necessary for baggage."

Cons: "Everything!!"

Cons: "Horrible!!! Late doy and I Need to pay for my hand luggage. Never travel with Frontier!"

Pros: "Aircraft"
Cons: "Nothing"

Cons: "Food"

Cons: "Lots of screaming children, but I had to fly to Orlando."

Pros: "It was very punctual"

Pros: "Very informative on where to go!"
Cons: "Not very informational on security policy"

Pros: "Everything was good, no complaints"

Pros: "Staff"

Cons: "The Chicago airport was terrible both times. Things not clearly marked. Staff not friendly or available. Long term parking very hard to find and pricing very unclear. Didn't realize we would have to pay additional for just a seat and carry on luggage"

Pros: "Cheap..."
Cons: "Delaaaays"

Pros: "The staff not pointing things out in the beginning!"

Pros: "HORRIBLE lending.."
Cons: "....."

Pros: "Fair price"
Cons: "Comfort"

Cons: "USB Connections & Free WiFi"

Pros: "Nothing"
Cons: "I dint like anything"

Pros: "No fanfare, no hassle."

Cons: "Trip to Chicago snack and drink cart only came by at beginning"

Pros: "All"
Cons: "Nothing"

Cons: "I was not given anything to drink"

Cons: "Getting dinging for bags at the gate, $50 a bag each way?!? Wasn't explicit ok Kayaks website and very financially cumbersome. Not cool."

Pros: "Landed early and gate open. Great trip all over he way even though in a middle seat"

Cons: "Same as above."

Pros: "אני אוצה לקבל זיכוי על כל החודשים שחייבים אותי ב 19.90 ש״ח למרות שכלל לא השתמשתי בכרטיס. מה גם שנאמר לי בשעתו בחנות שאין כלל עלות עבור הכרטיס הנ״ל. כשהתברר לי שיש עלות חודשית( לדעתי זוהי הונאה לשמה)חזרתי לחנות כדי לבטל את הכרטיס ואמרו לי שזה בלתי אפשרי. ניסיתי ליצור קשר עם cal ולא הצלחתי בשעתו. אתמול סוף סוף הצלחתי לבטל את הכרטיס ואודה לכם באם יוחזר לי התשלום החודשי אותו אתם כביתם ממני בחודשים האחרונים. לדעתי מדובר ב 4 חודשים. תודה מראש טובה ברנר ת. ז 042388421"

Pros: "My bag came out really fast. Boarding on and off was a breeze."
Cons: "Paying for baggage when I could have just carried on."

Pros: "Seat 3D was larger size seat"
Cons: "Idiots seating behind me were loud"

Pros: "seat more comfortable than most airlines"

Pros: "Fine & good every thing was good Good care and timings also good"

Pros: "Plane was not jammed full"
Cons: "Spirit has a lot of fees"

Pros: "The lA320 are nice."

Pros: "Nothing much"
Cons: "Paying my small luggage for 45 dollars"

Pros: "Me trataron bien"
Cons: "Que me cobraron la maleta deben de mejorar eso"

Pros: "Reshedule"
Cons: "Poor services"

Pros: "Inexpensive"
Cons: "Very cramped. No reclining. This is the city bus of airlines."

Pros: "Nothing"
Cons: "Everything"

Pros: "I didn't like anything"

Pros: "Nothing"
Cons: "I didn't like anything"

Pros: "Nothing"

Pros: "They were able to switch us to emergency row seating."
Cons: "Too expensive for everything. No room at all for anything. Super uncomfortable"

Cons: "It was delayed so long that they canceled it"

Cons: "Very unsophisticated passengers"

Pros: "Nothing"
Cons: "Everything"

Cons: "delayed"

Pros: "Price was good and everyone was friendly"
Cons: "No room to move"

Pros: "boarding was smooth"
Cons: "super tight space"

Pros: "Everything, nice service and no delays."

Pros: "I was disgrace by ur checking casher . i dont feel good about it"

Pros: "Nothing"
Cons: "Everything"

Pros: "la tripulacion del avion era buena"
Cons: "La persona del Gate... no sirve, era una persona discriminatoria. el vuelo se atraso... no avisaron a tiempo, adiccional nos cambiaron de Gate varias veces"

Pros: "Cheap price"
Cons: "Extremely small seat space"

Pros: "What a great concept!"

Cons: "A lot of hidden charges."

Pros: "Flights left as scheduled. Smooth travel."
Cons: "We got to the airport really early. No flights to Minneapolis available. Just two per day between O'hare and Minneapolis."

Cons: "Don't like being nickeled and dimed for basic services."

Cons: "there is no free luggage. the luggage fee even more than the ticket."

Pros: "nothing."
Cons: "EVERYTHING!!!!!!"

Pros: "They was taking care of me at all"
Cons: "Nothing at all"

Cons: "Paying for a seat No music"

Pros: "Everything went smoothly"

Pros: "The tickets were cheep"
Cons: "There was no Wi-Fi on any of my flights."

Cons: "knees pressed into seat ahead"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Illinois to Puerto Rico

Airlines flying from Illinois to Puerto Rico have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Illinois to Puerto Rico

Mandatory masks

Masks required on board, masks provided on flights from Illinois to Puerto Rico

Social distancing seating

Middle seats unavailable to book on flights from Illinois to Puerto Rico

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Illinois to Puerto Rico

Book cheap flights from Illinois to Puerto Rico

Recent round-trip flight deals

9/14
Tue
1 stop
Spirit Airlines
12h 33m
ORD - SJU
9/28
Tue
1 stop
Spirit Airlines
10h 32m
SJU - ORD
9/14
Tue
1 stop
Spirit Airlines
9h 51m
ORD - SJU
9/21
Tue
1 stop
Spirit Airlines
7h 47m
SJU - ORD
9/14
Tue
1 stop
Spirit Airlines
6h 25m
ORD - BQN
9/17
Fri
1 stop
Spirit Airlines
7h 39m
BQN - ORD
9/14
Tue
1 stop
Spirit Airlines
9h 51m
ORD - SJU
9/21
Tue
1 stop
Spirit Airlines
10h 32m
SJU - ORD
9/14
Tue
1 stop
Spirit Airlines
9h 51m
ORD - SJU
9/21
Tue
1 stop
Spirit Airlines
7h 47m
SJU - ORD
9/18
Sat
1 stop
Spirit Airlines
12h 33m
ORD - SJU
9/21
Tue
1 stop
Spirit Airlines
7h 47m
SJU - ORD
9/11
Sat
1 stop
Spirit Airlines
12h 33m
ORD - SJU
9/14
Tue
1 stop
Spirit Airlines
12h 05m
SJU - ORD
8/28
Sat
1 stop
Spirit Airlines
12h 32m
ORD - SJU
9/1
Wed
1 stop
Spirit Airlines
11h 47m
SJU - ORD
9/15
Wed
1 stop
Spirit Airlines
12h 33m
ORD - SJU
9/29
Wed
2 stops
Spirit Airlines
14h 25m
SJU - ORD
8/21
Sat
1 stop
Spirit Airlines
10h 56m
ORD - BQN
8/24
Tue
1 stop
Spirit Airlines
12h 57m
BQN - ORD
8/28
Sat
2 stops
Spirit Airlines
14h 38m
ORD - SJU
8/31
Tue
1 stop
Spirit Airlines
7h 49m
SJU - ORD
9/28
Tue
1 stop
Multiple Airlines
11h 30m
ORD - SJU
10/14
Thu
nonstop
Multiple Airlines
5h 21m
SJU - ORD
8/31
Tue
nonstop
Multiple Airlines
4h 55m
ORD - SJU
9/15
Wed
2 stops
Multiple Airlines
14h 25m
SJU - ORD
8/31
Tue
nonstop
Frontier
4h 55m
ORD - SJU
9/5
Sun
nonstop
Frontier
5h 10m
SJU - ORD
10/10
Sun
nonstop
Frontier
4h 55m
ORD - SJU
10/19
Tue
nonstop
Frontier
5h 21m
SJU - ORD
8/17
Tue
2 stops
Multiple Airlines
13h 53m
STL - SJU
8/25
Wed
1 stop
Multiple Airlines
8h 57m
SJU - STL
9/21
Tue
1 stop
Delta
10h 48m
MDW - SJU
9/23
Thu
1 stop
Delta
10h 04m
SJU - MDW
8/30
Mon
1 stop
Delta
6h 22m
MDW - SJU
9/10
Fri
1 stop
Delta
9h 50m
SJU - MDW
10/26
Tue
2 stops
United Airlines
16h 22m
PIA - SJU
10/30
Sat
1 stop
United Airlines
27h 51m
SJU - PIA
8/16
Mon
2 stops
American Airlines
20h 32m
BMI - SJU
8/18
Wed
2 stops
American Airlines
18h 25m
SJU - BMI
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Recent one-way flight deals

8/25
Wed
1 stop
Spirit Airlines
12h 32m
ORD - SJU
8/28
Sat
1 stop
Spirit Airlines
12h 32m
ORD - SJU
8/18
Wed
1 stop
Spirit Airlines
11h 45m
ORD - SJU
9/14
Tue
1 stop
Spirit Airlines
9h 51m
ORD - SJU
8/17
Tue
1 stop
Spirit Airlines
10h 53m
ORD - BQN
8/17
Tue
1 stop
Spirit Airlines
12h 37m
ORD - SJU
8/28
Sat
2 stops
Spirit Airlines
14h 38m
ORD - SJU
9/14
Tue
1 stop
Spirit Airlines
9h 51m
ORD - SJU
8/24
Tue
1 stop
Spirit Airlines
10h 57m
STL - SJU
8/17
Tue
1 stop
Spirit Airlines
10h 53m
ORD - BQN
8/11
Wed
1 stop
Spirit Airlines
9h 25m
ORD - SJU
8/22
Sun
nonstop
Frontier
4h 55m
ORD - SJU
8/24
Tue
nonstop
Frontier
4h 55m
ORD - SJU
10/24
Sun
nonstop
Frontier
4h 55m
ORD - SJU
9/5
Sun
nonstop
Frontier
4h 55m
ORD - SJU
8/12
Thu
1 stop
Frontier
19h 41m
ORD - SJU
10/26
Tue
nonstop
United Airlines
4h 50m
ORD - SJU
8/16
Mon
1 stop
Delta
9h 03m
MDW - SJU
8/19
Thu
2 stops
Multiple Airlines
27h 09m
MDW - SJU
8/17
Tue
2 stops
American Airlines
19h 12m
STL - SJU
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