Find which airlines fly direct from Caribbean to Chicago, which days they fly and book direct flights.
Nonstop departures
Monday
ANA, Aer Lingus, Aeromexico, +80 more
ANA, Aer Lingus, +81 more
79
80
Tuesday
ANA, Aer Lingus, Aerolineas Argentinas, +78 more
ANA, Aer Lingus, +79 more
77
78
Wednesday
ANA, Aer Lingus, Aeromexico, +79 more
ANA, Aer Lingus, +80 more
78
79
Thursday
ANA, Aer Lingus, Aeromexico, +78 more
ANA, Aer Lingus, +79 more
77
78
Friday
ANA, Aer Lingus, Aerolineas Argentinas, +81 more
ANA, Aer Lingus, +82 more
80
81
Saturday
ANA, Aer Lingus, Aeromexico, +78 more
ANA, Aer Lingus, +79 more
77
78
Sunday
ANA, Aer Lingus, Aerolineas Argentinas, +78 more
ANA, Aer Lingus, +79 more
77
78
Nonstop returns
Monday
ANA, Aer Lingus, Aeromexico, +80 more
ANA, Aer Lingus, +81 more
79
80
Tuesday
ANA, Aer Lingus, Aerolineas Argentinas, +78 more
ANA, Aer Lingus, +79 more
77
78
Wednesday
ANA, Aer Lingus, Aeromexico, +79 more
ANA, Aer Lingus, +80 more
78
79
Thursday
ANA, Aer Lingus, Aeromexico, +78 more
ANA, Aer Lingus, +79 more
77
78
Friday
ANA, Aer Lingus, Aerolineas Argentinas, +81 more
ANA, Aer Lingus, +82 more
80
81
Saturday
ANA, Aer Lingus, Aeromexico, +78 more
ANA, Aer Lingus, +79 more
77
78
Sunday
ANA, Aer Lingus, Aerolineas Argentinas, +78 more
ANA, Aer Lingus, +79 more
77
78
Flight was delayed an no one make an announcement about it., they only have Coca Cola and nothing else., the food that was served was cold… very bad experience and service
Flight was delayed an no one make an announcement about it., they only have Coca Cola and nothing else., the food that was served was cold… very bad experience and service
On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit
On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.
They did a fine job. Can't wait to use Delta in the future.
There was a loud squeaky sound the whole time we were flying.
Had a broken tray in business class. Crew just shrugged it off.
Seat back monitors and outlets were dead and not working.
Everything was great except for the seat. The backrest would not stay in the upright position.
I usually have a positive experience with Delta. Complimentary upgrades are always nice!
Flight delayed about 2 hrs so it made it a VERY late night
The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.
Wifi wasn't working on one of the UA flights after boarding.
The flight was delayed instead of leaving at 11 it left at 12.20
United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.
Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.
Good movies, iffy pay WiFi, food ok- on time though and that was great!
Unfortunately this is not a happy ending comment. Positive: flown United before no issue Negative: it only takes one bad experience to not plan future travel with United Cancún departure was delayed by 1h20 minutes, connection in Chicago was 1h30 minutes. Flight departure time 6:08 Miraculously 7 of us ran 4 kilometres through Chicago to arrive at 6:00 to be told very rudely by the 2 unprofessional United attendants you missed your flight and that we should of arrived early. Did I mention that reason I was flying? I received a call that my brother was dying and to get home. They provided no assistance would not answer any of our questions, ignorantly walked away. Deplorable
Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago
If United expects people to use their own devices for entertainment they should put charging outlets in each seating area. I arrived with 14%battery power. That is not good when you arrive anywhere and need to communicate for transportation.
Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.
Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.
Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.
Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference
The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day
The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.
The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.
lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints
Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.
Turn on the heat. Flight was way too cold from Arizona to Chicago.
Perfect flight. On time departure and early arrival. Smooth flight.
I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please
Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends
The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.
I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!
They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.
Every thing was fine ,low price,easy on time ,clean, good staff, really no issues
Had to board plan 2x due to lack of security check after 1st boarding
Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.
They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.
Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.
I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.
Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.
There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.
Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.
They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again
The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.
The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it
Not have to pay for every single item to take a flight. Seating and delays sucked.
Flight was cancelled and I had to spend the night in the airport lugging my suitcase around
If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.