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Planning a trip from New York to O'Hare Intl? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
| Low season | February |
|---|---|
| High season | November |
| Cheapest flight | $54 |
Direct departures
New York to Chicago O'Hare Intl
Monday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Tuesday
American Airlines, Delta, JetBlue, +2 more
American Airlines, Delta, +3 more
1
2
Wednesday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Thursday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Friday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Saturday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Sunday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Direct returns
Chicago O'Hare Intl to New York
Monday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Tuesday
American Airlines, Delta, JetBlue, +2 more
American Airlines, Delta, +3 more
1
2
Wednesday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Thursday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Friday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Saturday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Sunday
American Airlines, Delta, Frontier, +3 more
American Airlines, Delta, +4 more
2
3
Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)
Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)
My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.
Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗
I truly love flying with Delta. They have always treated me with the upmost respect
The flight was great. The gate location was way to far away!!!
Cramped seating for me. Luckily it wasn’t a long flight
This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one
I believe that a four-hour trip should have a meal. Delta had none.
Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.
Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had
The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect
It was nice to have gotten up upgraded to first class with a meal on a three hour flight
Very bad! They kept delaying my flight and wouldn’t do anything about it
Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.
Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.
Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.
After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.
Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.
Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍
Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.
Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative
I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable
It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.
It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.
After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.
Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.
This was the best 2 flights I have had with American out of SGF. Great crew both flights.
Excellent - explanations were clear staff was nice and flight was comfortable
Lost bag and 2 days no word leaving for cruise no clothes or stuff
Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.
Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.
No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive
Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.
flight was delayed for hours with no explanation. The plane was a very old aircraft.
The flight departed more than 1 hour late. Leg room is bigger than most airlines
Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.
No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.
Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.
The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.
In flight on demand didn't work at our seats. Only a single beverage/snack run.
Very positive in both directions. Safe travels, nice staff, lost and found in fact found my phone under my chair! I was out of cash after my NYC trip otherwise I would've offered a reward for helping my day out immensly! Thanks you so much Spirit staff!
Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.
Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.
Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight
To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.
The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.
Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.
Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.
Had to deplane for undisclosed mechanical issue. Landed in Chicago 3 hours late. Food voucher at FLL came just as we were recording. Crew and agents were troopers--better than Spirit last night.
We spent 5 1/2 hours at Ohare cause our flight was diverted cause of rain in the area. We missed appts that we had set on Tuesday and cause we were flying back the next day on the 7am flight we had no time to reschedule anything. Other airlines were landing and taking off fine having no issues. It was only Spirit. Very frustrating flight and I understand why the flights are only around 25-30% full.