Spirit's Big Front Seat offers 20-inch width and 11 inches more legroom.
Spirit's Wi-Fi offers gate-to-gate connectivity across all routes.
Planning a trip from Chicago to New York? 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.
When booking a flight from Chicago to New York, it's generally cheapest to fly on a Tuesday in February. This could help you save money on your trip.
Day of Week: Choose to fly on a Tuesday for the cheapest fares.
Booking Advance: Book your flight at least 180 days in advance to get the best deal.
Cheapest Airline: Consider flying with Spirit Airlines, which generally offers the cheapest fares.
Route Selection: The route from Chicago O'Hare (ORD) to New York LaGuardia (LGA) is typically the cheapest.
Direct or Layover: It's cheaper to fly direct, despite common misconceptions.
This feature is powered by ChatGPT: an OpenAI-developed artificial intelligence model trained with KAYAK proprietary data and third-party data not verified by KAYAK.
Low season | February |
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High season | November |
Cheapest flight | $77 |
Direct departures
Chicago to New York
Monday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Tuesday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Wednesday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Thursday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Friday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Saturday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Sunday
American Airlines, Delta, JetBlue, +3 more
American Airlines, Delta, +4 more
2
3
Direct returns
New York to Chicago
Monday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Tuesday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Wednesday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Thursday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Friday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Saturday
American Airlines, Delta, JetBlue, +4 more
American Airlines, Delta, +5 more
3
4
Sunday
American Airlines, Delta, JetBlue, +3 more
American Airlines, Delta, +4 more
2
3
AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.
AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.
Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.
Southwest's seats are the least comfortable I have ever sat in.
The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.
Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.
My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.
Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.
If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.
Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.
southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.
On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.
Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!
De planning was an absolute mess. We were never told that we weren’t at the gate and that we had to go down unstable stairs and then hop on a bus. People were falling, we couldn’t tell who was in charge. Overall terrible communication that ended up leaving a bad impression at the very end of the experience.
For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.
The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!
Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.
Our flight was canceled after several delays. No hotel vouchers offered, minimal help for resolution leave me ultimately to cancel and book on an other airline. Then waited to get bags for more than 3 hours This whole experience has been awful!!!
My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.
They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.
The way BCN airport handled boarding was a huge improvement over our trip to Spain from JFK. Instead of gate-mosquitos edging in before their zone was called, in BCN they had clearly marked lines for Zones 1-8 and people just lined up correctly. The flight itself was uneventful. The meal (curried chicken and rice) was one of the better meals we've had on Delta. Entertainment options were plentiful, power chargers were available in Main Cabin, and seats were decent. Flight staff were very friendly and positive throughout the 8 hour flight.
Once we got in the air the pilot made up some of the time of the delay. So that was really nice.
Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.
It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.
It was great, I’m very grateful for the pilots and crew flight attendants for everything.
Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick
I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.
The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!
Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.
A bit rush for transit. Food and entertainment are not available
Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.
Air Marco’s fleet of airplanes are old and pathetic. The seats are torn and stained. The monitors don’t work properly. If this wasn’t a business trip and I had control of booking the flight, I would not travel on this carrier.
Good service, friendly staff. Food was average for airlines and the seats were small.
Pathetic check in experience once again. Not enough staff scheduled at bag drop or for special assistance at LHR. Really need to rethink the whole self check in procedure. The crew was good. A very decent selection of special meals in this leg as compared to the JFK-LHR leg.
Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!
Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!
A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm
Whenever a passenger purchase a ticket his advantage number should automatically to his information. It's not everyone remember the number. You request for your number and American airline agent say they will email it....and they never email anything and you loose your mileage just because you don't remember your number. It should automatically go your information and associate with your email account at all times
The flight was two hours late to take off. The captain kept making announcements in English, but the volume on the speakers was low and we could not hear him. The flight attendant’s French translation was loud and clear, but we couldn’t understand French. The crew was nowhere to be found to relay what the captain was announcing. Very frustrating experience. American has to do better.
Paid $35 and not able to access the internet at all.
Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time
The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral
Everyone was kind for the most part. I did travel with children and paid for seats and even then it was not as suitable. I tried calling their customer service prior to check in and I was told they couldn't help me because I didn't purchase my tickets with them.
It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.
The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.
Onboarding was an easy process. Staff waa friendly and courteous. Should have a complimentary snack and drink. We paid $900 round trip for two to myrtle from New York, which is an expensive fare. Going to the seats were not in good shape but our return home, the air plane seemed to be new with comfortable seating with slightly more space. If traveling again, we will still consider flying SpIrit.
It was absolutely awesome. The crew was welcoming to all, not just the first class. They were full of energy. The in-cabin music was an excellent choice, not boring like most airlines. We were ready for takeoff ahead of time. Pilots were great. Smooth takeoff and landing. The plane was beautiful and nicely cleaned. This was truly a fantastic flight. I fly Delta and American all the time. I was apprehensive about Spirit. I will definitely be looking for Spirit first. Thanks for a great experience.
Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔
All was good expecting the seats need a bit of cushion. Besides that I can’t complain.
Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.
Spirit is awful. Too expensive for what you get. Stop nickel and diming.
Transportation mode | Average price | Average duration |
---|---|---|
Flights | $556 | 1h 55m |
Trains | $265 | 21h 58m |
Buses | $179 | 21h 45m |
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