The Big Front Seat offers 11 inches more legroom, enhancing comfort.
Wi-Fi offers gate-to-gate connectivity, ideal for staying online.
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Planning a trip from New York to Chicago? KAYAKâs 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 flying from New York to Chicago, the cheapest days to fly are generally Tuesdays, while the cheapest months are typically January and February.
Cheapest Route: Opt for flights between JFK, EWR or LGA and ORD for the cheapest fares.
Booking Advance: Book your flight at least 160 days in advance for the best prices.
Budget Airline: Consider flying with Spirit Airlines, as they generally offer the cheapest fares.
Layovers: Flights with one stop are typically cheaper than direct flights.
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.Â
Low season | January |
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High season | August |
Cheapest flight | $32 |
Find which airlines fly direct from New York to Chicago, which days they fly and book direct flights.
Direct departures
New York to Chicago
Monday
ANA, Air Europa, Air France, +30 more
ANA, Air Europa, +31 more
29
30
Tuesday
ANA, Air Europa, Air France, +31 more
ANA, Air Europa, +32 more
30
31
Wednesday
ANA, Air Europa, Air France, +29 more
ANA, Air Europa, +30 more
28
29
Thursday
ANA, Air Europa, Air France, +30 more
ANA, Air Europa, +31 more
29
30
Friday
ANA, Air Europa, Air France, +29 more
ANA, Air Europa, +30 more
28
29
Saturday
ANA, Air Europa, Air France, +30 more
ANA, Air Europa, +31 more
29
30
Sunday
ANA, Air Europa, Air France, +31 more
ANA, Air Europa, +32 more
30
31
Direct returns
Chicago to New York
Monday
ANA, Air Europa, Air France, +32 more
ANA, Air Europa, +33 more
31
32
Tuesday
ANA, Air Europa, Air France, +31 more
ANA, Air Europa, +32 more
30
31
Wednesday
ANA, Air Europa, Air France, +32 more
ANA, Air Europa, +33 more
31
32
Thursday
ANA, Air Europa, Air France, +31 more
ANA, Air Europa, +32 more
30
31
Friday
ANA, Air Europa, Air France, +32 more
ANA, Air Europa, +33 more
31
32
Saturday
ANA, Air Europa, Air France, +31 more
ANA, Air Europa, +32 more
30
31
Sunday
ANA, Air Europa, Air France, +31 more
ANA, Air Europa, +32 more
30
31
WiFi on the flight was not working. Thus, entertainment options were limited.
WiFi on the flight was not working. Thus, entertainment options were limited.
Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.
Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.
Gate agents were informative and friendly⦠flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.
Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.
Wi Fi was horrible kept cutting out the whole time and too expensive
I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.
Boarding was a little late, but made up for it. It was quick to taxi to the runway, since it's a smallish airport.
Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group
Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.
Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences Iâve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.
Seats were really tight and the seat belts did not give enough slack.
The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?
Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. ð
The WiFi has been awful on my last few Delta Air Lines flights.
Only one side of the heafphone jack work. Crew was friendly and helpful.
It was reported to the passengers that Delta failed to schedule the crew properly. This error caused the pilot to show up about 30 minutes late. All in all Delta's inability to take care of this basic function resulted in about an hour delay.
Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldnât takeoff because of an issue with the passenger that was ânot in complianceâ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didnât work, bathroom door kept swinging open during the entire flight whenever empty â¦
5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.
Older plane and it came with Fleas and flea bites!
There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.
The crew were very nice. The Chocolate is good and v thereâs no entertainment. Thanks
The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks
The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.
Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago
The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me thereâs no overhead bins on the plane, argued with me why booking put a military member in basic economy (I donât really understand this) and made it an issue to even try to help me stating Iâd have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldnât be bothered.
They canceled our flight and left us stranded to figure it out
Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done
Being stick waiting for gate at ORD cause me to almost miss my connecting flightâ¦being deaf United made no no effort to keep me updated as I couldnât hear the PA
As usual, United scheduling is completely misleading. A 54-minute layover at OâHare is too short to make a lot of connections, especially since the flight landed âon timeâ but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.
Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.
Per usual, flight status, staff courtesy and professionalism were excellent
The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.
Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?
Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.
Delayed due to no crew. On a major holiday travel day.
Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.
It was nice being on a flight that had working wifi. The boarding was quick - why donât all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get itâ¦keeps it moving. Crew was nice.
The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.
The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.
Our experience was not a good one. Our flight got cancelled and was not given any accommodations due to the inconvenience. We lost time on our vacation due to this inconvenience
Terrible-extreme delay with very little communication, plane was overfull, luggage was returned on baggage claim in filthy condition.
I was traveling with my son and it was our first time with spirit so I didnât realize our seats werenât assigned. They scrambled and gave us seats next to each other. Also My son got sick on the plane and they really took care of him. Super family friendly crew and experience!
Great. I didn't eat or drink anything, nor did I have an option to be entertained, so i answered "okay"... but those categoriesreally don't apply. Everything else was great.
Lower cost is the reason to fly Spirit. Should give free baggage with credit card.
Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience
I very late and supose be in home at 12 pm from yesterday but I stiill in detroi airport
They delayed the flight for several hours and didn't even give reason.
Iâve now flown Spirit a few times and while the general perception of Spirit I feel is poor, Iâve had a great experience each time. They do charge extra for everything but you should know that going in
Horrible. Take off was delayed by an hour. They were letting people board d the plane right before takeoff. I was delayed an hour when I arrived and late for my meeting. Spirit is NEVER on time.
Average price | Average duration | |
---|---|---|
Flights | $586 | 2h 20m |
Trains | $209 | 21h 18m |
Buses | $207 | 20h 17m |
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