Our website uses cookies for technical, analytical and marketing purposes. Here is more information. If you agree to this, just keep browsing. close

Find Cheap Flights from New York to Chicago (NYC - CHI)

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

Thu 19/10
Thu 26/10
Any month
Compare vs KAYAK |

Good to know

Low season:
January
Best time to beat the crowds
5%
expected price increase
High season:
July
Most popular time to fly
22%
expected price increase
Average price:
£145
(avg. price over the last 72 hours)
Good deal:
£143
or less return trip within
2 months
of travel is a good deal

When to Book Flights from New York to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

The cheapest flight from New York to Chicago was found, on average, 25 days before departure.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be June, July and August. The cheapest month to fly is January.
On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking New York to Chicago Flights

How long does a flight from New York to Chicago take?
An average non-stop flight takes 2h 24m, covering a distance of 712 miles.
How many flights are there between New York and Chicago?
There are 3,241 (non-stop) flights between New York and Chicago per week, averaging 487 per day.
Which airlines provide the cheapest flights from New York to Chicago?
In the past 3 days, the cheapest return tickets were found on Multiple Airlines (£63), Spirit Airlines (£64) and JetBlue (£82).
Do I need a passport to fly between New York and Chicago?
No.
Which airlines fly most frequently between New York and Chicago?
United (79 times daily), American Airlines (42 times daily), Delta (41 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from New York to Chicago?
For New York to Chicago, Thursday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago back to New York, the best deals are generally found on Wednesday, with Thursday being the most expensive.

Book cheap flights from New York to Chicago (return)

Airports
Origin
New York
£63
only
£63
£82
only
£82
Destination
Chicago
£63
only
£63
Thu, 1 Feb
LGA
ORD
2h 46m
Sun, 4 Feb
ORD
LGA
1h 59m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 25 Oct
LGA
ORD
2h 40m
Tue, 14 Nov
ORD
LGA
2h 13m
Trip: 21 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
OK 4.0

Spirit is the most uncomfortable and non-accommodating airline out there. All they got going for them is cheap.

LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

LGA
ORD
Good 6.0

I liked the service person who maintained a decent attitude.

Not knowing what was going on. Not having received notice before arriving at the airport. The 1 carry-on $55 fee is ridiculous. Being directed to United as a replacement without being told it would be 30 mins before the change showed up in their system, trekking all the way over, having them tell me something was wrong, trekking all the way back to Spirit, and then having a different service person snap at me that that was normal, as if 30 extra minutes and unnecessarily going back and forth wasn't anything to do with them. This is my second such experience with Spirit.

LGA
ORD
Mediocre 2.6

Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

Wed, 25 Oct
JFK
ORD
2h 53m
Tue, 31 Oct
ORD
JFK
2h 21m
Trip: 7 days
8.1ExcellentShow reviews
Overall 8.1 Excellent
Based on 44 reviews
Overall
8.2
Boarding
8.2
Comfort
8.2
Crew
8.5
Entertainment
7.9
Food
7.7
JFK
ORD
Excellent 8.0

Jetblue left on time from JFK

JFK
ORD
Excellent 10.0

Everything Entertainment Early landing

Nothing

JFK
ORD
OK 4.0

Apologetic staff and easy check in process.

3 hour delay on tarmac, flight attendants very slow with the service. Only got drinks 20 minutes prior to landing. They seemed inexperienced and flustered.

JFK
ORD
Excellent 8.0

Hour delay

JFK
ORD
Excellent 8.0

It was too cold inside.

Tue, 31 Oct
LGA
ORD
2h 24m
Wed, 1 Nov
ORD
LGA
2h 15m
Trip: 2 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Mediocre 2.0

Na

They canxd flt

LGA
ORD
Mediocre 2.0

Are you really asking me to rate this flight? The one that did not occur? I missed my best friend's wedding. Are you kidding me? Wtf. I swear I will never take spirit again. This is the worst thing that has ever happened to me, and I had my gall bladder removed within the last year. Fck spirit and Fck whoever asked me this Question.

All of it.

LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
OK 4.0

Boarding process was smooth. Plane was nicer than i thought it would be for the cost. Smooth journey despite major delays.

Our flight was delayed due to weather. We were notified on our cell phones that the Flight was delayed. The Spirit workers at the airline desk were too busy watching videos on their phone to change the signboard. Flight attendants, although friendly, were disheveled in appearance.

LGA
ORD
Mediocre 2.0

Nothin

Everything , missed my flight because your system stated I was never check in when I was and Agents at airport couldn't do anything.

Thu, 16 Nov
LGA
ORD
2h 40m
Wed, 29 Nov
ORD
LGA
2h 07m
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 7 Nov
LGA
ORD
2h 24m
Wed, 8 Nov
ORD
LGA
2h 09m
Trip: 2 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Mediocre 2.6

Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

LGA
ORD
Mediocre 2.0

Na

They canxd flt

LGA
ORD
OK 4.6

Onboarding was very simple and fast. It took less than 20 minutes.

LGA
ORD
OK 4.0

Boarding process was smooth. Plane was nicer than i thought it would be for the cost. Smooth journey despite major delays.

Our flight was delayed due to weather. We were notified on our cell phones that the Flight was delayed. The Spirit workers at the airline desk were too busy watching videos on their phone to change the signboard. Flight attendants, although friendly, were disheveled in appearance.

LGA
ORD
Good 6.0

The cleanliness of aircraft and on-time boarding and departure.

They charge for every in flight services. Even water is not free. The fee for checking one bag is too expensive and not fair. They beg for every penny from passengers.

Wed, 10 Jan
LGA
ORD
2h 56m
Sun, 21 Jan
ORD
LGA
2h 09m
Trip: 12 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 15 Nov
LGA
ORD
2h 37m
Wed, 29 Nov
ORD
LGA
2h 07m
Trip: 15 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

LGA
ORD
Mediocre 2.0

Not much

Delayed flight, hidden carry on baggage fees

LGA
ORD
OK 4.0

Boarding process was smooth. Plane was nicer than i thought it would be for the cost. Smooth journey despite major delays.

Our flight was delayed due to weather. We were notified on our cell phones that the Flight was delayed. The Spirit workers at the airline desk were too busy watching videos on their phone to change the signboard. Flight attendants, although friendly, were disheveled in appearance.

LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
Good 6.0

I liked the service person who maintained a decent attitude.

Not knowing what was going on. Not having received notice before arriving at the airport. The 1 carry-on $55 fee is ridiculous. Being directed to United as a replacement without being told it would be 30 mins before the change showed up in their system, trekking all the way over, having them tell me something was wrong, trekking all the way back to Spirit, and then having a different service person snap at me that that was normal, as if 30 extra minutes and unnecessarily going back and forth wasn't anything to do with them. This is my second such experience with Spirit.

Thu, 1 Feb
LGA
ORD
2h 46m
Tue, 6 Feb
ORD
LGA
2h 07m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 7 Nov
LGA
ORD
2h 24m
Wed, 8 Nov
ORD
LGA
2h 15m
Trip: 2 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Mediocre 2.0

Not much

Delayed flight, hidden carry on baggage fees

LGA
ORD
OK 4.0

Spirit is the most uncomfortable and non-accommodating airline out there. All they got going for them is cheap.

LGA
ORD
Mediocre 2.6

Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
Good 6.0

The cleanliness of aircraft and on-time boarding and departure.

They charge for every in flight services. Even water is not free. The fee for checking one bag is too expensive and not fair. They beg for every penny from passengers.

Thu, 26 Oct
LGA
ORD
2h 24m
Wed, 8 Nov
ORD
LGA
2h 10m
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 26 Oct
LGA
ORD
2h 40m
Wed, 1 Nov
ORD
LGA
2h 09m
Trip: 7 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Mediocre 2.0

Are you really asking me to rate this flight? The one that did not occur? I missed my best friend's wedding. Are you kidding me? Wtf. I swear I will never take spirit again. This is the worst thing that has ever happened to me, and I had my gall bladder removed within the last year. Fck spirit and Fck whoever asked me this Question.

All of it.

LGA
ORD
Good 6.0

I liked the service person who maintained a decent attitude.

Not knowing what was going on. Not having received notice before arriving at the airport. The 1 carry-on $55 fee is ridiculous. Being directed to United as a replacement without being told it would be 30 mins before the change showed up in their system, trekking all the way over, having them tell me something was wrong, trekking all the way back to Spirit, and then having a different service person snap at me that that was normal, as if 30 extra minutes and unnecessarily going back and forth wasn't anything to do with them. This is my second such experience with Spirit.

LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

LGA
ORD
Mediocre 2.6

Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

LGA
ORD
Mediocre 2.0

Nothin

Everything , missed my flight because your system stated I was never check in when I was and Agents at airport couldn't do anything.

Sat, 28 Oct
LGA
ORD
2h 40m
Tue, 31 Oct
ORD
LGA
2h 09m
Trip: 4 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Mediocre 2.6

Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

LGA
ORD
OK 4.6

Onboarding was very simple and fast. It took less than 20 minutes.

LGA
ORD
Mediocre 2.0

Are you really asking me to rate this flight? The one that did not occur? I missed my best friend's wedding. Are you kidding me? Wtf. I swear I will never take spirit again. This is the worst thing that has ever happened to me, and I had my gall bladder removed within the last year. Fck spirit and Fck whoever asked me this Question.

All of it.

LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

Wed, 24 Jan
LGA
ORD
2h 46m
Mon, 29 Jan
ORD
LGA
2h 03m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 1 Nov
LGA
ORD
2h 40m
Sat, 4 Nov
ORD
LGA
2h 09m
Trip: 4 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Mediocre 2.0

Nothin

Everything , missed my flight because your system stated I was never check in when I was and Agents at airport couldn't do anything.

LGA
ORD
OK 4.6

Onboarding was very simple and fast. It took less than 20 minutes.

LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

LGA
ORD
Mediocre 2.0

Not much

Delayed flight, hidden carry on baggage fees

Sat, 11 Nov
LGA
ORD
2h 37m
Tue, 14 Nov
ORD
LGA
2h 13m
Trip: 4 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

LGA
ORD
Mediocre 2.6

Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
Good 6.0

I liked the service person who maintained a decent attitude.

Not knowing what was going on. Not having received notice before arriving at the airport. The 1 carry-on $55 fee is ridiculous. Being directed to United as a replacement without being told it would be 30 mins before the change showed up in their system, trekking all the way over, having them tell me something was wrong, trekking all the way back to Spirit, and then having a different service person snap at me that that was normal, as if 30 extra minutes and unnecessarily going back and forth wasn't anything to do with them. This is my second such experience with Spirit.

LGA
ORD
Mediocre 2.0

Not much

Delayed flight, hidden carry on baggage fees

Sat, 11 Nov
LGA
ORD
2h 37m
Tue, 14 Nov
ORD
LGA
2h 13m
Trip: 4 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Mediocre 2.6

Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

LGA
ORD
Mediocre 2.0

Na

They canxd flt

LGA
ORD
Mediocre 2.0

Nothin

Everything , missed my flight because your system stated I was never check in when I was and Agents at airport couldn't do anything.

LGA
ORD
Good 6.0

I liked the service person who maintained a decent attitude.

Not knowing what was going on. Not having received notice before arriving at the airport. The 1 carry-on $55 fee is ridiculous. Being directed to United as a replacement without being told it would be 30 mins before the change showed up in their system, trekking all the way over, having them tell me something was wrong, trekking all the way back to Spirit, and then having a different service person snap at me that that was normal, as if 30 extra minutes and unnecessarily going back and forth wasn't anything to do with them. This is my second such experience with Spirit.

Wed, 29 Nov
LGA
ORD
2h 37m
Mon, 4 Dec
ORD
LGA
2h 07m
Trip: 6 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Mediocre 2.0

Not much

Delayed flight, hidden carry on baggage fees

LGA
ORD
Mediocre 2.6

Staff was incredibly rude during boarding and upon check-in. They refused to answer questions and generally made it difficult to actually make my flight.

LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

LGA
ORD
Good 6.0

I liked the service person who maintained a decent attitude.

Not knowing what was going on. Not having received notice before arriving at the airport. The 1 carry-on $55 fee is ridiculous. Being directed to United as a replacement without being told it would be 30 mins before the change showed up in their system, trekking all the way over, having them tell me something was wrong, trekking all the way back to Spirit, and then having a different service person snap at me that that was normal, as if 30 extra minutes and unnecessarily going back and forth wasn't anything to do with them. This is my second such experience with Spirit.

LGA
ORD
Mediocre 2.0

Are you really asking me to rate this flight? The one that did not occur? I missed my best friend's wedding. Are you kidding me? Wtf. I swear I will never take spirit again. This is the worst thing that has ever happened to me, and I had my gall bladder removed within the last year. Fck spirit and Fck whoever asked me this Question.

All of it.

Fri, 1 Dec
LGA
ORD
2h 24m
Wed, 6 Dec
ORD
LGA
2h 13m
Trip: 6 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
OK 4.6

Onboarding was very simple and fast. It took less than 20 minutes.

LGA
ORD
OK 4.0

Boarding process was smooth. Plane was nicer than i thought it would be for the cost. Smooth journey despite major delays.

Our flight was delayed due to weather. We were notified on our cell phones that the Flight was delayed. The Spirit workers at the airline desk were too busy watching videos on their phone to change the signboard. Flight attendants, although friendly, were disheveled in appearance.

LGA
ORD
Mediocre 2.0

Na

They canxd flt

LGA
ORD
Mediocre 2.0

Not much

Delayed flight, hidden carry on baggage fees

Sat, 2 Dec
LGA
ORD
2h 24m
Tue, 5 Dec
ORD
LGA
2h 07m
Trip: 4 days
Overall 4.7 OK
Based on 432 reviews
Overall
5.6
Boarding
6.0
Comfort
5.2
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
ORD
OK 4.0

Boarding process was smooth. Plane was nicer than i thought it would be for the cost. Smooth journey despite major delays.

Our flight was delayed due to weather. We were notified on our cell phones that the Flight was delayed. The Spirit workers at the airline desk were too busy watching videos on their phone to change the signboard. Flight attendants, although friendly, were disheveled in appearance.

LGA
ORD
Mediocre 2.0

Na

They canxd flt

LGA
ORD
Good 6.5

Price Crew

Seats dont recline Not even a bottle of water provided

LGA
ORD
Good 6.0

The cleanliness of aircraft and on-time boarding and departure.

They charge for every in flight services. Even water is not free. The fee for checking one bag is too expensive and not fair. They beg for every penny from passengers.

LGA
ORD
Excellent 10.0

Despite the fact that I made a mistake buying my ticket, the crew went above and beyond to set things right and get me on my flight. Great work!

Show more results
*
Prices are per person, are for e–tickets and include all taxes & fees in GBP.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we don't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car hires can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find on occasion that certain prices are no longer available.

More questions or if you have a bad price to report to us
Please send us an email and someone from our team will get back to you promptly.

^
The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.