Find cheap flights from New York to Chicago

NYC - CHI

Find cheap flights from New York to Chicago

Return
Economy
New York (NYC)
Chicago All airports
Fri 3/4
Fri 10/4
Any month
Compare vs KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Book cheap flights from New York to Chicago (return)

Airports
Origin
New York
£62
only
£62
£78
only
£78
Newark
£86
only
£86
Destination
Chicago
£62
only
£62
Fri, 15 May
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
2h 46m
Sun, 17 May
ORD
Chicago O'Hare Airport
LGA
New York LaGuardia Airport
2h 12m
Trip: 3 days
8.1Excellent Show reviews
Overall 8.1 Excellent
Based on 36 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
DEN
SLC
Excellent 9.0

Pros: The crews were super accommodating and my seat was so comfortable I actually feel asleep which is something I have never done on a plane before.

Cons: Load the plane from back to front. It makes sense as people leave the plane from front to back

DEN
SLC
Excellent 10.0

Cons: Delta.... they’rrrrrr Grrrreaaate!

MSY
ATL
Excellent 10.0

Pros: Crew was fantastic. Seats are narrow in space, but more comfortable than other airlines.

Cons: Drink and snack service, but captain was concerned about "bumps"

PHL
DTW
Excellent 10.0

Cons: Great flight. No issues.

ATL
OKC
Excellent 10.0

Pros: We normally get nothing better than a 717 on ATL-OKC, but the 737-800 was an incredible aircraft that made everything better owning to COVID 19 factors.

Cons: DL needs to find a better way to manage food and drinks for FC during the COVID 19 era.

Fri, 1 May
JFK
New York John F Kennedy Airport
ORD
Chicago O'Hare Airport
2h 43m
Sun, 3 May
ORD
Chicago O'Hare Airport
JFK
New York John F Kennedy Airport
2h 23m
Trip: 3 days
8.1Excellent Show reviews
Overall 8.1 Excellent
Based on 32 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LAX
SLC
Excellent 8.6

Cons: Connection flight was only 30 min, plus the 1st flight was delayed... Causing I missed the 2 nd flight

ATL
OKC
Excellent 10.0

Pros: We normally get nothing better than a 717 on ATL-OKC, but the 737-800 was an incredible aircraft that made everything better owning to COVID 19 factors.

Cons: DL needs to find a better way to manage food and drinks for FC during the COVID 19 era.

JFK
ORD
Okay 4.6

Cons: Very uncomfortable, seats did not recline and seats way too close together.

DTW
CVG
Good 6.0

Pros: Crew is amazing!

Cons: The Plane!

EVV
DTW
Excellent 10.0

Pros: Amazing crew

Tue, 9 Jun
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
2h 52m
Fri, 12 Jun
ORD
Chicago O'Hare Airport
LGA
New York LaGuardia Airport
2h 32m
Trip: 4 days
8.1Excellent Show reviews
Overall 8.1 Excellent
Based on 36 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LGA
ORD
Mediocre 3.0

Pros: Nothing.

Cons: Flight was delayed 2 hours. Even though I had carry on, they checked it and this made me waste my time at baggage claim rather than gate checking. Flight attendants were miserable. Power supply didn’t work at seats.

FAT
SLC
Excellent 9.3

Pros: Everyone was perfect..!!

Cons: Is a international flight and you guys don't have a real meal. We appreciate the snacks but a real meal is necessary

MSP
CZM
Excellent 9.0

Pros: Check in at the airport- Delta is so friendly and helpful!! Flight crew was wonderful

Cons: Seats are snug

PHL
DTW
Excellent 10.0

Cons: Great flight. No issues.

LAX
MCI
Excellent 10.0

Pros: Helpful and attentive crew

Fri, 1 May
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
3h 39m
Sun, 3 May
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
4h 29m
Trip: 3 days
8.1Excellent Show reviews
Overall 8.1 Excellent
Based on 28,297 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LAX
DEN
Mediocre 3.0

Cons: For options none. No drink carts at all. Had coffee once after I asked. Poor quality entertainment. Just a huge waste of money.

ATL
SEA
Excellent 10.0

Pros: I had a great seat and the crew was very helpful and nice! It went very smoothly, especially considering the circumstances, and we even got there early!

Cons: I accidentally put this in the wrong survey (the PNS-ATL) one but there was a lot of changing of gates and running around before the flight. I understand how hectic this whole situation is though so I don’t blame you all at all and everyone I talked to was very helpful. The app helped a lot too with figuring out where I needed to go

BWI
MSP
Excellent 10.0

Pros: Crew was friendly and engaging

Cons: I wiped down my seat area to clean it. It would be nice to know what Delta is doing as well.

ATL
YYZ
Excellent 8.3

Pros: new plane good flight

Cons: seat space

PNS
ATL
Excellent 10.0

Pros: The crew was very nice and helpful, I had a nice spot on the plane, and it went very smoothly, especially considering the circumstances. I was supposed to be flying to Seattle later on, but I had to change my flight last minute because of the virus. The whole Delta team was very understanding and considerate and it made the process much less stressful.

Cons: My flight was cancelled and rescheduled for a later time the day before and there was a lot of changing of gates and running around, but I understand that everything has been hectic and I don’t blame that on you, I know you’re all doing your best.

Fri, 1 May
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
2h 50m
Sun, 3 May
ORD
Chicago O'Hare Airport
LGA
New York LaGuardia Airport
2h 10m
£103
Trip: 3 days
8.1Excellent Show reviews
Overall 8.1 Excellent
Based on 36 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
DEN
SLC
Excellent 9.0

Pros: The crews were super accommodating and my seat was so comfortable I actually feel asleep which is something I have never done on a plane before.

Cons: Load the plane from back to front. It makes sense as people leave the plane from front to back

CHS
ATL
Excellent 9.5

Pros: The aircraft was extremely clean. Crews were helpful and patient with passengers as they boarded and asked questions.

ORD
DTW
Excellent 9.3

Cons: We arrived around 39 minutes early and the whole process was very smooth

LGA
ORD
Good 7.2

Cons: Small plane, feels cramped

CUN
ATL
Mediocre 2.0

Pros: Delayed

Tue, 9 Jun
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 30m
Fri, 12 Jun
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
2h 15m
£199
Trip: 4 days
Based on 0 reviews
Tue, 9 Jun
JFK
New York John F Kennedy Airport
ORD
Chicago O'Hare Airport
2h 42m
Fri, 12 Jun
ORD
Chicago O'Hare Airport
JFK
New York John F Kennedy Airport
2h 33m
£251
Trip: 4 days
8.1Excellent Show reviews
Overall 8.1 Excellent
Based on 32 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
ATL
OKC
Excellent 10.0

Pros: We normally get nothing better than a 717 on ATL-OKC, but the 737-800 was an incredible aircraft that made everything better owning to COVID 19 factors.

Cons: DL needs to find a better way to manage food and drinks for FC during the COVID 19 era.

MCI
LAX
Excellent 10.0

Pros: Highly attentive crew, extremely helpful, made a bad day bearable

PBI
ATL
Excellent 8.3

Cons: TVs/outlets on my side and section of the plane were not working.

MCO
LGA
Excellent 9.6

Pros: Crew was amazing before and after the flight! Delta really showed if the world isn’t doing well, that their staff will keep those problems outside the plane and keep everyone calm and safe. Thank you Delta!

Cons: Absolutely nothing. I’m going to join the miles points with Delta.

ATL
YYZ
Excellent 8.3

Pros: new plane good flight

Cons: seat space

Show more results

Good to know

Low season: April
High season: December
Average price: £100
Good deal: £74

Best time to beat the crowds

2%

expected price decrease

Most popular time to fly

8%

expected price increase

(avg. price over the last 2 weeks)

or less (return)

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

  • Looking for a cheap flight? 25% of our users found flights on this route for £74 or less.
  • The cheapest flight from New York to Chicago was found, on average, 81 days before departure.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • Morning departure is around 35% cheaper than an evening flight, on average*.
    *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?
The average direct flight takes 2h 30m, covering a distance of 711 miles.
How many flights are there between New York and Chicago?
There are 2,892 (direct) flights between New York and Chicago per week, averaging 413 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 Delta (£62)
Which airlines fly most frequently between New York and Chicago?
Air New Zealand (75 times daily), United Airlines (69 times daily), Air Canada (35 times daily) are the most frequent flyers on this route.
Which airports will I be using when flying from New York to Chicago?
When flying out of New York you will be using one of these airports: New York LaGuardia, Newark or New York John F Kennedy Intl. You will be landing at one of these airports: Chicago O'Hare Intl.
How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travellers know whether to wait or book now.
*
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 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.
-
1
  • Return
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First