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Flight Deals from New York City to Chicago from $49
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... and +100s more
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Stops
- Nonstopfrom $104
- Up to 1 stop$173
Airlines
- American Airlines$232
- Delta Air Lines$156
- Frontier Airlines$225
- JetBlue$162
- Spirit Airlines$104
- United Airlines$208
Cabin Class
- Economy$104
Departure Airports
- New York John F Kennedy Airport$156
- New York LaGuardia Airport$171
- Newark Liberty Airport$104
Arrival Airports
- Chicago Midway Airport$173
- Chicago O Hare Airport$104
Layover Airports
- Cincinnati Northern Kentucky International Airport$287
- Detroit Metropolitan Airport$173
- Hartsfield Jackson Atlanta International Airport$173
- Pittsburgh International Airport$323
- Reagan Washington National Airport$267
- Washington Dulles Airport$238
2:32 pm – 3:55 pm
nonstop
10:15 am – 1:27 pm
nonstop
$104
2:32 pm – 3:55 pm
nonstop
10:15 am – 1:27 pm
nonstop
$104
3:40 pm – 5:37 pm
nonstop
7:30 am – 10:56 am
nonstop
$156
7:40 pm – 9:33 pm
nonstop
7:00 am – 10:23 am
nonstop
$162
8:10 am – 10:09 am
nonstop
1:30 pm – 4:59 pm
nonstop
$171
7:59 pm – 9:46 pm
nonstop
6:10 pm – 9:46 pm
nonstop
$171
5:30 pm – 7:25 pm
nonstop
12:15 pm – 3:31 pm
nonstop
$171
10:50 am – 12:44 pm
nonstop
11:19 am – 5:56 pm
1 stop
ATL$173
9:40 am – 12:35 pm
1 stop
DTW6:00 am – 9:23 am
nonstop
$173
9:40 am – 12:35 pm
1 stop
DTW10:35 am – 1:56 pm
nonstop
$177
5:30 pm – 7:25 pm
nonstop
7:00 am – 12:09 pm
1 stop
DTW$177
1:00 pm – 4:37 pm
1 stop
DTW5:55 pm – 11:59 pm
1 stop
ATL$198
10:15 am – 12:11 pm
nonstop
12:00 pm – 3:18 pm
nonstop
$208
9:10 pm – 10:37 pm
nonstop
2:00 pm – 5:09 pm
nonstop
$208
2:20 pm – 4:16 pm
nonstop
11:00 am – 2:18 pm
nonstop
$208
4:00 pm – 5:51 pm
nonstop
5:55 pm – 11:58 pm
1 stop
ATL$225
1:00 pm – 10:23 pm
1 stop
ATL6:40 am – 10:04 am
nonstop
$225
3:50 pm – 5:42 pm
nonstop
6:15 am – 9:23 am
nonstop
$232
2:30 pm – 4:00 pm
nonstop
2:54 pm – 5:57 pm
nonstop
$232
2:59 pm – 6:39 pm
1 stop
IAD6:00 am – 9:07 am
nonstop
$238
3:20 pm – 5:08 pm
nonstop
8:45 am – 2:18 pm
1 stop
IAD$242
3:00 pm – 4:34 pm
nonstop
8:45 am – 2:18 pm
1 stop
IAD$242
7:02 am – 8:56 am
nonstop
9:40 am – 12:48 pm
nonstop
$252
11:00 am – 12:57 pm
nonstop
6:40 am – 10:04 am
nonstop
$267
12:52 pm – 4:47 pm
1 stop
DCA7:22 am – 10:31 am
nonstop
$267
1:00 pm – 10:23 pm
1 stop
ATL6:00 am – 3:34 pm
1 stop
ATL$273
9:00 am – 10:46 am
nonstop
9:40 am – 5:40 pm
1 stop
CVG$287
2:32 pm – 3:55 pm
nonstop
10:15 am – 1:27 pm
nonstop
$289
11:40 am – 3:14 pm
1 stop
DCA2:54 pm – 5:57 pm
nonstop
$291
12:52 pm – 4:47 pm
1 stop
DCA1:10 pm – 7:06 pm
1 stop
PIT$323
Top Deals on flights from New York City to Chicago
New York City, US (NYC) - Chicago, US (CHI)
Feb 24
EWR
1h 23m
Direct
Feb 24
ORD
as low as
$49
New York City, US (NYC) - Chicago, US (CHI)
Feb 7
LGA
1h 28m
Direct
Feb 7
ORD
as low as
$60
New York City, US (NYC) - Chicago, US (CHI)
Nov 19
JFK
1h 45m
Direct
Nov 19
ORD
as low as
$63
New York City, US (NYC) - Chicago, US (CHI)
Jan 24
JFK
2h 15m
Direct
Jan 24
ORD
as low as
$69
New York City, US (NYC) - Chicago, US (CHI)
Jan 6
JFK
1h 47m
Direct
Jan 6
ORD
as low as
$69
New York City, US (NYC) - Chicago, US (CHI)
Jan 6
EWR
1h 31m
Direct
Jan 7
MDW
as low as
$72
New York City, US (NYC) - Chicago, US (CHI)
Nov 8
EWR
5h 30m
ATL
Nov 8
ORD
as low as
$76
New York City, US (NYC) - Chicago, US (CHI)
Nov 13
LGA
5h 58m
RDU
Nov 13
ORD
as low as
$76
New York City, US (NYC) - Chicago, US (CHI)
Feb 19
JFK
1h 59m
Direct
Feb 19
ORD
as low as
$78
New York City, US (NYC) - Chicago, US (CHI)
Nov 18
EWR
7h 9m
MCO
Nov 18
ORD
as low as
$80
New York City, US (NYC) - Chicago, US (CHI)
Jan 13
EWR
6h 12m
FLL
Jan 13
ORD
as low as
$80
New York City, US (NYC) - Chicago, US (CHI)
Jan 31
LGA
6h 35m
MIA
Jan 31
ORD
as low as
$83
Frequently Asked Questions
Are there convenient layover flights from New York City to Chicago?
Yes, there are convenient layover flights from New York City to Chicago. Airlines offering one stop flights include Delta Air Lines at $173, United Airlines at $238, and American Airlines at $323. Additionally, there are two stop flights by United Airlines at $538.
What are the most convenient layover airports for my flight?
For flights from New York City to Chicago, convenient layover airports include Washington Dulles, Detroit Metropolitan, Cleveland Hopkins International, Chicago Midway, and LaGuardia.
What is the cheapest and fastest flight from New York City to Chicago?
The cheapest flight is with Delta Air Lines at $151, taking 1 hour 49 minutes. The fastest is with United Airlines at $203, taking 1 hour 25 minutes.
What are all possible destination arrival airports?
The possible destination arrival airports are Chicago O'Hare Airport and Chicago Midway Airport.
What is the time difference between destination and arrival?
The time difference between New York City and Chicago is one hour, with Chicago being one hour behind New York City.
Is there a direct flight from origin to destination?
Yes, there are non-stop flights from New York City to Chicago. The options include Delta Air Lines for $151, United Airlines for $203, JetBlue for $197, and American Airlines for $232.
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