Cheap flights New York — Chicago

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Find tickets to Chicago

The cheapest ticket

Delta
21:00 - 22:48
4 hr 48 min. on the way
03 Jul, 2026
Direct
New York (LGA) —
Chicago (ORD)
The cheapest ticket from New York to Chicago, found by users in the last 48 hr. Flight ticket prices are dynamic and may vary.
Hotels in Chicago up to 65% off
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Buy tickets from New York to Chicago

Tripmydream will help you find and buy plane tickets from New York to Chicago at the cheapest price. With our service you can easily compare offers from different airlines, find the most convenient and favourable flights, and find out from which online seller it will be cheapest to buy the chosen ticket.
For the june, our users found direct and connecting flights from popular airlines such as:

Round-trip airline tickets: New York - Chicago - New York

$176 - is the minimum round-trip ticket price, from New York to Chicago, found by our users recently.
$75 - lowest one-way ticket price.
You can find out exactly how much an air ticket for New York - Chicago costs by looking at the ticket price for specific dates and then going to the online seller's website. Prices in our airfare comparison platform are updated with a slight delay and may change in the meantime.

What is the best day to fly out?

According to the search statistics on tripmydream, the most affordable day of departure to Chicago — Monday.

Flight information

Direct flights

Direct flights from New York to Chicago operated by airlines American Airlines (Thursday, Friday), Delta (Thursday, Friday), Jet Blue (Thursday, Friday)
Jet Blue Jet Blue
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Delta Delta
Mon
Tue
Wed
Thu
Fri
Sat
Sun
American Airlines American Airlines
Mon
Tue
Wed
Thu
Fri
Sat
Sun

Airline Alliances

Flights from New York to Chicago are operated by airline alliances:

Change

Direct flights are the most convenient and fastest way to travel to anywhere. But if the cheapest ticket is important to you, we recommend you to look at flights from New York to Chicago with connections: in most cases, indirect flights take longer, but you can save a lot of money.
Direct
from 176 $

Aircraft types

Popular aircraft types on flights New York - Chicago:
Airbus A330
from 205 $
Boeing 737
from 205 $

Flight schedule New York - Chicago
Choose date

Check the departure date to see the current schedule of direct flights from New York to Chicago.
DEPARTURE
ARRIVAL
ON THE WAY
AIRLINE
FLIGHT
price
05:11
New York
Newark Liberty
06:59
Chicago
Chicago O'Hare
3hr 48min
logo American Airlines
AA3185
from 243$
06:00
New York
Newark Liberty
07:42
Chicago
Chicago O'Hare
3hr 42min
logo United Airlines
UA530
from 287$
06:25
New York
La Guardia
08:08
Chicago
Chicago O'Hare
3hr 43min
logo American Airlines
AA462
from 210$
06:10
New York
La Guardia
07:49
Chicago
Chicago O'Hare
3hr 39min
logo United Airlines
UA2389
from 162$
06:00
New York
La Guardia
07:41
Chicago
Chicago O'Hare
3hr 41min
logo Delta
DL2251
from 200$
06:59
New York
Newark Liberty
08:45
Chicago
Chicago O'Hare
3hr 46min
logo American Airlines
AA3267
from 243$
07:00
New York
La Guardia
08:29
Chicago
Chicago O'Hare
3hr 29min
logo United Airlines
UA211
from 204$
07:00
New York
John F Kennedy
08:45
Chicago
Chicago O'Hare
3hr 45min
logo Jet Blue
B6905
from 247$
07:59
New York
Newark Liberty
09:43
Chicago
Chicago O'Hare
3hr 44min
logo United Airlines
UA2488
from 287$
07:20
New York
La Guardia
09:03
Chicago
Chicago O'Hare
3hr 43min
logo Royal Jordanian
RJ7591
from 263$
07:20
New York
La Guardia
09:03
Chicago
Chicago O'Hare
3hr 43min
logo American Airlines
AA392
from 210$
07:15
New York
Newark Liberty
09:00
Chicago
Chicago O'Hare
3hr 45min
logo United Airlines
UA2800
from 287$
07:30
New York
La Guardia
09:14
Chicago
Chicago O'Hare
3hr 44min
logo Delta
DL2917
from 229$
07:30
New York
John F Kennedy
09:25
Chicago
Chicago O'Hare
3hr 55min
logo Delta
DL4725
from 249$
07:57
New York
John F Kennedy
10:05
Chicago
Chicago O'Hare
4hr 8min
logo American Airlines
AA4450
from 243$
07:00
New York
John F Kennedy
08:45
Chicago
Chicago O'Hare
3hr 45min
logo TAP Air
TP4347
from 259$
08:05
New York
La Guardia
09:44
Chicago
Chicago O'Hare
3hr 39min
logo United Airlines
UA623
from 204$
08:45
New York
La Guardia
10:31
Chicago
Chicago O'Hare
3hr 46min
logo Delta
DL2985
from 244$
08:47
New York
La Guardia
10:30
Chicago
Chicago O'Hare
3hr 43min
logo American Airlines
AA589
from 210$
08:00
New York
Newark Liberty
09:37
Chicago
Chicago O'Hare
3hr 37min
logo United Airlines
UA2100
from 250$
09:50
New York
La Guardia
11:35
Chicago
Chicago O'Hare
3hr 45min
logo American Airlines
AA3100
from 210$
09:20
New York
Newark Liberty
11:04
Chicago
Chicago O'Hare
3hr 44min
logo United Airlines
UA2290
from 287$
09:10
New York
La Guardia
10:56
Chicago
Chicago O'Hare
3hr 46min
logo United Airlines
UA1706
from 222$
10:24
New York
Newark Liberty
12:06
Chicago
Chicago O'Hare
3hr 42min
logo United Airlines
UA1525
from 287$
10:30
New York
John F Kennedy
12:20
Chicago
Chicago O'Hare
3hr 50min
logo Delta
DL5119
from 264$
10:42
New York
Newark Liberty
12:24
Chicago
Chicago O'Hare
3hr 42min
logo American Airlines
AA3170
from 243$
10:15
New York
La Guardia
11:57
Chicago
Chicago O'Hare
3hr 42min
logo United Airlines
UA1310
from 204$
10:10
New York
John F Kennedy
12:07
Chicago
Chicago O'Hare
3hr 57min
logo American Airlines
AA4454
from 243$
11:25
New York
Newark Liberty
13:08
Chicago
Chicago O'Hare
3hr 43min
logo United Airlines
UA1875
from 287$
11:30
New York
La Guardia
13:14
Chicago
Chicago O'Hare
3hr 44min
logo Delta
DL2240
from 229$
11:20
New York
La Guardia
12:57
Chicago
Chicago O'Hare
3hr 37min
logo United Airlines
UA2635
from 222$
12:12
New York
La Guardia
13:59
Chicago
Chicago O'Hare
3hr 47min
logo American Airlines
AA2079
from 250$
13:59
New York
John F Kennedy
15:55
Chicago
Chicago O'Hare
3hr 56min
logo American Airlines
AA3321
from 239$
13:25
New York
La Guardia
15:02
Chicago
Chicago O'Hare
3hr 37min
logo United Airlines
UA714
from 204$
13:10
New York
Newark Liberty
14:53
Chicago
Chicago O'Hare
3hr 43min
logo United Airlines
UA2053
from 287$
14:45
New York
Newark Liberty
16:28
Chicago
Chicago O'Hare
3hr 43min
logo United Airlines
UA2788
from 287$
14:11
New York
La Guardia
16:00
Chicago
Chicago O'Hare
3hr 49min
logo American Airlines
AA1705
from 250$
14:25
New York
La Guardia
16:11
Chicago
Chicago O'Hare
3hr 46min
logo United Airlines
UA2199
from 204$
14:29
New York
Newark Liberty
16:15
Chicago
Chicago O'Hare
3hr 46min
logo American Airlines
AA2250
from 350$
14:45
New York
La Guardia
16:45
Chicago
Chicago O'Hare
4hr 0min
logo Delta
DL2226
from 200$
14:29
New York
John F Kennedy
16:16
Chicago
Chicago O'Hare
3hr 47min
logo Jet Blue
B6405
from 257$
15:25
New York
La Guardia
17:20
Chicago
Chicago O'Hare
3hr 55min
logo United Airlines
UA1504
from 204$
15:00
New York
John F Kennedy
17:11
Chicago
Chicago O'Hare
4hr 11min
logo Delta
DL4783
from 264$
16:00
New York
La Guardia
18:00
Chicago
Chicago O'Hare
4hr 0min
logo Delta
DL1390
from 200$
16:45
New York
Newark Liberty
18:34
Chicago
Chicago O'Hare
3hr 49min
logo United Airlines
UA661
from 510$
16:25
New York
La Guardia
18:17
Chicago
Chicago O'Hare
3hr 52min
logo United Airlines
UA1156
from 222$
16:02
New York
La Guardia
17:56
Chicago
Chicago O'Hare
3hr 54min
logo American Airlines
AA396
from 277$
17:27
New York
La Guardia
19:20
Chicago
Chicago O'Hare
3hr 53min
logo American Airlines
AA1478
from 210$
17:25
New York
La Guardia
19:12
Chicago
Chicago O'Hare
3hr 47min
logo United Airlines
UA2299
from 312$
17:00
New York
La Guardia
19:10
Chicago
Chicago O'Hare
4hr 10min
logo Delta
DL2503
from 229$
17:27
New York
Newark Liberty
19:20
Chicago
Chicago O'Hare
3hr 53min
logo American Airlines
AA1936
from 338$
18:57
New York
La Guardia
20:42
Chicago
Chicago O'Hare
3hr 45min
logo American Airlines
AA1773
from 250$
18:25
New York
La Guardia
20:12
Chicago
Chicago O'Hare
3hr 47min
logo United Airlines
UA1098
from 242$
18:15
New York
Newark Liberty
20:10
Chicago
Chicago O'Hare
3hr 55min
logo United Airlines
UA254
from 445$
18:50
New York
La Guardia
20:45
Chicago
Chicago O'Hare
3hr 55min
logo Delta
DL2513
from 200$
19:25
New York
La Guardia
21:12
Chicago
Chicago O'Hare
3hr 47min
logo United Airlines
UA2446
from 305$
19:35
New York
John F Kennedy
21:48
Chicago
Chicago O'Hare
4hr 13min
logo Delta
DL5640
from 249$
19:30
New York
John F Kennedy
21:30
Chicago
Chicago O'Hare
4hr 0min
logo Jet Blue
B6805
from 247$
19:12
New York
Newark Liberty
21:00
Chicago
Chicago O'Hare
3hr 48min
logo United Airlines
UA1435
from 337$
20:29
New York
La Guardia
22:20
Chicago
Chicago O'Hare
3hr 51min
logo American Airlines
AA2057
from 350$
20:45
New York
La Guardia
22:34
Chicago
Chicago O'Hare
3hr 49min
logo Delta
DL2806
from 200$
20:25
New York
La Guardia
22:12
Chicago
Chicago O'Hare
3hr 47min
logo United Airlines
UA2768
from 222$
20:19
New York
Newark Liberty
22:06
Chicago
Chicago O'Hare
3hr 47min
logo United Airlines
UA546
from 287$
21:25
New York
La Guardia
22:58
Chicago
Chicago O'Hare
3hr 33min
logo United Airlines
UA1830
from 242$
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Chicago: prices, weather and transport

What else you should know before flying from New York to Chicago

Weather in Chicago

FAQs about traveling to Chicago

Useful information, statistics and facts about the flight from New York to Chicago

How much is the cheapest ticket from New York to Chicago?

Cheapest flight ticket from New York to Chicago, found by our users in the last 48 hours, costs 176 USD for a round trip.

When is the best time to purchase an airplane ticketNew York – Chicago?

The cheapest air tickets New York - Chicago are to be bought days before departure.

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