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Cheap flights New York to Chicago

1 passenger, economy

Nonstop flights from New York to Chicago: American Airlines, United Airlines, Southwest Airlines. Nonstop flights per week: 152. Flight time: 2 hours 47 minutes. Distance: 1163 km. Tickets from C$120 (departure 16 November).

Prices updated on 25 October at 11:06

See also: Chicago — New YorkFlights from New YorkFlights to Chicago

Cheap flights New York to Chicago

Compare prices, duration and stops

Jetblue Airways
B6 1118
20:26
John F. Kennedy International Airport (JFK)
Mon, 26 Oct
7h 3min
1 stop
02:29
O'Hare International Airport (ORD)
Tue, 27 Oct +1
C$168
Frontier Airlines
F9 3453
17:30
LaGuardia Airport (LGA)
Mon, 26 Oct
7h 13min
1 stop
23:43
Chicago Midway International Airport (MDW)
Mon, 26 Oct
C$206
American Airlines
AA 1689
04:16
LaGuardia Airport (LGA)
Tue, 27 Oct
2h 44min
Direct
06:00
O'Hare International Airport (ORD)
Tue, 27 Oct
C$216
United Airlines
UA 2333
05:11
Newark Liberty International Airport (EWR)
Tue, 27 Oct
2h 50min
Direct
07:01
O'Hare International Airport (ORD)
Tue, 27 Oct
C$185
Frontier Airlines
F9 4601
12:55
Newark Liberty International Airport (EWR)
Tue, 27 Oct
6h 3min
1 stop
17:58
Chicago Midway International Airport (MDW)
Tue, 27 Oct
C$132
Frontier Airlines
F9 3287 🔥 Hot deal
06:30
LaGuardia Airport (LGA)
Tue, 27 Oct
7h 21min
1 stop
12:51
O'Hare International Airport (ORD)
Tue, 27 Oct
C$202
Frontier Airlines
F9 4601
18:35
Newark Liberty International Airport (EWR)
Tue, 27 Oct
6h 52min
1 stop
00:27
Chicago Midway International Airport (MDW)
Wed, 28 Oct +1
C$179
Frontier Airlines
F9 3453
17:30
LaGuardia Airport (LGA)
Tue, 27 Oct
7h 17min
1 stop
23:47
Chicago Midway International Airport (MDW)
Tue, 27 Oct
C$216
Frontier Airlines
F9 3287
06:30
LaGuardia Airport (LGA)
Wed, 28 Oct
7h 21min
1 stop
12:51
O'Hare International Airport (ORD)
Wed, 28 Oct
C$210
Frontier Airlines
F9 4601
11:35
Newark Liberty International Airport (EWR)
Wed, 28 Oct
7h 41min
1 stop
18:16
O'Hare International Airport (ORD)
Wed, 28 Oct
C$208
Jetblue Airways
B6 1118 🔥 Hot deal
13:26
John F. Kennedy International Airport (JFK)
Wed, 28 Oct
7h 3min
1 stop
19:29
O'Hare International Airport (ORD)
Wed, 28 Oct
C$144
Frontier Airlines
F9 3453
17:30
LaGuardia Airport (LGA)
Wed, 28 Oct
7h 17min
1 stop
23:47
Chicago Midway International Airport (MDW)
Wed, 28 Oct
C$192
Frontier Airlines
F9 1659
06:00
Newark Liberty International Airport (EWR)
Thu, 29 Oct
27h 46min
1 stop
08:46
O'Hare International Airport (ORD)
Fri, 30 Oct +1
C$214
Southwest Airlines
WN 4430
14:15
LaGuardia Airport (LGA)
Thu, 29 Oct
2h 20min
Direct
15:35
Chicago Midway International Airport (MDW)
Thu, 29 Oct
C$161
Southwest Airlines
WN 2542
10:55
LaGuardia Airport (LGA)
Thu, 29 Oct
2h 20min
Direct
12:15
Chicago Midway International Airport (MDW)
Thu, 29 Oct
C$153
Frontier Airlines
F9 4601
11:35
Newark Liberty International Airport (EWR)
Thu, 29 Oct
8h 10min
1 stop
18:45
O'Hare International Airport (ORD)
Thu, 29 Oct
C$210
Frontier Airlines
F9 1157
22:14
Newark Liberty International Airport (EWR)
Thu, 29 Oct
12h 3min
1 stop
09:17
O'Hare International Airport (ORD)
Fri, 30 Oct +1
C$224
Frontier Airlines
F9 3453
17:30
LaGuardia Airport (LGA)
Fri, 30 Oct
7h 17min
1 stop
23:47
Chicago Midway International Airport (MDW)
Fri, 30 Oct
C$245
Frontier Airlines
F9 3423
20:30
LaGuardia Airport (LGA)
Fri, 30 Oct
14h 5min
1 stop
09:35
O'Hare International Airport (ORD)
Sat, 31 Oct +1
C$214
Southwest Airlines
WN 494
03:55
LaGuardia Airport (LGA)
Sat, 31 Oct
2h 25min
Direct
05:20
Chicago Midway International Airport (MDW)
Sat, 31 Oct
C$179
Frontier Airlines
F9 3287
06:30
LaGuardia Airport (LGA)
Sat, 31 Oct
7h 21min
1 stop
12:51
O'Hare International Airport (ORD)
Sat, 31 Oct
C$203
Frontier Airlines
F9 4601
11:35
Newark Liberty International Airport (EWR)
Sat, 31 Oct
7h 12min
1 stop
17:47
Chicago Midway International Airport (MDW)
Sat, 31 Oct
C$214
Frontier Airlines
F9 1157
22:14
Newark Liberty International Airport (EWR)
Sat, 31 Oct
12h 46min
1 stop
09:00
O'Hare International Airport (ORD)
Sun, 1 Nov +1
C$214
Southwest Airlines
WN 982
06:45
LaGuardia Airport (LGA)
Sun, 1 Nov
2h 25min
Direct
08:10
Chicago Midway International Airport (MDW)
Sun, 1 Nov
C$265
American Airlines
AA 3002
15:12
LaGuardia Airport (LGA)
Sun, 1 Nov
2h 47min
Direct
16:59
O'Hare International Airport (ORD)
Sun, 1 Nov
C$201
Southwest Airlines
WN 1138
16:30
LaGuardia Airport (LGA)
Sun, 1 Nov
2h 35min
Direct
18:05
Chicago Midway International Airport (MDW)
Sun, 1 Nov
C$227
Frontier Airlines
F9 4601
19:35
Newark Liberty International Airport (EWR)
Sun, 1 Nov
7h 12min
1 stop
01:47
Chicago Midway International Airport (MDW)
Mon, 2 Nov +1
C$194
Frontier Airlines
F9 1157
06:14
Newark Liberty International Airport (EWR)
Mon, 2 Nov
12h 3min
1 stop
17:17
O'Hare International Airport (ORD)
Mon, 2 Nov
C$207
American Airlines
AA 1413
14:00
LaGuardia Airport (LGA)
Mon, 2 Nov
2h 52min
Direct
15:52
O'Hare International Airport (ORD)
Mon, 2 Nov
C$217
Frontier Airlines
F9 3287
14:30
LaGuardia Airport (LGA)
Mon, 2 Nov
12h 17min
1 stop
01:47
Chicago Midway International Airport (MDW)
Tue, 3 Nov +1
C$200
American Airlines
AA 504
19:28
LaGuardia Airport (LGA)
Mon, 2 Nov
2h 51min
Direct
21:19
O'Hare International Airport (ORD)
Mon, 2 Nov
C$238
American Airlines
AA 1510
05:20
LaGuardia Airport (LGA)
Tue, 3 Nov
2h 49min
Direct
07:09
O'Hare International Airport (ORD)
Tue, 3 Nov
C$161
Frontier Airlines
F9 3287
14:30
LaGuardia Airport (LGA)
Tue, 3 Nov
7h 21min
1 stop
20:51
O'Hare International Airport (ORD)
Tue, 3 Nov
C$180
Southwest Airlines
WN 834
18:00
LaGuardia Airport (LGA)
Tue, 3 Nov
2h 40min
Direct
19:40
Chicago Midway International Airport (MDW)
Tue, 3 Nov
C$140
Frontier Airlines
F9 4601
19:35
Newark Liberty International Airport (EWR)
Tue, 3 Nov
7h 41min
1 stop
02:16
O'Hare International Airport (ORD)
Wed, 4 Nov +1
C$177
Southwest Airlines
WN 766
23:15
LaGuardia Airport (LGA)
Tue, 3 Nov
2h 45min
Direct
01:00
Chicago Midway International Airport (MDW)
Wed, 4 Nov +1
C$139
Frontier Airlines
F9 3453
17:30
LaGuardia Airport (LGA)
Tue, 3 Nov
7h 17min
1 stop
23:47
Chicago Midway International Airport (MDW)
Tue, 3 Nov
C$209
Frontier Airlines
F9 3287
14:30
LaGuardia Airport (LGA)
Wed, 4 Nov
7h 21min
1 stop
20:51
O'Hare International Airport (ORD)
Wed, 4 Nov
C$182
Southwest Airlines
WN 834
18:00
LaGuardia Airport (LGA)
Wed, 4 Nov
2h 40min
Direct
19:40
Chicago Midway International Airport (MDW)
Wed, 4 Nov
C$139
Frontier Airlines
F9 4601
11:35
Newark Liberty International Airport (EWR)
Wed, 4 Nov
7h 55min
1 stop
18:30
O'Hare International Airport (ORD)
Wed, 4 Nov
C$191
Jetblue Airways
B6 1118
13:20
John F. Kennedy International Airport (JFK)
Wed, 4 Nov
6h 52min
1 stop
19:12
O'Hare International Airport (ORD)
Wed, 4 Nov
C$167
Frontier Airlines
F9 3453
17:30
LaGuardia Airport (LGA)
Wed, 4 Nov
7h 17min
1 stop
23:47
Chicago Midway International Airport (MDW)
Wed, 4 Nov
C$173
United Airlines
UA 2389
06:05
LaGuardia Airport (LGA)
Thu, 5 Nov
2h 46min
Direct
07:51
O'Hare International Airport (ORD)
Thu, 5 Nov
C$146
Southwest Airlines
WN 982
06:45
LaGuardia Airport (LGA)
Thu, 5 Nov
2h 25min
Direct
08:10
Chicago Midway International Airport (MDW)
Thu, 5 Nov
C$150
Frontier Airlines
F9 1157
06:14
Newark Liberty International Airport (EWR)
Fri, 6 Nov
12h 3min
1 stop
17:17
O'Hare International Airport (ORD)
Fri, 6 Nov
C$203
Frontier Airlines
F9 1157
23:00
Newark Liberty International Airport (EWR)
Thu, 5 Nov
11h 14min
1 stop
09:14
O'Hare International Airport (ORD)
Fri, 6 Nov +1
C$215
American Airlines
AA 2819
15:29
John F. Kennedy International Airport (JFK)
Fri, 6 Nov
3h 1min
Direct
17:30
O'Hare International Airport (ORD)
Fri, 6 Nov
C$185
Frontier Airlines
F9 4347
17:29
LaGuardia Airport (LGA)
Fri, 6 Nov
9h 18min
1 stop
01:47
Chicago Midway International Airport (MDW)
Sat, 7 Nov +1
C$200
Frontier Airlines
F9 4601
11:35
Newark Liberty International Airport (EWR)
Fri, 6 Nov
8h 19min
1 stop
18:54
O'Hare International Airport (ORD)
Fri, 6 Nov
C$201
Southwest Airlines
WN 2576
20:00
LaGuardia Airport (LGA)
Fri, 6 Nov
2h 50min
Direct
21:50
Chicago Midway International Airport (MDW)
Fri, 6 Nov
C$201

Direct flight schedule New York — Chicago

Direct flights: 38 · Airlines: 3 · First departure: 02:59 · Last departure: 23:58

Departure → arrivalFlightAirport DaysDurationPrice
02:59→04:44 United Airlines UA 2753 Newark LibertyEWR MonTueWedThuFriSatSun 2h 45min
04:30→06:15 United Airlines UA 546 Newark LibertyEWR MonTueWedThuFriSatSun 2h 45min
04:55→06:35 Southwest Airlines WN 2327 LaGuardiaLGA MonTueWedThuFriSatSun 2h 40min
05:22→07:12 American Airlines AA 2586 LaGuardiaLGA MonTueWedThuFriSatSun 2h 50min
05:26→07:25 American Airlines AA 1667 Newark LibertyEWR MonTueWedThuFriSatSun 2h 59min
05:52→07:39 United Airlines UA 1981 Newark LibertyEWR MonTueWedThuFriSatSun 2h 47min
06:00→07:31 United Airlines UA 530 Newark LibertyEWR MonTueWedThuFriSatSun 2h 31min
06:30→08:13 American Airlines AA 462 LaGuardiaLGA MonTueWedThuFriSatSun 2h 43min
Local time: departure at the departure airport, arrival at the arrival airport. Days and prices are based on tickets found for the coming months.

Low price calendar

From
To
Lowest price of the month Fri, 30 Oct · One way from C$184

Prices as of 25 October, 11:07 Moscow time

Cheap flights New York to Chicago

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
C$123
Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
C$142
American Airlines
American Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
C$144
United Airlines
United Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
C$145
Jetblue Airways
Jetblue Airways
Mon, Tue, Wed, Fri, Sun
Price from
C$149

Which airlines offer the cheapest flights from New York to Chicago?

Based on collected data, the cheapest flights are offered by Jetblue Airways with an average ticket price of C$172.

  • Jetblue Airways Average price: C$172 · Flights: 5 · Direct: 0
  • Southwest Airlines Average price: C$184 · Flights: 22 · Direct: 20
  • Frontier Airlines Average price: C$185 · Flights: 9 · Direct: 0
  • United Airlines Average price: C$190 · Flights: 28 · Direct: 27
  • American Airlines Average price: C$199 · Flights: 39 · Direct: 37

Which airlines fly most often from New York to Chicago?

The most flight options on this route are offered by American Airlines — options found: 39.

  • American Airlines Flights: 39 · Direct: 37
  • United Airlines Flights: 28 · Direct: 27
  • Southwest Airlines Flights: 22 · Direct: 20
  • Frontier Airlines Flights: 9 · Direct: 0
  • Jetblue Airways Flights: 5 · Direct: 0

Round trip New York — Chicago

TripOutboundReturnOutbound + returnTotal
Weekend tripFri, 13 NovSun, 15 Nov C$147 + C$154
One weekThu, 10 DecThu, 17 Dec C$123 + C$149
Two weeksThu, 10 DecWed, 23 Dec C$123 + C$144

Two one-way tickets combined, price per adult. Tap a price to search these dates.

Prices as of 25 October, 11:07 Moscow time

How many days before departure is it cheapest to buy a New York — Chicago ticket?

The cheapest departure right now is Thu, 19 Nov — from C$127. Days before departure: 24. 4–7 days before departure tickets cost from C$184, 1–3 days before — from C$202.

Before departureDeparture dateDifference from lowestPrice
1–3 days Tue, 27 Oct 60% more
4–7 days Fri, 30 Oct 45% more
8–14 days Thu, 5 Nov 15% more
15–21 days Thu, 12 Nov 10% more
22–30 days Thu, 19 Nov cheapest

Lowest prices for departures in the next 30 days.

How many flights per day operate from New York to Chicago?

Most flights operate on Wed (37), the fewest on Sat (20).

  • Mon Flights: 29 · Direct: 20
  • Tue Flights: 29 · Direct: 21
  • Wed Flights: 37 · Direct: 29
  • Thu Flights: 34 · Direct: 28
  • Fri Flights: 33 · Direct: 25
  • Sat Flights: 20 · Direct: 14
  • Sun Flights: 21 · Direct: 17

Popular destinations from New York

All →
NYC
New York — Tampa
United States → United States
TPA
from
C$80
NYC
New York — Toronto
United States → Canada
YTO
from
C$84
NYC
New York — Dallas
United States → United States
DFW
from
C$86
NYC
New York — Orlando
United States → United States
ORL
from
C$89
NYC
New York — Raleigh
United States → United States
RDU
from
C$90
NYC
New York — Buffalo
United States → United States
BUF
from
C$90
NYC
New York — Rochester
United States → United States
ROC
from
C$90

Popular destinations to Chicago

All →
PHL
Philadelphia — Chicago
United States → United States
CHI
from
C$27
BNA
Nashville — Chicago
United States → United States
CHI
from
C$45
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
C$46
DEN
Denver — Chicago
United States → United States
CHI
from
C$53
ATL
Atlanta — Chicago
United States → United States
CHI
from
C$63
DFW
Dallas — Chicago
United States → United States
CHI
from
C$75
TPA
Tampa — Chicago
United States → United States
CHI
from
C$76
LAS
Las Vegas — Chicago
United States → United States
CHI
from
C$89
LAX
Los Angeles — Chicago
United States → United States
CHI
from
C$120

Flights from New York to cities near Chicago

Flights to Chicago are currently cheaper than to nearby cities: from C$120.

City Distance Direct Flights Airlines Price from
ChicagoCHI — 831025
MilwaukeeMKE 121 km 1104 direct from C$355
MadisonMSN 198 km 173 direct from C$407
IndianapolisIND 265 km 073
AppletonATW 274 km 054

Distance is a straight line between the cities. Prices are the lowest one-way fares.

Cheap flights New York to Chicago

Price from
C$123
Average price
C$189
Flight time
2 hours 47 minutes
Distance
1 163 km
Рейсов в неделю
152
Airlines
5
Most frequent flight
F9 4601

Prices as of 25 October, 11:06 Moscow time

Airports on the New York — Chicago route

From → to Flights Direct Airlines Price from
LaGuardia AirportLGA Chicago Midway International AirportMDW Cheapest
26202
Newark Liberty International AirportEWR O'Hare International AirportORD
32283
Newark Liberty International AirportEWR Chicago Midway International AirportMDW
301
John F. Kennedy International AirportJFK O'Hare International AirportORD
1372
LaGuardia AirportLGA O'Hare International AirportORD
34283

Departure airports · New York

Arrival airports · Chicago

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

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3 GB

data

30

days

C$13

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2 GB

data

15

days

C$18

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5 GB

data

30

days

C$20

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3 GB

data

30

days

C$22

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data

30

days

C$32

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Frequently Asked Questions

Yes. Nonstop flights from New York to Chicago are operated by: American Airlines, United Airlines, Southwest Airlines. A nonstop flight takes 2 hours 47 minutes on average. Nonstop tickets start at C$120.
The average ticket price New York Chicago is C$189. The cheapest ticket costs C$120, operated by Southwest Airlines, flight WN 120, departing New York on 16 November at 16:30, arriving Chicago on 16 November at 18:05. Prices as of 25 October.
A nonstop flight takes 2 hours 47 minutes on average. The fastest is WN 2542 Southwest Airlines: 2 hours 20 minutes. With a connection: from 4 hours 39 minutes, usually about 8 hours.
Flights from New York to Chicago depart from these airports: LaGuardia Airport (LGA), Newark Liberty International Airport (EWR), John F. Kennedy International Airport (JFK). Most flights depart from LaGuardia Airport. Arrival: O'Hare International Airport (ORD), Chicago Midway International Airport (MDW).
Based on prices for the coming months, the cheapest month to fly is December: tickets from C$123. The most expensive month is October, with tickets from C$184.
Tickets from New York to Chicago are sold by: American Airlines, United Airlines, Southwest Airlines, Frontier Airlines, Jetblue Airways. Nonstop: American Airlines, United Airlines, Southwest Airlines.
The distance from New York to Chicago is 1163 km.
Tickets from Chicago to New York start at C$124. The average price is C$195. Nonstop flights are operated by: American Airlines, United Airlines, Southwest Airlines, Jetblue Airways, Frontier Airlines. All tickets Chicago — New York