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Stops

Nonstop
from $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 O Hare Airport
$104

Layover Airports

Cincinnati Northern Kentucky International Airport
$287
Detroit Metropolitan Airport
$177
Hartsfield Jackson Atlanta International Airport
$173
Indianapolis International Airport
$400
John Glenn Columbus International Airport
$377
Pittsburgh International Airport
$323
Reagan Washington National Airport
$267
Washington Dulles Airport
$238

2:32 pm – 3:55 pm

New York City(EWR)–Chicago(ORD)

EWR - ORD · 1h 23m

25 Feb

1h 23m

25 Feb

nonstop

10:15 am – 1:27 pm

Chicago(ORD)–New York City(EWR)

ORD - EWR · 3h 12m

27 Feb

3h 12m

27 Feb

nonstop

^$104

2:32 pm – 3:55 pm

New York City(EWR)–Chicago(ORD)

EWR - ORD · 1h 23m

18 Feb

1h 23m

18 Feb

nonstop

10:15 am – 1:27 pm

Chicago(ORD)–New York City(EWR)

ORD - EWR · 3h 12m

22 Feb

3h 12m

22 Feb

nonstop

^$104

3:40 pm – 5:37 pm

New York City(JFK)–Chicago(ORD)

JFK - ORD · 1h 57m

24 Jan

1h 57m

24 Jan

nonstop

7:30 am – 10:56 am

Chicago(ORD)–New York City(JFK)

ORD - JFK · 3h 26m

14 Feb

3h 26m

14 Feb

nonstop

^$156

7:40 pm – 9:33 pm

New York City(JFK)–Chicago(ORD)

JFK - ORD · 1h 53m

25 Feb

1h 53m

25 Feb

nonstop

7:00 am – 10:23 am

Chicago(ORD)–New York City(JFK)

ORD - JFK · 3h 23m

27 Feb

3h 23m

27 Feb

nonstop

^$162

8:30 am – 10:22 am

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 52m

12 Feb

1h 52m

12 Feb

nonstop

5:00 pm – 8:23 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 23m

17 Feb

3h 23m

17 Feb

nonstop

^$171

7:59 pm – 9:46 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 47m

11 Feb

1h 47m

11 Feb

nonstop

6:10 pm – 9:46 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 36m

16 Feb

3h 36m

16 Feb

nonstop

^$171

10:50 am – 12:44 pm

New York City(JFK)–Chicago(ORD)

JFK - ORD · 1h 54m

24 Jan

1h 54m

24 Jan

nonstop

11:19 am – 5:56 pm

Chicago(ORD)–New York City(JFK)

ORD - JFK · 6h 37m

14 Feb

6h 37m

14 Feb

1 stop

ATL

^$173

5:30 pm – 7:25 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 55m

9 Feb

1h 55m

9 Feb

nonstop

7:00 am – 12:09 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 5h 9m

15 Feb

5h 9m

15 Feb

1 stop

DTW

^$177

1:00 pm – 4:37 pm

New York City(EWR)–Chicago(ORD)

EWR - ORD · 3h 37m

24 Jan

3h 37m

24 Jan

1 stop

DTW

5:55 pm – 11:59 pm

Chicago(ORD)–New York City(EWR)

ORD - EWR · 6h 4m

14 Feb

6h 4m

14 Feb

1 stop

ATL

^$198

6:00 am – 9:35 am

New York City(EWR)–Chicago(ORD)

EWR - ORD · 3h 35m

15 Feb

3h 35m

15 Feb

1 stop

DTW

1:00 pm – 7:27 pm

Chicago(ORD)–New York City(EWR)

ORD - EWR · 6h 27m

20 Feb

6h 27m

20 Feb

1 stop

DTW

^$202

10:15 am – 12:11 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 56m

24 Jan

1h 56m

24 Jan

nonstop

12:00 pm – 3:18 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 18m

14 Feb

3h 18m

14 Feb

nonstop

^$208

9:00 am – 10:29 am

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 29m

12 Feb

1h 29m

12 Feb

nonstop

6:00 am – 9:12 am

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 12m

17 Feb

3h 12m

17 Feb

nonstop

^$208

2:20 pm – 4:16 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 56m

7 Feb

1h 56m

7 Feb

nonstop

11:00 am – 2:18 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 18m

14 Feb

3h 18m

14 Feb

nonstop

^$208

1:00 pm – 10:23 pm

New York City(JFK)–Chicago(ORD)

JFK - ORD · 9h 23m

25 Feb

9h 23m

25 Feb

1 stop

ATL

6:40 am – 10:04 am

Chicago(ORD)–New York City(JFK)

ORD - JFK · 3h 24m

27 Feb

3h 24m

27 Feb

nonstop

^$225

2:30 pm – 4:00 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 30m

25 Feb

1h 30m

25 Feb

nonstop

2:54 pm – 5:57 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 3m

27 Feb

3h 3m

27 Feb

nonstop

^$232

3:50 pm – 5:42 pm

New York City(JFK)–Chicago(ORD)

JFK - ORD · 1h 52m

26 Feb

1h 52m

26 Feb

nonstop

6:15 am – 9:23 am

Chicago(ORD)–New York City(JFK)

ORD - JFK · 3h 8m

1 Mar

3h 8m

1 Mar

nonstop

^$232

2:59 pm – 6:39 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 3h 40m

17 Feb

3h 40m

17 Feb

1 stop

IAD

6:00 am – 9:07 am

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 7m

21 Feb

3h 7m

21 Feb

nonstop

^$238

3:20 pm – 5:08 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 48m

9 Feb

1h 48m

9 Feb

nonstop

8:45 am – 2:18 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 5h 33m

15 Feb

5h 33m

15 Feb

1 stop

IAD

^$242

2:20 pm – 4:16 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 1h 56m

7 Feb

1h 56m

7 Feb

nonstop

8:45 am – 2:18 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 5h 33m

14 Feb

5h 33m

14 Feb

1 stop

IAD

^$242

7:02 am – 8:56 am

New York City(EWR)–Chicago(ORD)

EWR - ORD · 1h 54m

25 Dec

1h 54m

25 Dec

nonstop

9:40 am – 12:48 pm

Chicago(ORD)–New York City(EWR)

ORD - EWR · 3h 8m

3 Mar

3h 8m

3 Mar

nonstop

^$252

12:52 pm – 4:47 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 3h 55m

25 Dec

3h 55m

25 Dec

1 stop

DCA

7:22 am – 10:31 am

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 9m

3 Mar

3h 9m

3 Mar

nonstop

^$267

11:00 am – 12:57 pm

New York City(JFK)–Chicago(ORD)

JFK - ORD · 1h 57m

13 Feb

1h 57m

13 Feb

nonstop

6:40 am – 10:04 am

Chicago(ORD)–New York City(JFK)

ORD - JFK · 3h 24m

16 Feb

3h 24m

16 Feb

nonstop

^$267

1:00 pm – 10:23 pm

New York City(JFK)–Chicago(ORD)

JFK - ORD · 9h 23m

25 Feb

9h 23m

25 Feb

1 stop

ATL

6:00 am – 3:34 pm

Chicago(ORD)–New York City(JFK)

ORD - JFK · 9h 34m

27 Feb

9h 34m

27 Feb

1 stop

ATL

^$273

9:00 am – 10:46 am

New York City(JFK)–Chicago(ORD)

JFK - ORD · 1h 46m

19 Feb

1h 46m

19 Feb

nonstop

9:40 am – 5:40 pm

Chicago(ORD)–New York City(JFK)

ORD - JFK · 8h

22 Feb

1 stop

CVG

^$287

2:32 pm – 3:55 pm

New York City(EWR)–Chicago(ORD)

EWR - ORD · 1h 23m

13 Feb

1h 23m

13 Feb

nonstop

10:15 am – 1:27 pm

Chicago(ORD)–New York City(EWR)

ORD - EWR · 3h 12m

16 Feb

3h 12m

16 Feb

nonstop

^$289

11:40 am – 3:14 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 3h 34m

25 Feb

3h 34m

25 Feb

1 stop

DCA

2:54 pm – 5:57 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 3m

27 Feb

3h 3m

27 Feb

nonstop

^$291

12:52 pm – 4:47 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 3h 55m

25 Dec

3h 55m

25 Dec

1 stop

DCA

1:10 pm – 7:06 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 5h 56m

3 Mar

5h 56m

3 Mar

1 stop

PIT

^$323

7:59 am – 11:10 am

New York City(LGA)–Chicago(ORD)

LGA - ORD · 3h 11m

18 Feb

3h 11m

18 Feb

1 stop

CMH

4:25 pm – 7:40 pm

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 15m

22 Feb

3h 15m

22 Feb

nonstop

^$377

6:55 pm – 7:51 am

New York City(EWR)–Chicago(ORD)

EWR - ORD · 12h 56m

7 Feb

12h 56m

7 Feb

1 stop

PIT

6:16 pm – 11:44 pm

Chicago(ORD)–New York City(EWR)

ORD - EWR · 5h 28m

14 Feb

5h 28m

14 Feb

1 stop

IAD

^$390

11:45 am – 4:10 pm

New York City(LGA)–Chicago(ORD)

LGA - ORD · 4h 25m

9 Mar

4h 25m

9 Mar

1 stop

IND

8:00 am – 11:10 am

Chicago(ORD)–New York City(LGA)

ORD - LGA · 3h 10m

14 Mar

3h 10m

14 Mar

nonstop

^$400

Top Deals on flights from New York City to Chicago O Hare Airport

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines

Feb 24

2:32pm

EWR

1h 23m

Direct

Feb 24

3:55pm

ORD

as low as

^$49

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines

Dec 17

5:45am

LGA

1h 28m

Direct

Dec 17

7:13am

ORD

as low as

^$60

New York City, US (NYC) - Chicago, US (CHI)

Frontier Airlines

Nov 8

11:00am

JFK

1h 45m

Direct

Nov 8

12:45pm

ORD

as low as

^$63

New York City, US (NYC) - Chicago, US (CHI)

American Airlines

Jan 6

9:00am

JFK

1h 47m

Direct

Jan 6

10:47am

ORD

as low as

^$69

New York City, US (NYC) - Chicago, US (CHI)

JetBlue

Jan 8

5:30pm

JFK

2h 15m

Direct

Jan 8

7:45pm

ORD

as low as

^$69

New York City, US (NYC) - Chicago, US (CHI)

Frontier Airlines

Nov 10

11:30am

EWR

5h 26m

ATL

Nov 10

4:56pm

ORD

as low as

^$76

New York City, US (NYC) - Chicago, US (CHI)

Delta Air Lines

Feb 19

2:30pm

LGA

1h 47m

Direct

Feb 19

4:17pm

ORD

as low as

^$78

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines

Dec 9

5:30pm

EWR

6h 12m

FLL

Dec 9

11:42pm

ORD

as low as

^$80

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines

Jan 24

5:55am

LGA

6h 35m

MIA

Jan 24

12:30pm

ORD

as low as

^$83

New York City, US (NYC) - Chicago, US (CHI)

Spirit Airlines

Nov 8

10:45am

LGA

6h 19m

MCO

Nov 8

5:04pm

ORD

as low as

^$83

New York City, US (NYC) - Chicago, US (CHI)

Delta Air Lines

Nov 8

5:15pm

EWR

3h 8m

DTW

Nov 8

8:23pm

ORD

as low as

^$98

New York City, US (NYC) - Chicago, US (CHI)

JetBlue

Nov 11

6:30am

JFK

4h 5m

BOS

Nov 11

10:35am

ORD

as low as

^$102

Flights to Chicago

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➔ Flights From New York Laguardia Airport To Chicago O Hare Airport

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Flight Deals from New York City to Chicago O Hare Airport from $49

Stops

Airlines

Cabin Class

Departure Airports

Arrival Airports

Layover Airports

Top Deals on flights from New York City to Chicago O Hare Airport

Flights to Chicago