Cheap flights Cleveland (Hopkins) to Chicago

From

To

Depart

Return

Passengers

1 passenger, economy

Cheap flights Cleveland to Chicago

Compare prices, duration and stops

Filters

Stops

Direct only 1 stop

Price

36 £ 116 £ 116 £

Airlines

American Airlines Frontier Airlines Southwest Airlines United Airlines

F9 4639

17:24

Cleveland, Hopkins (CLE)

Fri, 18 sep

11h 59min

1 stop

05:23

Chicago, O'Hare International Airport (ORD)

Sat, 19 sep +1

108 £

F9 1056

23:59

Cleveland, Hopkins (CLE)

Sat, 19 sep

15h 21min

1 stop

15:20

Chicago, O'Hare International Airport (ORD)

Sun, 20 sep +1

99 £

WN 1401

21:25

Cleveland, Hopkins (CLE)

Mon, 21 sep

1h 15min

Direct

22:40

Chicago, Chicago Midway International Airport (MDW)

Mon, 21 sep

44 £

AA 3841

09:30

Cleveland, Hopkins (CLE)

Tue, 22 sep

1h 29min

Direct

10:59

Chicago, O'Hare International Airport (ORD)

Tue, 22 sep

111 £

F9 3916

23:59

Cleveland, Hopkins (CLE)

Tue, 22 sep

28h

1 stop

03:59

Chicago, O'Hare International Airport (ORD)

Thu, 24 sep +1

91 £

WN 1654

16:50

Cleveland, Hopkins (CLE)

Wed, 23 sep

1h 15min

Direct

18:05

Chicago, Chicago Midway International Airport (MDW)

Wed, 23 sep

45 £

WN 175

23:15

Cleveland, Hopkins (CLE)

Wed, 23 sep

1h 15min

Direct

00:30

Chicago, Chicago Midway International Airport (MDW)

Thu, 24 sep +1

44 £

WN 2097

17:50

Cleveland, Hopkins (CLE)

Thu, 24 sep

1h 15min

Direct

19:05

Chicago, Chicago Midway International Airport (MDW)

Thu, 24 sep

47 £

WN 1401 🔥 Hot deal

21:25

Cleveland, Hopkins (CLE)

Thu, 24 sep

1h 15min

Direct

22:40

Chicago, Chicago Midway International Airport (MDW)

Thu, 24 sep

44 £

F9 4895

16:23

Cleveland, Hopkins (CLE)

Fri, 25 sep

8h 12min

1 stop

00:35

Chicago, O'Hare International Airport (ORD)

Sat, 26 sep +1

109 £

F9 2409

19:45

Cleveland, Hopkins (CLE)

Fri, 25 sep

27h 38min

1 stop

23:23

Chicago, O'Hare International Airport (ORD)

Sat, 26 sep +1

58 £

F9 2467

11:00

Cleveland, Hopkins (CLE)

Sat, 26 sep

5h 51min

1 stop

16:51

Chicago, O'Hare International Airport (ORD)

Sat, 26 sep

95 £

F9 4895

16:23

Cleveland, Hopkins (CLE)

Sat, 26 sep

8h 18min

1 stop

00:41

Chicago, O'Hare International Airport (ORD)

Sun, 27 sep +1

46 £

WN 4949

20:35

Cleveland, Hopkins (CLE)

Sat, 26 sep

1h 20min

Direct

21:55

Chicago, Chicago Midway International Airport (MDW)

Sat, 26 sep

47 £

F9 2668

10:00

Cleveland, Hopkins (CLE)

Tue, 29 sep

17h 59min

1 stop

03:59

Chicago, O'Hare International Airport (ORD)

Wed, 30 sep +1

99 £

WN 175

23:15

Cleveland, Hopkins (CLE)

Tue, 29 sep

1h 15min

Direct

00:30

Chicago, Chicago Midway International Airport (MDW)

Wed, 30 sep +1

45 £

AA 4360

09:12

Cleveland, Hopkins (CLE)

Sat, 10 oct

1h 37min

Direct

10:49

Chicago, O'Hare International Airport (ORD)

Sat, 10 oct

46 £

F9 2409

19:46

Cleveland, Hopkins (CLE)

Sat, 10 oct

8h 57min

1 stop

04:43

Chicago, Chicago Midway International Airport (MDW)

Sun, 11 oct +1

69 £

F9 2467

11:00

Cleveland, Hopkins (CLE)

Thu, 15 oct

12h 31min

1 stop

23:31

Chicago, O'Hare International Airport (ORD)

Thu, 15 oct

64 £

WN 1207

12:20

Cleveland, Hopkins (CLE)

Thu, 15 oct

1h 20min

Direct

13:40

Chicago, Chicago Midway International Airport (MDW)

Thu, 15 oct

86 £

F9 2409

19:46

Cleveland, Hopkins (CLE)

Fri, 16 oct

20h 46min

1 stop

16:32

Chicago, O'Hare International Airport (ORD)

Sat, 17 oct +1

93 £

AA 3429

16:51

Cleveland, Hopkins (CLE)

Sat, 17 oct

1h 44min

Direct

18:35

Chicago, O'Hare International Airport (ORD)

Sat, 17 oct

66 £

F9 2409

19:46

Cleveland, Hopkins (CLE)

Sat, 17 oct

8h 57min

1 stop

04:43

Chicago, Chicago Midway International Airport (MDW)

Sun, 18 oct +1

71 £

UA 2315

20:23

Cleveland, Hopkins (CLE)

Sat, 17 oct

1h 39min

Direct

22:02

Chicago, O'Hare International Airport (ORD)

Sat, 17 oct

42 £

WN 850 Best price

21:25

Cleveland, Hopkins (CLE)

Sat, 17 oct

1h 20min

Direct

22:45

Chicago, Chicago Midway International Airport (MDW)

Sat, 17 oct

36 £

F9 2280

01:59

Cleveland, Hopkins (CLE)

Mon, 19 oct

10h 32min

1 stop

12:31

Chicago, O'Hare International Airport (ORD)

Mon, 19 oct

103 £

F9 2409

19:46

Cleveland, Hopkins (CLE)

Mon, 19 oct

43h 28min

2 stops

15:14

Chicago, Chicago Rockford International Airport (RFD)

Wed, 21 oct +1

93 £

WN 2068

00:20

Cleveland, Hopkins (CLE)

Tue, 20 oct

1h 15min

Direct

01:35

Chicago, Chicago Midway International Airport (MDW)

Tue, 20 oct

38 £

AA 4784

00:43

Cleveland, Hopkins (CLE)

Tue, 20 oct

1h 46min

Direct

02:29

Chicago, O'Hare International Airport (ORD)

Tue, 20 oct

66 £

F9 2280

01:59

Cleveland, Hopkins (CLE)

Tue, 20 oct

10h 52min

1 stop

12:51

Chicago, O'Hare International Airport (ORD)

Tue, 20 oct

80 £

WN 1209

18:20

Cleveland, Hopkins (CLE)

Tue, 20 oct

1h 15min

Direct

19:35

Chicago, Chicago Midway International Airport (MDW)

Tue, 20 oct

42 £

F9 2409

19:46

Cleveland, Hopkins (CLE)

Tue, 20 oct

19h 28min

2 stops

15:14

Chicago, Chicago Rockford International Airport (RFD)

Wed, 21 oct +1

77 £

F9 4639

20:50

Cleveland, Hopkins (CLE)

Tue, 20 oct

8h 34min

1 stop

05:24

Chicago, O'Hare International Airport (ORD)

Wed, 21 oct +1

87 £

F9 2409

19:46

Cleveland, Hopkins (CLE)

Wed, 21 oct

8h 57min

1 stop

04:43

Chicago, Chicago Midway International Airport (MDW)

Thu, 22 oct +1

90 £

F9 2467

11:00

Cleveland, Hopkins (CLE)

Thu, 22 oct

12h 31min

1 stop

23:31

Chicago, O'Hare International Airport (ORD)

Thu, 22 oct

94 £

WN 2068

00:20

Cleveland, Hopkins (CLE)

Sat, 24 oct

1h 15min

Direct

01:35

Chicago, Chicago Midway International Airport (MDW)

Sat, 24 oct

58 £

AA 5010

15:17

Cleveland, Hopkins (CLE)

Thu, 12 nov

1h 52min

Direct

17:09

Chicago, O'Hare International Airport (ORD)

Thu, 12 nov

43 £

AA 5005

21:59

Cleveland, Hopkins (CLE)

Fri, 13 nov

2h

Direct

23:59

Chicago, O'Hare International Airport (ORD)

Fri, 13 nov

56 £

AA 5010

15:17

Cleveland, Hopkins (CLE)

Wed, 16 dec

1h 52min

Direct

17:09

Chicago, O'Hare International Airport (ORD)

Wed, 16 dec

90 £

AA 5570

17:06

Cleveland, Hopkins (CLE)

Thu, 17 dec

1h 54min

Direct

19:00

Chicago, O'Hare International Airport (ORD)

Thu, 17 dec

90 £

AA 3566

22:49

Cleveland, Hopkins (CLE)

Fri, 18 dec

1h 47min

Direct

00:36

Chicago, O'Hare International Airport (ORD)

Sat, 19 dec +1

116 £

Low price calendar

September 2026

Price chart (September 2026)

min: 44 £ · max: 109 £

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44 £

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99 £

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44 £

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Cheap flights Cleveland to Chicago

Southwest Airlines

Mon, Tue, Wed, Thu, Sat

Price from

£36

United Airlines

Thu, Sat

Price from

£42

American Airlines

Tue, Wed, Thu, Fri, Sat

Price from

£66

Frontier Airlines

Mon, Tue, Wed, Thu, Fri, Sat

Price from

£69

Popular destinations from Cleveland

All →

CLE

Cleveland — Orlando

United States → United States

ORL

from

£23

CLE

Cleveland — Orlando

United States → United States

MCO

from

£27

CLE

Cleveland — Tampa

United States → United States

TPA

from

£27

CLE

Cleveland — Fort Lauderdale

United States → United States

FLL

from

£27

CLE

Cleveland — Houston

United States → United States

HOU

from

£40

CLE

Cleveland — Las Vegas

United States → United States

LAS

from

£40

CLE

Cleveland — Atlanta

United States → United States

ATL

from

£40

CLE

Cleveland — Miami

United States → United States

MIA

from

£44

CLE

Cleveland — Cincinnati

United States → United States

CVG

from

£46

Popular destinations to Chicago

All →

HOU

Houston — Chicago

United States → United States

CHI

from

£16

NYC

New York — Chicago

United States → United States

CHI

from

£17

PHX

Phoenix — Chicago

United States → United States

CHI

from

£18

FLL

Fort Lauderdale — Chicago

United States → United States

CHI

from

£19

ATL

Atlanta — Chicago

United States → United States

CHI

from

£20

BNA

Nashville — Chicago

United States → United States

CHI

from

£20

LAX

Los Angeles — Chicago

United States → United States

CHI

from

£23

ORL

Orlando — Chicago

United States → United States

CHI

from

£23

MIA

Miami — Chicago

United States → United States

CHI

from

£24

Cheap flights Cleveland to Chicago

Interesting facts about the route

Flight time

1h 52min

Distance

507 km

Average price

£69

Most frequent flight

F9 2409

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

change

3 GB

data

30

days

£7

change

2 GB

data

15

days

£9

change

5 GB

data

30

days

£10

change

3 GB

data

30

days

£12

change

5 GB

data

30

days

£17

Frequently Asked Questions

The average ticket price Cleveland Chicago is £69. The cheapest ticket costs £99, operated by Frontier Airlines, flight 1056, departing Cleveland on 19 September at 23:59, arriving Chicago on 20 September at 15:20.

The average flight time is 15 hours 21 minutes. The fastest flight takes 11 hours 59 minutes, flight 4639 operated by Frontier Airlines, departing Cleveland on 18 September at 17:24, arriving Chicago on 19 September at 05:23.

Flights on the Cleveland - Chicago route are operated by the following airlines: American Airlines, Frontier Airlines, United Airlines, Southwest Airlines.

The distance from Cleveland to Chicago is 507 km.