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Cheap flights Cleveland (Hopkins) to Chicago

1 passenger, economy

Cheap flights Cleveland to Chicago

Compare prices, duration and stops

Frontier Airlines
F9 4639
17:24
Cleveland, Hopkins (CLE)
Fri, 18 sep
11h 59min
1 stop
05:23
Chicago, О'Хара (ORD)
Sat, 19 sep +1
$145
Frontier Airlines
F9 1056
23:59
Cleveland, Hopkins (CLE)
Sat, 19 sep
15h 21min
1 stop
15:20
Chicago, О'Хара (ORD)
Sun, 20 sep +1
$133
Southwest Airlines
WN 1401
21:25
Cleveland, Hopkins (CLE)
Mon, 21 sep
1h 15min
Direct
22:40
Chicago, Чикаго-Мидвей (MDW)
Mon, 21 sep
$60
American Airlines
AA 3841
09:30
Cleveland, Hopkins (CLE)
Tue, 22 sep
1h 29min
Direct
10:59
Chicago, О'Хара (ORD)
Tue, 22 sep
$149
Frontier Airlines
F9 3916
23:59
Cleveland, Hopkins (CLE)
Tue, 22 sep
28h
1 stop
03:59
Chicago, О'Хара (ORD)
Thu, 24 sep +1
$123
Southwest Airlines
WN 1654
16:50
Cleveland, Hopkins (CLE)
Wed, 23 sep
1h 15min
Direct
18:05
Chicago, Чикаго-Мидвей (MDW)
Wed, 23 sep
$60
Southwest Airlines
WN 175
23:15
Cleveland, Hopkins (CLE)
Wed, 23 sep
1h 15min
Direct
00:30
Chicago, Чикаго-Мидвей (MDW)
Thu, 24 sep +1
$60
Southwest Airlines
WN 2097
17:50
Cleveland, Hopkins (CLE)
Thu, 24 sep
1h 15min
Direct
19:05
Chicago, Чикаго-Мидвей (MDW)
Thu, 24 sep
$63
Southwest Airlines
WN 1401 🔥 Hot deal
21:25
Cleveland, Hopkins (CLE)
Thu, 24 sep
1h 15min
Direct
22:40
Chicago, Чикаго-Мидвей (MDW)
Thu, 24 sep
$60
Frontier Airlines
F9 4895
16:23
Cleveland, Hopkins (CLE)
Fri, 25 sep
8h 12min
1 stop
00:35
Chicago, О'Хара (ORD)
Sat, 26 sep +1
$147
Frontier Airlines
F9 2409
19:45
Cleveland, Hopkins (CLE)
Fri, 25 sep
27h 38min
1 stop
23:23
Chicago, О'Хара (ORD)
Sat, 26 sep +1
$78
Frontier Airlines
F9 2467
11:00
Cleveland, Hopkins (CLE)
Sat, 26 sep
5h 51min
1 stop
16:51
Chicago, О'Хара (ORD)
Sat, 26 sep
$128
Frontier Airlines
F9 4895
16:23
Cleveland, Hopkins (CLE)
Sat, 26 sep
8h 18min
1 stop
00:41
Chicago, О'Хара (ORD)
Sun, 27 sep +1
$62
Southwest Airlines
WN 4949
20:35
Cleveland, Hopkins (CLE)
Sat, 26 sep
1h 20min
Direct
21:55
Chicago, Чикаго-Мидвей (MDW)
Sat, 26 sep
$63
Frontier Airlines
F9 2668
10:00
Cleveland, Hopkins (CLE)
Tue, 29 sep
17h 59min
1 stop
03:59
Chicago, О'Хара (ORD)
Wed, 30 sep +1
$134
Southwest Airlines
WN 175
23:15
Cleveland, Hopkins (CLE)
Tue, 29 sep
1h 15min
Direct
00:30
Chicago, Чикаго-Мидвей (MDW)
Wed, 30 sep +1
$61
American Airlines
AA 4360
09:12
Cleveland, Hopkins (CLE)
Sat, 10 oct
1h 37min
Direct
10:49
Chicago, О'Хара (ORD)
Sat, 10 oct
$62
Frontier Airlines
F9 2409
19:46
Cleveland, Hopkins (CLE)
Sat, 10 oct
8h 57min
1 stop
04:43
Chicago, Чикаго-Мидвей (MDW)
Sun, 11 oct +1
$93
Frontier Airlines
F9 2467
11:00
Cleveland, Hopkins (CLE)
Thu, 15 oct
12h 31min
1 stop
23:31
Chicago, О'Хара (ORD)
Thu, 15 oct
$86
Southwest Airlines
WN 1207
12:20
Cleveland, Hopkins (CLE)
Thu, 15 oct
1h 20min
Direct
13:40
Chicago, Чикаго-Мидвей (MDW)
Thu, 15 oct
$116
Frontier Airlines
F9 2409
19:46
Cleveland, Hopkins (CLE)
Fri, 16 oct
20h 46min
1 stop
16:32
Chicago, О'Хара (ORD)
Sat, 17 oct +1
$100
American Airlines
AA 3429
16:51
Cleveland, Hopkins (CLE)
Sat, 17 oct
1h 44min
Direct
18:35
Chicago, О'Хара (ORD)
Sat, 17 oct
$89
Frontier Airlines
F9 2409
19:46
Cleveland, Hopkins (CLE)
Sat, 17 oct
8h 57min
1 stop
04:43
Chicago, Чикаго-Мидвей (MDW)
Sun, 18 oct +1
$97
United Airlines
UA 2315
20:23
Cleveland, Hopkins (CLE)
Sat, 17 oct
1h 39min
Direct
22:02
Chicago, О'Хара (ORD)
Sat, 17 oct
$56
Southwest Airlines
WN 850 Best price
21:25
Cleveland, Hopkins (CLE)
Sat, 17 oct
1h 20min
Direct
22:45
Chicago, Чикаго-Мидвей (MDW)
Sat, 17 oct
$49
Frontier Airlines
F9 2668
10:00
Cleveland, Hopkins (CLE)
Sun, 18 oct
26h 31min
1 stop
12:31
Chicago, О'Хара (ORD)
Mon, 19 oct +1
$139
Frontier Airlines
F9 2280
01:59
Cleveland, Hopkins (CLE)
Mon, 19 oct
10h 32min
1 stop
12:31
Chicago, О'Хара (ORD)
Mon, 19 oct
$138
Frontier Airlines
F9 2409
19:46
Cleveland, Hopkins (CLE)
Mon, 19 oct
43h 28min
2 stops
15:14
Chicago, Рокфорд (RFD)
Wed, 21 oct +1
$124
Southwest Airlines
WN 2068
00:20
Cleveland, Hopkins (CLE)
Tue, 20 oct
1h 15min
Direct
01:35
Chicago, Чикаго-Мидвей (MDW)
Tue, 20 oct
$52
American Airlines
AA 4784
00:43
Cleveland, Hopkins (CLE)
Tue, 20 oct
1h 46min
Direct
02:29
Chicago, О'Хара (ORD)
Tue, 20 oct
$89
Frontier Airlines
F9 2280
01:59
Cleveland, Hopkins (CLE)
Tue, 20 oct
10h 52min
1 stop
12:51
Chicago, О'Хара (ORD)
Tue, 20 oct
$108
Southwest Airlines
WN 1209
18:20
Cleveland, Hopkins (CLE)
Tue, 20 oct
1h 15min
Direct
19:35
Chicago, Чикаго-Мидвей (MDW)
Tue, 20 oct
$57
Frontier Airlines
F9 2409
19:46
Cleveland, Hopkins (CLE)
Tue, 20 oct
19h 28min
2 stops
15:14
Chicago, Рокфорд (RFD)
Wed, 21 oct +1
$103
Frontier Airlines
F9 4639
20:50
Cleveland, Hopkins (CLE)
Tue, 20 oct
8h 34min
1 stop
05:24
Chicago, О'Хара (ORD)
Wed, 21 oct +1
$117
Frontier Airlines
F9 2409
19:46
Cleveland, Hopkins (CLE)
Wed, 21 oct
8h 57min
1 stop
04:43
Chicago, Чикаго-Мидвей (MDW)
Thu, 22 oct +1
$120
Frontier Airlines
F9 2467
11:00
Cleveland, Hopkins (CLE)
Thu, 22 oct
12h 31min
1 stop
23:31
Chicago, О'Хара (ORD)
Thu, 22 oct
$126
Southwest Airlines
WN 2068
00:20
Cleveland, Hopkins (CLE)
Sat, 24 oct
1h 15min
Direct
01:35
Chicago, Чикаго-Мидвей (MDW)
Sat, 24 oct
$78
American Airlines
AA 5010
15:17
Cleveland, Hopkins (CLE)
Thu, 12 nov
1h 52min
Direct
17:09
Chicago, О'Хара (ORD)
Thu, 12 nov
$58
American Airlines
AA 5005
21:59
Cleveland, Hopkins (CLE)
Fri, 13 nov
2h
Direct
23:59
Chicago, О'Хара (ORD)
Fri, 13 nov
$75
American Airlines
AA 5010
15:17
Cleveland, Hopkins (CLE)
Wed, 16 dec
1h 52min
Direct
17:09
Chicago, О'Хара (ORD)
Wed, 16 dec
$121
American Airlines
AA 5570
17:06
Cleveland, Hopkins (CLE)
Thu, 17 dec
1h 54min
Direct
19:00
Chicago, О'Хара (ORD)
Thu, 17 dec
$121
American Airlines
AA 3566
22:49
Cleveland, Hopkins (CLE)
Fri, 18 dec
1h 47min
Direct
00:36
Chicago, О'Хара (ORD)
Sat, 19 dec +1
$156

Low price calendar

September 2026
Price chart (September 2026)
min: $60 · max: $147
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$145
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$133
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Good deal
$60
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$123
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$60
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$63
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$147
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$128
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Cheap flights Cleveland to Chicago

Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Sat
Price from
$49
United Airlines
United Airlines
Sat
Price from
$56
American Airlines
American Airlines
Tue, Wed, Thu, Fri, Sat
Price from
$89
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
$93

Popular destinations from Cleveland

All →
CLE
Cleveland — Orlando
United States → United States
ORL
from
$31
CLE
Cleveland — Orlando
United States → United States
MCO
from
$36
CLE
Cleveland — Tampa
United States → United States
TPA
from
$36
CLE
Cleveland — Fort Lauderdale
United States → United States
FLL
from
$36
CLE
Cleveland — Houston
United States → United States
HOU
from
$54
CLE
Cleveland — Las Vegas
United States → United States
LAS
from
$54
CLE
Cleveland — Atlanta
United States → United States
ATL
from
$54
CLE
Cleveland — Miami
United States → United States
MIA
from
$59
CLE
Cleveland — Cincinnati
United States → United States
CVG
from
$61

Popular destinations to Chicago

All →
HOU
Houston — Chicago
United States → United States
CHI
from
$21
NYC
New York — Chicago
United States → United States
CHI
from
$22
PHX
Phoenix — Chicago
United States → United States
CHI
from
$24
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
$25
ATL
Atlanta — Chicago
United States → United States
CHI
from
$27
BNA
Nashville — Chicago
United States → United States
CHI
from
$27
LAX
Los Angeles — Chicago
United States → United States
CHI
from
$30
ORL
Orlando — Chicago
United States → United States
CHI
from
$31
MIA
Miami — Chicago
United States → United States
CHI
from
$32

Cheap flights Cleveland to Chicago

Interesting facts about the route

Flight time

1h 53min

Distance

507 km

Average price

$91

Most frequent flight

F9 2409

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

$9

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2 GB

data

15

days

$13

Buy

change

5 GB

data

30

days

$14

Buy

change

3 GB

data

30

days

$16

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change

5 GB

data

30

days

$23

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Frequently Asked Questions

The average ticket price Cleveland Chicago is $91. The cheapest ticket costs $133, 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.