Cheap Flights from Cleveland, OH to Chicago, IL from $65

Return flight: Chicago – Cleveland

On Cheapflightsplus.com you will find 18 direct and 383 connecting flights from Cleveland to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $65, book and save on cheap plane tickets and last minute offers. Also check out CLE-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Flight Information

Below we will explain in detail what the flights cost on the destination from Cleveland to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Cleveland and Chicago is 484 miles. Time difference between the cities is 1h. Airplanes depart 05:30 to 22:00 from 3 Cleveland airports and arrive 05:30 to 22:00 to 7 Chicago airports. Average flight time is 1h 34m.

  • The fastest flight 1h 27m
  • Average flight time 1h 34m
  • The earliest flight 05:30
  • The latest flight 22:00
  • Distance 301 ml

The cheapest months to travel to Chicago are august (from 65 $), june (from 79 $), may (from 86 $).

The most expensive months are november (from 357 $), december (from 281 $), october (from 90 $).

What is the lowest airfare Cleveland to Chicago?

The cheapest plane ticket found by our users is $65. This airfare is for economy class on one-way UA1124 flight by United Airlines for September 27, 2025 which leaves Cleveland Hopkins in Cleveland at 14:20 am and arrives at Chicago O'Hare International at 14:54.

Economy class
$65
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Business class
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First class
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Flight Schedule Cleveland (Ohio) to Chicago (Illinois)

06:00 — 06:30
1h 30m flight time
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from$65
Cleveland — Chicago
UA729 United Airlines
06:00 — 06:27
1h 27m flight time
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from$103
Cleveland — Chicago
UA2369 United Airlines
07:00 — 07:33
1h 33m flight time
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from$104
Cleveland — Chicago
UA398 United Airlines
08:40 — 09:14
1h 34m flight time
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from$65
Cleveland — Chicago
UA567 United Airlines
08:50 — 09:23
1h 33m flight time
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from$103
Cleveland — Chicago
UA2465 United Airlines
10:55 — 11:29
1h 34m flight time
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from$65
Cleveland — Chicago
UA539 United Airlines
11:05 — 11:38
1h 33m flight time
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from$104
Cleveland — Chicago
UA794 United Airlines
11:09 — 11:42
1h 33m flight time
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from$103
Cleveland — Chicago
UA609 United Airlines
14:20 — 14:54
1h 34m flight time
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from$65
Cleveland — Chicago
UA1124 United Airlines
14:29 — 23:47
10h 18m flight time
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from$79
14:23 — 15:47 Cleveland — Phoenix
F91471 Frontier Airlines
2h 27m stop
18:15 — 23:41 Phoenix — Chicago
F91828 Frontier Airlines
16:20 — 16:54
1h 34m flight time
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from$103
Cleveland — Chicago
UA1742 United Airlines
18:19 — 18:53
1h 34m flight time
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from$65
Cleveland — Chicago
UA1673 United Airlines
19:30 — 20:12
1h 42m flight time
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from$104
Cleveland — Chicago
UA5584 United Airlines
19:32 — 20:11
1h 39m flight time
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from$103
Cleveland — Chicago
UA3495 United Airlines
19:37 — 20:11
1h 34m flight time
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from$103
Cleveland — Chicago
UA2443 United Airlines
Full flight schedule will help you in detecting at what time planes fly from Cleveland to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
*Departure and arrival times - local. Updated on October 7, 2025.

Popular Airlines on the Route

The flight Cleveland — Chicago is served by 5 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 14 departures per week at the price of from $ 255 . And the most expensive tickets are offered by United Airlines airline - from $ 640.

Direct flights

There are 18 nonstop flights on the route. The fastest direct flight is UA2369 by United Airlines takes 1h 27m and the cheapest is UA1124 by United Airlines for $65.

  • UA - United Airlines
    from $65
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Connecting Flights

There are 383 flights with layovers on the route. The fastest connecting flight is UA1623 by United Airlines takes 4h 15m and the cheapest is UA1124 by United Airlines for $79.

  • AS - Alaska Airlines
    from $255
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  • F9 - Frontier Airlines
    from $79
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  • HA - Hawaiian Airlines
    from $248
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  • UA - United Airlines
    from $238
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  • NK - Spirit Airlines
    from $95
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Airports

You can fly from Cleveland to Chicago from 3 airports (Cleveland Hopkins, Burke Lakefront Airport, Cuyahoga County).

Cleveland airports

  • Cleveland Hopkins-CLE
    from $65
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  • Burke Lakefront Airport-BKL
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  • Cuyahoga County-CGF
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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