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Flights from Cleveland (CLE) to Chicago (CHI)

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Cleveland to Chicago Flights

UA

All Airports

14:16

CLE

17 Jan 2026
1h 39m

14:55

ORD

17 Jan 2026
$126.77*
Book Now
AA

All Airports

14:10

CLE

18 Jan 2026
1h 42m

14:52

ORD

18 Jan 2026
$126.77*
Book Now
F9

All Airports

07:10

CLE

18 Jan 2026
5h 58m

12:08

ORD

18 Jan 2026
$129.46*
Book Now
NK

All Airports

19:01

CLE

19 Jan 2026
17h 21m

11:22

ORD

20 Jan 2026
$152.99*
Book Now
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Cheap Flights from Cleveland to Chicago

Thinking about a quick trip to Chicago? The city has it all-skyscrapers, museums, and a scenic lakefront. If you want a change of scenery, it’s only a short flight from Cleveland.
Cheapfaremart lets you compare fares, pick a flight time that works for you, and book cheap flights from Cleveland to Chicago.

Best Time to Visit Chicago

  • High Season (May-September): Summer offers warm weather, so you can enjoy outdoor concerts. It’s also a good time to participate in boat tours and festivals by the lake.
  • Low Season (December-February): Winter is cold, but there are fewer crowds. Get amazing deals during this season.
  • Shoulder Season (March-April, October-November): In spring and fall, Chicago can offer chilly, cool breezes and colorful scenery with blooming flowers.

Airports and Airlines

Depart From:
  • Cleveland Hopkins International Airport (CLE)
Arrive at (either):
Airlines operating nonstop or connecting flights:
  • United Airlines
  • American Airlines
  • Southwest Airlines
  • Delta Air Lines

Travel Classes

  • Economy: The perks include one carry-on, one checked bag, standard seating, and light snacks. It’s always a good option for short trips.
  • Premium Economy: You’ll enjoy extra legroom, early boarding, priority check-in, less waiting, and a more comfortable flight.
  • Business Class: Business class includes lounge access and two checked bags. Experience luxury with premium meals and wider seats for extra comfort.

Flight Time from Cleveland to Chicago

A nonstop flight usually takes about 1 hour and 15 minutes and covers around 315 miles (507 km).
Connecting flights can take 3 to 5 hours, depending on your layover.

FAQs

1. What’s the cheapest month to fly from Cleveland to Chicago?
January and September usually have the lowest fares. Booking early on Cheapfaremart helps you get the best price.
2. Which airlines offer nonstop Cleveland to Chicago flights? 
United, American, and sometimes Southwest offer nonstop flights from CLE to ORD and MDW.
3. How much baggage can I bring on an economy ticket?
Most airlines let you bring:
  • 1 carry-on (7-10 kg)
  • 1 checked bag (23 kg)
4. What are the fare rules for CLE-Chicago flights?
  • Basic: Non-refundable; personal item only.
  • Standard: One checked bag; changes allowed (fee may apply).
  • Flex: Two checked bags; free date changes; partial refund.
  • Business: Fully refundable; lounge access; free changes/cancellations.
5. Do I need a visa to fly to Chicago?
No. This is a domestic flight. Just bring a valid government-issued photo ID. Get amazing discounts on flights to Chicago from Cleveland on Cheapfaremart. 
 
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“Terms and Conditions”

Discounts and savings on airfares are calculated based on several factors, including comparison of fares across more than 500 airlines. The quoted pricing reflects our best available fare at the time of search. Coupon codes are valid for applicable discounts on our service fees for eligible bookings. Additional terms may apply to specific offers, which will be disclosed at the time of booking.

Fare Disclosures

  • Unless otherwise specified, all listed fares are for round-trip travel and include applicable fuel surcharges, taxes, fees, and our service fees.

  • Displayed fares are based on historical pricing data and are subject to change.

  • Tickets are nonrefundable, nontransferable, name changes are not permitted, and subject to airline’s fare rules and restrictions.

  • Availability of the quoted fare is more likely on travel dates that fall on Tuesdays, Wednesdays, and Thursdays.

  • These fares may also require an advance purchase of up to 21 days and/or a Saturday night stay.

  • Blackout dates may apply, especially during peak travel periods or holidays. Travel on weekends or holidays may be subject to additional surcharges.

For further details, please review our full Terms and Conditions.