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Cheap Flights from Cleveland to Chicago, IL, United States - CLE to CHI

Popular flights from Cleveland to Chicago

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American Airlines
Departure Date Return Date Lowest Price
May 17, 2016 May 22, 2016 $203
United Airlines
Departure Date Return Date Lowest Price
May 18, 2016 May 21, 2016 $197
May 31, 2016 Jun 7, 2016 $197
May 31, 2016 Jun 7, 2016 $197
May 31, 2016 Jun 7, 2016 $197
Jun 1, 2016 Jun 1, 2016 $197

How Much Does it Cost to Fly from Cleveland to Chicago (CLE to CHI)?

We have collected flight cost data from across the web for travel from Cleveland to Chicago, and have found the average flight price for this trip to be $204.

When Can I Buy the Cheapest Flight from Cleveland to Chicago (CLE to CHI)?

Airlines can adjust prices for plane tickets from Cleveland to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Cleveland to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from Cleveland to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $417 $462
7-14 days $247 $289
14-21 days $197 $210
21-30 days $197 $209
30-60 days $197 $209
60-90 days $219 $226
90+ days $197 $204

Cheapest Day To Fly from Cleveland to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from Cleveland to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$202 $197 $197 $202 $203 $219 $208

Lowest Fares Chart By Month from Cleveland to Chicago

The chart below shows the lowest fare by month when flying from Cleveland to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Cleveland Chicago United 5/18/16 5/21/16 0 $197
June Cleveland Chicago United 6/1/16 6/1/16 0 $197
July Cleveland Chicago United 7/1/16 7/3/16 0 $219
August Cleveland Chicago United 8/20/16 8/24/16 0 $203
September Cleveland Chicago American 9/4/16 9/10/16 0 $197
October Cleveland Chicago American 10/15/16 10/19/16 0 $197
November Cleveland Chicago American 11/10/16 11/13/16 0 $236
December Cleveland Chicago American 12/28/16 1/1/17 0 $236

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Cleveland to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Cleveland to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$455
8 9 10 11 12 13 14
$455 $282
15 16 17 18 19 20 21
$282 $247
22 23 24 25 26 27 28
$247 $203
29 30 31 1 2 3 4
$203 $203
5 6 7 8 9 10 11
$203

Non-Stop vs Connecting Flights from Cleveland to Chicago (CLE to CHI)

Your Cleveland to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Cleveland to Chicago is $251.

The average price for non-stop flights from Cleveland to Chicago is $213.

The chart below shows up to date information regarding non-stop flights from Cleveland to Chicago.

Nonstop Flight Details from Cleveland to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 7 7 7 7 7 5 6 05:58 20:20
United 11 10 10 10 10 6 8 06:00 21:06

Round Trip vs One Way Flights from Cleveland to Chicago (CLE to CHI)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Cleveland to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Cleveland to Chicago is $99.

The average price for round trip flights from Cleveland to Chicago is $203.

More Cheap Flights

FlightsAirlineLowest Price
Toronto to Chicago American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Porter, Air Transat, United, WestJet, Great Lakes $200
Detroit to Chicago American, United $176
Pittsburgh to Chicago American, Frontier, United $108
Columbus to Chicago American, United $185
Buffalo to Chicago American, United $226
Akron - Canton to Chicago United $237
Dayton to Chicago American, United $97
Flint to Chicago American, United $102
Toledo to Chicago American $301
Ft Wayne to Chicago American, United $171
Lansing to Chicago United $341
Saginaw to Chicago United $231
London to Chicago American, Air Canada, United, WestJet $200
Kalamazoo to Chicago American, United $329
Erie to Chicago United $255
Windsor to Chicago Air Canada, Porter, United, WestJet $417
Toronto to New York American, Air Canada, Alaska, JetBlue, Spirit, Porter, Air Transat, United, WestJet, Great Lakes $156
Detroit to New York American, JetBlue, Spirit, United $97
Toronto to Milwaukee American, Air Canada, Frontier, Porter, United, WestJet $323
Detroit to Atlanta American, Spirit, United $87
Detroit to Milwaukee United $366
Pittsburgh to Milwaukee American, Primair, United $273
Cleveland to Milwaukee American, United $391
Buffalo to New York American, JetBlue $169
Buffalo to Atlanta American, United $290
Pittsburgh to New York American, Alaska, JetBlue $295
Detroit to Dallas - Ft Worth American, Alaska, Spirit, United $117
Columbus to Milwaukee American, United $256
Columbus to Atlanta American, United $213

Airlines Flying from Cleveland to Chicago (CLE to CHI)

Below are the different airlines that fly from Cleveland to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Cleveland to Chicago.

Cleveland to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American CLT X X X X X X X
Delta DTW X X X X X X X
Delta DTW / CVG X X X X X
United - X X X X X X X
United DCA X X X X X X X
Southwest - X X X X X X X
Southwest BNA X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Cleveland and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cleveland to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Cleveland to Chicago?
Answer: The average Cleveland to Chicago flight time is an hour and 28 minutes.
Question: How many miles are there between Cleveland and Chicago?
Answer: The distance from Cleveland to Chicago is 315 miles.
Question: How common are direct flights from Cleveland to Chicago?
Answer: There are 107 direct flights from Cleveland to Chicago.
Question: What is the most popular airline for non-stop flights from Cleveland to Chicago?
Answer: United Airlines provides 57% of the non-stop flights between Cleveland and Chicago.
Question: What are the most popular connecting cities when flying from Cleveland to Chicago?
Answer: Atlanta, GA
Cleveland (CLE) To Chicago, IL (CHI) Flights: Cheap Flights From Cleveland To Chicago | FareCompare.