€69 Cheap Flights Cleveland to Chicago (CLE-CHI)

View €69 flight on Mon, 4 May 2026Opens in a new window

Popular airlines from Cleveland Hopkins International Airport (CLE) to Chicago

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Cheap flights from Cleveland to Chicago (CLE-CHI)

Prices were available within the past 7 days and start at €69 for one-way flights and €142 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 7 May - Mon, 11 May
CLE
Cleveland
MDW
Chicago
€142 Return, found 7 hours ago
€142
Return
found 7 hours ago
Select Delta flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €142 found 7 hours ago
Delta
Thu, 7 May - Mon, 11 May
CLE
Cleveland
ORD
Chicago
€142 Return, found 7 hours ago
€142
Return
found 7 hours ago
Select Delta flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €142 found 7 hours ago
Delta
Thu, 7 May - Mon, 11 May
CLE
Cleveland
ORD
Chicago
€153 Return, found 7 hours ago
€153
Return
found 7 hours ago
Select Delta flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €153 found 7 hours ago
American Airlines
Thu, 7 May - Mon, 11 May
CLE
Cleveland
ORD
Chicago
€163 Return, found 7 hours ago
€163
Return
found 7 hours ago
Select American Airlines flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €163 found 7 hours ago
Delta
Thu, 7 May - Mon, 11 May
CLE
Cleveland
ORD
Chicago
€181 Return, found 7 hours ago
€181
Return
found 7 hours ago
Select Delta flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €181 found 7 hours ago
Delta
Thu, 7 May - Mon, 11 May
CLE
Cleveland
MDW
Chicago
€181 Return, found 4 days ago
€181
Return
found 4 days ago
Select Delta flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €181 found 4 days ago
Delta
Thu, 7 May - Mon, 11 May
CLE
Cleveland
ORD
Chicago
€182 Return, found 7 hours ago
€182
Return
found 7 hours ago
Select Delta flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €182 found 7 hours ago
JetBlue Airways
Thu, 7 May - Mon, 11 May
CLE
Cleveland
ORD
Chicago
€187 Return, found 7 hours ago
€187
Return
found 7 hours ago
Select JetBlue Airways flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €187 found 7 hours ago
Delta
Thu, 7 May - Mon, 11 May
CLE
Cleveland
ORD
Chicago
€192 Return, found 7 hours ago
€192
Return
found 7 hours ago
Select Delta flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €192 found 7 hours ago
United
Thu, 7 May - Mon, 11 May
CLE
Cleveland
ORD
Chicago
€193 Return, found 7 hours ago
€193
Return
found 7 hours ago
Select United flight, departing Thu, 7 May from Cleveland to Chicago, returning Mon, 11 May, priced at €193 found 7 hours ago

Frequently asked questions

How much is a flight from Hopkins Intl. Airport (CLE) to Chicago, IL (CHI-All Airports)?
The lowest price advertised for a round-trip journey between CLE and Chicago, IL (CHI-All Airports) is €142. But you better get a move on. This figure is taken from fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports)?
Most flights can be cancelled online, but each airline has its own set of terms and conditions. If you do need to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for CLE to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from CLE to Chicago, IL (CHI-All Airports)?
The flight distance from CLE (CLE) to Chicago, IL (CHI-All Airports) (CHI) is just 570 kilometres. You'll be disembarking the plane and picking up your bags from the carousel in no time.
Which airlines fly direct from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports)?
United Airlines (UA) is a top option. It offers 152 flights between Hopkins Intl. Airport (CLE) and Chicago, IL (CHI-All Airports) each month. If you're eager for more options, check out the ticket prices from Southwest Airlines (WN). This carrier operates 134 flights monthly between these airports.
Are CLE to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Late planners can occasionally nab a bargain, with some of the cheapest airfares from CLE to Chicago, IL (CHI-All Airports) popping up a few weeks before the departure date. If you'd rather plan ahead of time, Expedia compares and updates the best flight deals frequently — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines release prices so far in advance.

Travel information

Origin airport
Hopkins Intl.
Destination airport
Midway Intl.
Return price
€142
Distance
489 km

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