$210 Cheap American Airlines flights Cleveland (CLE) to Chicago (ORD)

View $210 flight on Fri, Jan 16, 2026Opens in a new window

$210 Cheap American Airlines flights Cleveland (CLE) to Chicago (ORD)

Prices were available within the past 7 days and start at $210 for one-way flights and $298 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$298 Roundtrip, found 21 hours ago
$298
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $298 found 21 hours ago
American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$308 Roundtrip, found 21 hours ago
$308
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $308 found 21 hours ago
American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$315 Roundtrip, found 21 hours ago
$315
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $315 found 21 hours ago
American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$328 Roundtrip, found 21 hours ago
$328
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $328 found 21 hours ago
American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$334 Roundtrip, found 21 hours ago
$334
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $334 found 21 hours ago
American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$335 Roundtrip, found 21 hours ago
$335
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $335 found 21 hours ago
American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$341 Roundtrip, found 21 hours ago
$341
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $341 found 21 hours ago
American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$344 Roundtrip, found 21 hours ago
$344
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $344 found 21 hours ago
American Airlines
Fri, Jan 16 - Tue, Jan 20
CLE
Cleveland
ORD
Chicago
$345 Roundtrip, found 21 hours ago
$345
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, Jan 16 from Cleveland to Chicago, returning Tue, Jan 20, priced at $345 found 21 hours ago

Find the cheapest month to fly from Cleveland (CLE) to Chicago (ORD)

June is typically the cheapest month to fly

From $77 - $317 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $249
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $249

Travel information

0
Origin airport
Hopkins Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, United
Popular airline
Delta
Distance
504 km

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