$253 Cheap JetBlue Airways flights Cleveland (CLE) to Chicago (ORD)

View $253 flight on Sun, Dec 21, 2025Opens in a new window

$253 Cheap JetBlue Airways flights Cleveland (CLE) to Chicago (ORD)

Prices were available within the past 7 days and start at $253 for one-way flights and $340 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sun, Dec 21 - Fri, Dec 26
CLE
Cleveland
ORD
Chicago
$340 Roundtrip, found 3 days ago
$340
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Dec 21 from Cleveland to Chicago, returning Fri, Dec 26, priced at $340 found 3 days ago
JetBlue Airways
Sun, Dec 21 - Fri, Dec 26
CLE
Cleveland
ORD
Chicago
$429 Roundtrip, found 3 days ago
$429
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Dec 21 from Cleveland to Chicago, returning Fri, Dec 26, priced at $429 found 3 days 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 $341
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $341
0
Flights from Cleveland (CLE) to Chicago (ORD)
Origin airport
Hopkins Intl.
Destination airport
O'Hare Intl.
Distance
504 km