
Flights from Cleveland to Chicago
Cheapest flights from Cleveland
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Jul 14 - Fri, Jul 18
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$178 Roundtrip, found 3 days ago
$178
Roundtrip
found 3 days ago

Mon, Jul 14 - Wed, Jul 16
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$179 Roundtrip, found 3 days ago
$179
Roundtrip
found 3 days ago

Tue, Jul 8 - Fri, Jul 18
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago

Tue, Jul 8 - Wed, Jul 16
CLE
Hopkins Intl.
MDW
Midway Intl.
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago

Tue, Jul 8 - Wed, Jul 9
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago

Sat, Jul 12 - Fri, Jul 18
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago

Sat, Jul 12 - Tue, Jul 15
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$194 Roundtrip, found 3 days ago
$194
Roundtrip
found 3 days ago

Fri, Jul 11 - Wed, Jul 16
CLE
Hopkins Intl.
MDW
Midway Intl.
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago

Tue, Jul 8 - Mon, Jul 14
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago

Thu, Jul 10 - Tue, Jul 15
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago

Tue, Jul 8 - Thu, Jul 10
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 3 days ago
$202
Roundtrip
found 3 days ago

Fri, Jul 11 - Fri, Jul 18
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago

Fri, Jul 11 - Tue, Jul 15
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$204 Roundtrip, found 3 days ago
$204
Roundtrip
found 3 days ago

Tue, Jul 8 - Fri, Jul 11
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago

Sat, Jul 12 - Mon, Jul 14
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$209 Roundtrip, found 3 days ago
$209
Roundtrip
found 3 days ago

Thu, Jul 10 - Mon, Jul 14
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago

Wed, Jul 9 - Wed, Jul 16
CAK
Akron-Canton
ORD
O'Hare Intl.
$279 Roundtrip, found 9 hours ago
$279
Roundtrip
found 9 hours ago

Sat, Jul 12 - Sun, Jul 20
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$307 Roundtrip, found 3 days ago
$307
Roundtrip
found 3 days ago

Mon, Jul 14 - Sat, Jul 19
CAK
Akron-Canton
ORD
O'Hare Intl.
$317 Roundtrip, found 9 hours ago
$317
Roundtrip
found 9 hours ago

Fri, Jul 11 - Sun, Jul 13
CLE
Hopkins Intl.
MDW
Midway Intl.
$381 Roundtrip, found 3 days ago
$381
Roundtrip
found 3 days ago