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

Select Frontier Airlines flight, departing Mon, Jul 14 from Hopkins Intl. to O'Hare Intl., returning Fri, Jul 18, priced at $178 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

Select Frontier Airlines flight, departing Mon, Jul 14 from Hopkins Intl. to O'Hare Intl., returning Wed, Jul 16, priced at $179 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

Select Frontier Airlines flight, departing Tue, Jul 8 from Hopkins Intl. to O'Hare Intl., returning Fri, Jul 18, priced at $181 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

Select Frontier Airlines flight, departing Tue, Jul 8 from Hopkins Intl. to Midway Intl., returning Wed, Jul 16, priced at $182 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

Select Frontier Airlines flight, departing Tue, Jul 8 from Hopkins Intl. to O'Hare Intl., returning Wed, Jul 9, priced at $190 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

Select Frontier Airlines flight, departing Sat, Jul 12 from Hopkins Intl. to O'Hare Intl., returning Fri, Jul 18, priced at $193 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

Select Frontier Airlines flight, departing Sat, Jul 12 from Hopkins Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $194 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

Select Frontier Airlines flight, departing Fri, Jul 11 from Hopkins Intl. to Midway Intl., returning Wed, Jul 16, priced at $196 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

Select Frontier Airlines flight, departing Tue, Jul 8 from Hopkins Intl. to O'Hare Intl., returning Mon, Jul 14, priced at $197 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

Select Frontier Airlines flight, departing Thu, Jul 10 from Hopkins Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $199 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

Select Frontier Airlines flight, departing Tue, Jul 8 from Hopkins Intl. to O'Hare Intl., returning Thu, Jul 10, priced at $202 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

Select Frontier Airlines flight, departing Fri, Jul 11 from Hopkins Intl. to O'Hare Intl., returning Fri, Jul 18, priced at $203 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

Select Frontier Airlines flight, departing Fri, Jul 11 from Hopkins Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $204 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

Select Frontier Airlines flight, departing Tue, Jul 8 from Hopkins Intl. to O'Hare Intl., returning Fri, Jul 11, priced at $207 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

Select Frontier Airlines flight, departing Sat, Jul 12 from Hopkins Intl. to O'Hare Intl., returning Mon, Jul 14, priced at $209 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

Select Frontier Airlines flight, departing Thu, Jul 10 from Hopkins Intl. to O'Hare Intl., returning Mon, Jul 14, priced at $214 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

Select United flight, departing Wed, Jul 9 from Akron-Canton to O'Hare Intl., returning Wed, Jul 16, priced at $279 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

Select Spirit Airlines flight, departing Sat, Jul 12 from Hopkins Intl. to O'Hare Intl., returning Sun, Jul 20, priced at $307 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

Select American Airlines flight, departing Mon, Jul 14 from Akron-Canton to O'Hare Intl., returning Sat, Jul 19, priced at $317 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

Select Delta flight, departing Fri, Jul 11 from Hopkins Intl. to Midway Intl., returning Sun, Jul 13, priced at $381 found 3 days ago