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.

Fri, Jun 27 - Tue, Jul 1

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$170 Roundtrip, found 1 day ago

$170

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jun 27 from Hopkins Intl. to O'Hare Intl., returning Tue, Jul 1, priced at $170 found 1 day ago

Fri, Jun 27 - Sat, Jul 5

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$180 Roundtrip, found 1 day ago

$180

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jun 27 from Hopkins Intl. to O'Hare Intl., returning Sat, Jul 5, priced at $180 found 1 day ago

Fri, Jun 27 - Fri, Jul 4

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$190 Roundtrip, found 1 day ago

$190

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jun 27 from Hopkins Intl. to O'Hare Intl., returning Fri, Jul 4, priced at $190 found 1 day ago

Thu, Jun 26 - Sat, Jul 5

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$200 Roundtrip, found 1 day ago

$200

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jun 26 from Hopkins Intl. to O'Hare Intl., returning Sat, Jul 5, priced at $200 found 1 day ago

Thu, Jun 26 - Fri, Jul 4

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$210 Roundtrip, found 1 day ago

$210

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jun 26 from Hopkins Intl. to O'Hare Intl., returning Fri, Jul 4, priced at $210 found 1 day ago

Wed, Jul 2 - Fri, Jul 4

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Hopkins Intl. to O'Hare Intl., returning Fri, Jul 4, priced at $217 found 1 day ago

Fri, Jun 27 - Mon, Jun 30

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$235 Roundtrip, found 1 day ago

$235

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 27 from Hopkins Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $235 found 1 day ago

Wed, Jul 2 - Wed, Jul 2

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$257 Roundtrip, found 1 day ago

$257

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jul 2 from Hopkins Intl. to O'Hare Intl., returning Wed, Jul 2, priced at $257 found 1 day ago

Sun, Jun 29 - Thu, Jul 3

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$266 Roundtrip, found 1 day ago

$266

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Jun 29 from Hopkins Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $266 found 1 day ago

Sun, Jun 29 - Mon, Jun 30

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$274 Roundtrip, found 1 day ago

$274

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Jun 29 from Hopkins Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $274 found 1 day ago

Mon, Jun 30 - Sun, Jul 6

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$278 Roundtrip, found 1 day ago

$278

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jun 30 from Hopkins Intl. to O'Hare Intl., returning Sun, Jul 6, priced at $278 found 1 day ago

Sun, Jun 29 - Thu, Jul 3

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$292 Roundtrip, found 1 day ago

$292

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Jun 29 from Hopkins Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $292 found 1 day ago

Mon, Jun 30 - Thu, Jul 3

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$299 Roundtrip, found 1 day ago

$299

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jun 30 from Hopkins Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $299 found 1 day ago

Thu, Jun 26 - Mon, Jun 30

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$308 Roundtrip, found 1 day ago

$308

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jun 26 from Hopkins Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $308 found 1 day ago

Sat, Jun 28 - Mon, Jun 30

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$309 Roundtrip, found 1 day ago

$309

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Jun 28 from Hopkins Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $309 found 1 day ago

Sun, Jun 29 - Thu, Jul 3

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$324 Roundtrip, found 1 day ago

$324

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Jun 29 from Hopkins Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $324 found 1 day ago

Thu, Jun 26 - Thu, Jul 3

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$329 Roundtrip, found 1 day ago

$329

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jun 26 from Hopkins Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $329 found 1 day ago

Sun, Jun 29 - Sun, Jul 6

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$360 Roundtrip, found 1 day ago

$360

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Jun 29 from Hopkins Intl. to O'Hare Intl., returning Sun, Jul 6, priced at $360 found 1 day ago

Sun, Jun 29 - Thu, Jul 3

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$361 Roundtrip, found 1 day ago

$361

Roundtrip

found 1 day ago

Select United flight, departing Sun, Jun 29 from Hopkins Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $361 found 1 day ago

Sun, Jun 29 - Thu, Jul 3

CLE

Hopkins Intl.

ORD

O'Hare Intl.

$388 Roundtrip, found 1 day ago

$388

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sun, Jun 29 from Hopkins Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $388 found 1 day ago