Flights from Chicago to Clearwater Beach

Cheapest flights from Chicago

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.

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$150 Roundtrip, found 5 hours ago

$150

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $150 found 5 hours ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$154 Roundtrip, found 5 hours ago

$154

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $154 found 5 hours ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$157 Roundtrip, found 5 hours ago

$157

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $157 found 5 hours ago

Tue, Jul 29 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$160 Roundtrip, found 2 days ago

$160

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $160 found 2 days ago

Tue, Jul 15 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$164 Roundtrip, found 4 days ago

$164

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $164 found 4 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$166 Roundtrip, found 5 hours ago

$166

Roundtrip

found 5 hours ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $166 found 5 hours ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$169 Roundtrip, found 5 hours ago

$169

Roundtrip

found 5 hours ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $169 found 5 hours ago

Tue, Jul 15 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$170 Roundtrip, found 4 days ago

$170

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $170 found 4 days ago

Tue, Jul 15 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$174 Roundtrip, found 4 days ago

$174

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Jul 15 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $174 found 4 days ago

Mon, Jun 30 - Fri, Jul 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$174 Roundtrip, found 3 days ago

$174

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Jun 30 from O'Hare Intl. to Tampa Intl., returning Fri, Jul 11, priced at $174 found 3 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$176 Roundtrip, found 5 hours ago

$176

Roundtrip

found 5 hours ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $176 found 5 hours ago

Tue, Jul 15 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$176 Roundtrip, found 4 days ago

$176

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $176 found 4 days ago

Wed, Oct 8 - Thu, Oct 9

ORD

O'Hare Intl.

TPA

Tampa Intl.

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Oct 8 from O'Hare Intl. to Tampa Intl., returning Thu, Oct 9, priced at $177 found 1 day ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$179 Roundtrip, found 5 hours ago

$179

Roundtrip

found 5 hours ago

Select Frontier Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $179 found 5 hours ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$179 Roundtrip, found 5 hours ago

$179

Roundtrip

found 5 hours ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $179 found 5 hours ago

Tue, Jul 15 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$181 Roundtrip, found 4 days ago

$181

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $181 found 4 days ago

Wed, Oct 8 - Thu, Oct 9

ORD

O'Hare Intl.

TPA

Tampa Intl.

$181 Roundtrip, found 1 day ago

$181

Roundtrip

found 1 day ago

Select United flight, departing Wed, Oct 8 from O'Hare Intl. to Tampa Intl., returning Thu, Oct 9, priced at $181 found 1 day ago

Wed, Jul 30 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$191 Roundtrip, found 2 days ago

$191

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jul 30 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $191 found 2 days ago

Sat, Oct 4 - Sun, Oct 5

MDW

Midway Intl.

TPA

Tampa Intl.

$201 Roundtrip, found 6 days ago

$201

Roundtrip

found 6 days ago

Select Delta flight, departing Sat, Oct 4 from Midway Intl. to Tampa Intl., returning Sun, Oct 5, priced at $201 found 6 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$277 Roundtrip, found 5 hours ago

$277

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $277 found 5 hours ago