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.

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$93 Roundtrip, found 5 days ago

$93

Roundtrip

found 5 days ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $93 found 5 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$99 Roundtrip, found 5 days ago

$99

Roundtrip

found 5 days ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $99 found 5 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$107 Roundtrip, found 5 days ago

$107

Roundtrip

found 5 days ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $107 found 5 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$117 Roundtrip, found 5 days ago

$117

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $117 found 5 days ago

Sat, Sep 27 - Sat, Oct 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$131 Roundtrip, found 2 days ago

$131

Roundtrip

found 2 days ago

Select American Airlines flight, departing Sat, Sep 27 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 4, priced at $131 found 2 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$133 Roundtrip, found 5 days ago

$133

Roundtrip

found 5 days ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $133 found 5 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$134 Roundtrip, found 5 days ago

$134

Roundtrip

found 5 days ago

Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $134 found 5 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$136 Roundtrip, found 2 days ago

$136

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $136 found 2 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$140 Roundtrip, found 5 days ago

$140

Roundtrip

found 5 days ago

Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $140 found 5 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$141 Roundtrip, found 2 days ago

$141

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $141 found 2 days ago

Sat, Sep 27 - Sat, Oct 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$141 Roundtrip, found 2 days ago

$141

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sat, Sep 27 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 4, priced at $141 found 2 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$143 Roundtrip, found 5 days ago

$143

Roundtrip

found 5 days ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $143 found 5 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$144 Roundtrip, found 2 days ago

$144

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $144 found 2 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$145 Roundtrip, found 5 days ago

$145

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $145 found 5 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$148 Roundtrip, found 5 days ago

$148

Roundtrip

found 5 days ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $148 found 5 days ago

Tue, Oct 7 - Wed, Oct 15

ORD

O'Hare Intl.

TPA

Tampa Intl.

$150 Roundtrip, found 1 day ago

$150

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Oct 7 from O'Hare Intl. to Tampa Intl., returning Wed, Oct 15, priced at $150 found 1 day ago

Sat, Sep 27 - Sat, Oct 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$151 Roundtrip, found 2 days ago

$151

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sat, Sep 27 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 4, priced at $151 found 2 days ago

Thu, Jul 31 - Thu, Aug 7

MDW

Midway Intl.

TPA

Tampa Intl.

$152 Roundtrip, found 3 days ago

$152

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Jul 31 from Midway Intl. to Tampa Intl., returning Thu, Aug 7, priced at $152 found 3 days ago

Tue, Aug 19 - Tue, Aug 19

ORD

O'Hare Intl.

TPA

Tampa Intl.

$191 Roundtrip, found 4 days ago

$191

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Aug 19 from O'Hare Intl. to Tampa Intl., returning Tue, Aug 19, priced at $191 found 4 days ago

Sat, Sep 27 - Sat, Oct 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$239 Roundtrip, found 2 days ago

$239

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Sat, Sep 27 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 4, priced at $239 found 2 days ago