Flights from Chicago to Wesley Chapel

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, Jun 24 - Mon, Jun 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$163 Roundtrip, found 5 hours ago

$163

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Tue, Jun 24 from O'Hare Intl. to Tampa Intl., returning Mon, Jun 30, priced at $163 found 5 hours ago

Mon, Jul 7 - Sat, Jul 12

ORD

O'Hare Intl.

TPA

Tampa Intl.

$164 Roundtrip, found 10 hours ago

$164

Roundtrip

found 10 hours ago

Select Frontier Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Tampa Intl., returning Sat, Jul 12, priced at $164 found 10 hours ago

Sun, Sep 21 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$168 Roundtrip, found 1 day ago

$168

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Sep 21 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $168 found 1 day ago

Mon, Jul 7 - Fri, Jul 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$170 Roundtrip, found 10 hours ago

$170

Roundtrip

found 10 hours ago

Select Frontier Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Tampa Intl., returning Fri, Jul 11, priced at $170 found 10 hours ago

Tue, Jun 24 - Mon, Jun 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$177 Roundtrip, found 5 hours ago

$177

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Tue, Jun 24 from O'Hare Intl. to Tampa Intl., returning Mon, Jun 30, priced at $177 found 5 hours ago

Fri, Sep 19 - Tue, Sep 23

ORD

O'Hare Intl.

TPA

Tampa Intl.

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Tampa Intl., returning Tue, Sep 23, priced at $177 found 1 day ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$178 Roundtrip, found 1 day ago

$178

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $178 found 1 day ago

Tue, Jun 24 - Wed, Jul 2

ORD

O'Hare Intl.

TPA

Tampa Intl.

$180 Roundtrip, found 5 hours ago

$180

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Tue, Jun 24 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 2, priced at $180 found 5 hours ago

Mon, Jul 7 - Mon, Jul 14

ORD

O'Hare Intl.

TPA

Tampa Intl.

$184 Roundtrip, found 10 hours ago

$184

Roundtrip

found 10 hours ago

Select Frontier Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Tampa Intl., returning Mon, Jul 14, priced at $184 found 10 hours ago

Thu, Jun 26 - Fri, Jun 27

ORD

O'Hare Intl.

TPA

Tampa Intl.

$185 Roundtrip, found 5 hours ago

$185

Roundtrip

found 5 hours ago

Select Frontier Airlines flight, departing Thu, Jun 26 from O'Hare Intl. to Tampa Intl., returning Fri, Jun 27, priced at $185 found 5 hours ago

Thu, Sep 18 - Sun, Sep 21

ORD

O'Hare Intl.

TPA

Tampa Intl.

$188 Roundtrip, found 1 day ago

$188

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Sun, Sep 21, priced at $188 found 1 day ago

Sat, Jun 21 - Fri, Jun 27

ORD

O'Hare Intl.

TPA

Tampa Intl.

$190 Roundtrip, found 5 hours ago

$190

Roundtrip

found 5 hours ago

Select Frontier Airlines flight, departing Sat, Jun 21 from O'Hare Intl. to Tampa Intl., returning Fri, Jun 27, priced at $190 found 5 hours ago

Sat, Sep 20 - Sat, Sep 20

ORD

O'Hare Intl.

TPA

Tampa Intl.

$191 Roundtrip, found 1 day ago

$191

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 20 from O'Hare Intl. to Tampa Intl., returning Sat, Sep 20, priced at $191 found 1 day ago

Thu, Jul 10 - Mon, Jul 14

ORD

O'Hare Intl.

TPA

Tampa Intl.

$193 Roundtrip, found 10 hours ago

$193

Roundtrip

found 10 hours ago

Select American Airlines flight, departing Thu, Jul 10 from O'Hare Intl. to Tampa Intl., returning Mon, Jul 14, priced at $193 found 10 hours ago

Thu, Jul 10 - Mon, Jul 14

ORD

O'Hare Intl.

TPA

Tampa Intl.

$194 Roundtrip, found 10 hours ago

$194

Roundtrip

found 10 hours ago

Select United flight, departing Thu, Jul 10 from O'Hare Intl. to Tampa Intl., returning Mon, Jul 14, priced at $194 found 10 hours ago

Mon, Jul 7 - Thu, Jul 17

ORD

O'Hare Intl.

TPA

Tampa Intl.

$194 Roundtrip, found 10 hours ago

$194

Roundtrip

found 10 hours ago

Select Frontier Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Tampa Intl., returning Thu, Jul 17, priced at $194 found 10 hours ago

Tue, Jun 24 - Tue, Jun 24

MDW

Midway Intl.

TPA

Tampa Intl.

$197 Roundtrip, found 6 days ago

$197

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Jun 24 from Midway Intl. to Tampa Intl., returning Tue, Jun 24, priced at $197 found 6 days ago

Fri, Sep 19 - Tue, Sep 23

ORD

O'Hare Intl.

TPA

Tampa Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Tampa Intl., returning Tue, Sep 23, priced at $197 found 1 day ago

Fri, Sep 19 - Tue, Sep 23

ORD

O'Hare Intl.

TPA

Tampa Intl.

$209 Roundtrip, found 1 day ago

$209

Roundtrip

found 1 day ago

Select United flight, departing Fri, Sep 19 from O'Hare Intl. to Tampa Intl., returning Tue, Sep 23, priced at $209 found 1 day ago

Fri, Sep 19 - Tue, Sep 23

ORD

O'Hare Intl.

TPA

Tampa Intl.

$416 Roundtrip, found 1 day ago

$416

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Sep 19 from O'Hare Intl. to Tampa Intl., returning Tue, Sep 23, priced at $416 found 1 day ago