Flights from Chicago to Dover

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.

Mon, Sep 15 - Mon, Sep 22

ORD

O'Hare Intl.

TPA

Tampa Intl.

$120 Roundtrip, found 3 hours ago

$120

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Mon, Sep 15 from O'Hare Intl. to Tampa Intl., returning Mon, Sep 22, priced at $120 found 3 hours ago

Tue, Oct 14 - Fri, Oct 17

ORD

O'Hare Intl.

TPA

Tampa Intl.

$130 Roundtrip, found 14 hours ago

$130

Roundtrip

found 14 hours ago

Select Spirit Airlines flight, departing Tue, Oct 14 from O'Hare Intl. to Tampa Intl., returning Fri, Oct 17, priced at $130 found 14 hours ago

Mon, Sep 15 - Mon, Sep 22

ORD

O'Hare Intl.

TPA

Tampa Intl.

$139 Roundtrip, found 3 hours ago

$139

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Mon, Sep 15 from O'Hare Intl. to Tampa Intl., returning Mon, Sep 22, priced at $139 found 3 hours ago

Sun, Aug 24 - Sun, Sep 7

ORD

O'Hare Intl.

TPA

Tampa Intl.

$140 Roundtrip, found 4 days ago

$140

Roundtrip

found 4 days ago

Select United flight, departing Sun, Aug 24 from O'Hare Intl. to Tampa Intl., returning Sun, Sep 7, priced at $140 found 4 days ago

Sat, Aug 16 - Thu, Sep 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$140 Roundtrip, found 6 days ago

$140

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 4, priced at $140 found 6 days ago

Sat, Aug 16 - Thu, Sep 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$147 Roundtrip, found 6 days ago

$147

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 4, priced at $147 found 6 days ago

Sat, Oct 11 - Sat, Oct 18

ORD

O'Hare Intl.

TPA

Tampa Intl.

$150 Roundtrip, found 18 hours ago

$150

Roundtrip

found 18 hours ago

Select United flight, departing Sat, Oct 11 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 18, priced at $150 found 18 hours ago

Sat, Aug 16 - Thu, Sep 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$150 Roundtrip, found 6 days ago

$150

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 4, priced at $150 found 6 days ago

Sun, Aug 24 - Sun, Sep 7

ORD

O'Hare Intl.

TPA

Tampa Intl.

$153 Roundtrip, found 4 days ago

$153

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Aug 24 from O'Hare Intl. to Tampa Intl., returning Sun, Sep 7, priced at $153 found 4 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$154 Roundtrip, found 3 days ago

$154

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $154 found 3 days ago

Mon, Sep 15 - Mon, Sep 22

ORD

O'Hare Intl.

TPA

Tampa Intl.

$158 Roundtrip, found 3 hours ago

$158

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Mon, Sep 15 from O'Hare Intl. to Tampa Intl., returning Mon, Sep 22, priced at $158 found 3 hours ago

Sat, Aug 16 - Thu, Sep 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$160 Roundtrip, found 6 days ago

$160

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 4, priced at $160 found 6 days ago

Sat, Aug 16 - Thu, Sep 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$168 Roundtrip, found 6 days ago

$168

Roundtrip

found 6 days ago

Select United flight, departing Sat, Aug 16 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 4, priced at $168 found 6 days ago

Sun, Aug 24 - Sun, Sep 7

ORD

O'Hare Intl.

TPA

Tampa Intl.

$170 Roundtrip, found 4 days ago

$170

Roundtrip

found 4 days ago

Select United flight, departing Sun, Aug 24 from O'Hare Intl. to Tampa Intl., returning Sun, Sep 7, priced at $170 found 4 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$173 Roundtrip, found 3 days ago

$173

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $173 found 3 days ago

Sat, Oct 11 - Tue, Oct 14

ORD

O'Hare Intl.

TPA

Tampa Intl.

$173 Roundtrip, found 4 days ago

$173

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Oct 11 from O'Hare Intl. to Tampa Intl., returning Tue, Oct 14, priced at $173 found 4 days ago

Sun, Aug 24 - Sun, Sep 7

ORD

O'Hare Intl.

TPA

Tampa Intl.

$175 Roundtrip, found 4 days ago

$175

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sun, Aug 24 from O'Hare Intl. to Tampa Intl., returning Sun, Sep 7, priced at $175 found 4 days ago

Mon, Oct 6 - Sun, Oct 12

MDW

Midway Intl.

TPA

Tampa Intl.

$183 Roundtrip, found 5 days ago

$183

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Mon, Oct 6 from Midway Intl. to Tampa Intl., returning Sun, Oct 12, priced at $183 found 5 days ago

Sat, Oct 18 - Sat, Oct 18

ORD

O'Hare Intl.

TPA

Tampa Intl.

$197 Roundtrip, found 14 hours ago

$197

Roundtrip

found 14 hours ago

Select Delta flight, departing Sat, Oct 18 from O'Hare Intl. to Tampa Intl., returning Sat, Oct 18, priced at $197 found 14 hours ago

Wed, Nov 19 - Sun, Nov 23

ORD

O'Hare Intl.

TPA

Tampa Intl.

$240 Roundtrip, found 1 day ago

$240

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Wed, Nov 19 from O'Hare Intl. to Tampa Intl., returning Sun, Nov 23, priced at $240 found 1 day ago