Flights from Sarasota to Chicago

Cheapest flights from Sarasota

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, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$120 Roundtrip, found 23 hours ago

$120

Roundtrip

found 23 hours ago

Select Spirit Airlines flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $120 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$124 Roundtrip, found 23 hours ago

$124

Roundtrip

found 23 hours ago

Select Spirit Airlines flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $124 found 23 hours ago

Thu, Sep 4 - Thu, Sep 11

TPA

Tampa Intl.

ORD

O'Hare Intl.

$128 Roundtrip, found 1 day ago

$128

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Sep 4 from Tampa Intl. to O'Hare Intl., returning Thu, Sep 11, priced at $128 found 1 day ago

Tue, Sep 2 - Tue, Sep 9

TPA

Tampa Intl.

ORD

O'Hare Intl.

$130 Roundtrip, found 1 day ago

$130

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Sep 2 from Tampa Intl. to O'Hare Intl., returning Tue, Sep 9, priced at $130 found 1 day ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$140 Roundtrip, found 23 hours ago

$140

Roundtrip

found 23 hours ago

Select American Airlines flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $140 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$150 Roundtrip, found 23 hours ago

$150

Roundtrip

found 23 hours ago

Select United flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $150 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$158 Roundtrip, found 23 hours ago

$158

Roundtrip

found 23 hours ago

Select Spirit Airlines flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $158 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$161 Roundtrip, found 23 hours ago

$161

Roundtrip

found 23 hours ago

Select United flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $161 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$162 Roundtrip, found 23 hours ago

$162

Roundtrip

found 23 hours ago

Select Spirit Airlines flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $162 found 23 hours ago

Tue, Sep 2 - Tue, Sep 2

TPA

Tampa Intl.

ORD

O'Hare Intl.

$164 Roundtrip, found 1 day ago

$164

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Sep 2 from Tampa Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $164 found 1 day ago

Mon, Oct 6 - Mon, Oct 13

TPA

Tampa Intl.

MDW

Midway Intl.

$168 Roundtrip, found 6 days ago

$168

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Oct 6 from Tampa Intl. to Midway Intl., returning Mon, Oct 13, priced at $168 found 6 days ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$169 Roundtrip, found 23 hours ago

$169

Roundtrip

found 23 hours ago

Select United flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $169 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$172 Roundtrip, found 23 hours ago

$172

Roundtrip

found 23 hours ago

Select Spirit Airlines flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $172 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$177 Roundtrip, found 23 hours ago

$177

Roundtrip

found 23 hours ago

Select United flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $177 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$180 Roundtrip, found 23 hours ago

$180

Roundtrip

found 23 hours ago

Select American Airlines flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $180 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$180 Roundtrip, found 23 hours ago

$180

Roundtrip

found 23 hours ago

Select United flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $180 found 23 hours ago

Fri, Oct 3 - Sat, Oct 11

TPA

Tampa Intl.

MDW

Midway Intl.

$197 Roundtrip, found 6 days ago

$197

Roundtrip

found 6 days ago

Select Delta flight, departing Fri, Oct 3 from Tampa Intl. to Midway Intl., returning Sat, Oct 11, priced at $197 found 6 days ago

Fri, Aug 15 - Sat, Aug 16

SRQ

Sarasota-Bradenton Intl.

ORD

O'Hare Intl.

$209 Roundtrip, found 1 day ago

$209

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Aug 15 from Sarasota-Bradenton Intl. to O'Hare Intl., returning Sat, Aug 16, priced at $209 found 1 day ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$210 Roundtrip, found 23 hours ago

$210

Roundtrip

found 23 hours ago

Select American Airlines flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $210 found 23 hours ago

Fri, Sep 5 - Sun, Sep 7

TPA

Tampa Intl.

ORD

O'Hare Intl.

$382 Roundtrip, found 23 hours ago

$382

Roundtrip

found 23 hours ago

Select JetBlue Airways flight, departing Fri, Sep 5 from Tampa Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $382 found 23 hours ago