Flights from Chicago to Crystal River

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, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 11 hours ago

$130

Roundtrip

found 11 hours ago

Select Spirit Airlines flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $130 found 11 hours ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$135 Roundtrip, found 6 days ago

$135

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Aug 2 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 9, priced at $135 found 6 days ago

Mon, Sep 29 - Fri, Oct 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$138 Roundtrip, found 4 days ago

$138

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Mon, Sep 29 from O'Hare Intl. to Orlando Intl., returning Fri, Oct 3, priced at $138 found 4 days ago

Fri, Jul 11 - Tue, Jul 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$140 Roundtrip, found 11 hours ago

$140

Roundtrip

found 11 hours ago

Select Spirit Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Orlando Intl., returning Tue, Jul 15, priced at $140 found 11 hours ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$145 Roundtrip, found 11 hours ago

$145

Roundtrip

found 11 hours ago

Select Spirit Airlines flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $145 found 11 hours ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$149 Roundtrip, found 11 hours ago

$149

Roundtrip

found 11 hours ago

Select Frontier Airlines flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $149 found 11 hours ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$150 Roundtrip, found 1 day ago

$150

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $150 found 1 day ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$152 Roundtrip, found 1 day ago

$152

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 $152 found 1 day ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$154 Roundtrip, found 1 day ago

$154

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $154 found 1 day ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$154 Roundtrip, found 1 day ago

$154

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 $154 found 1 day ago

Wed, Oct 8 - Thu, Oct 9

ORD

O'Hare Intl.

TPA

Tampa Intl.

$157 Roundtrip, found 1 day ago

$157

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Oct 8 from O'Hare Intl. to Tampa Intl., returning Thu, Oct 9, priced at $157 found 1 day ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$158 Roundtrip, found 1 day ago

$158

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 $158 found 1 day ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$159 Roundtrip, found 11 hours ago

$159

Roundtrip

found 11 hours ago

Select United flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $159 found 11 hours ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$159 Roundtrip, found 15 hours ago

$159

Roundtrip

found 15 hours ago

Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $159 found 15 hours ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$160 Roundtrip, found 6 days ago

$160

Roundtrip

found 6 days ago

Select United flight, departing Sat, Aug 2 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 9, priced at $160 found 6 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

Wed, Jul 30 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$191 Roundtrip, found 1 day ago

$191

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 30 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $191 found 1 day ago

Thu, Jul 17 - Sun, Jul 20

MDW

Midway Intl.

MCO

Orlando Intl.

$199 Roundtrip, found 6 days ago

$199

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Jul 17 from Midway Intl. to Orlando Intl., returning Sun, Jul 20, priced at $199 found 6 days ago

Sat, Oct 4 - Sun, Oct 5

MDW

Midway Intl.

TPA

Tampa Intl.

$201 Roundtrip, found 5 days ago

$201

Roundtrip

found 5 days ago

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

Tue, Jul 15 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$300 Roundtrip, found 4 days ago

$300

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Tue, Jul 15 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $300 found 4 days ago