Flights from Chicago to Lake Wales

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 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 14 hours ago

$130

Roundtrip

found 14 hours ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $130 found 14 hours ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$135 Roundtrip, found 3 days ago

$135

Roundtrip

found 3 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 3 days ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$137 Roundtrip, found 14 hours ago

$137

Roundtrip

found 14 hours ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $137 found 14 hours ago

Mon, Sep 29 - Fri, Oct 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$138 Roundtrip, found 1 day ago

$138

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Sep 29 from O'Hare Intl. to Orlando Intl., returning Fri, Oct 3, priced at $138 found 1 day ago

Thu, Jun 26 - Tue, Jul 1

ORD

O'Hare Intl.

MCO

Orlando Intl.

$140 Roundtrip, found 1 day ago

$140

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jun 26 from O'Hare Intl. to Orlando Intl., returning Tue, Jul 1, priced at $140 found 1 day ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$143 Roundtrip, found 6 hours ago

$143

Roundtrip

found 6 hours ago

Select American Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $143 found 6 hours ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$143 Roundtrip, found 14 hours ago

$143

Roundtrip

found 14 hours ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $143 found 14 hours ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$143 Roundtrip, found 14 hours ago

$143

Roundtrip

found 14 hours ago

Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $143 found 14 hours ago

Tue, Jul 15 - Tue, Jul 22

ORD

O'Hare Intl.

MCO

Orlando Intl.

$144 Roundtrip, found 6 days ago

$144

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to Orlando Intl., returning Tue, Jul 22, priced at $144 found 6 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$147 Roundtrip, found 6 hours ago

$147

Roundtrip

found 6 hours ago

Select Spirit Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $147 found 6 hours ago

Wed, Jun 25 - Thu, Jul 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$149 Roundtrip, found 4 days ago

$149

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Wed, Jun 25 from O'Hare Intl. to Orlando Intl., returning Thu, Jul 3, priced at $149 found 4 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$150 Roundtrip, found 6 hours ago

$150

Roundtrip

found 6 hours ago

Select Spirit Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $150 found 6 hours ago

Mon, Jun 30 - Sat, Jul 5

ORD

O'Hare Intl.

MCO

Orlando Intl.

$154 Roundtrip, found 4 days ago

$154

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Mon, Jun 30 from O'Hare Intl. to Orlando Intl., returning Sat, Jul 5, priced at $154 found 4 days ago

Tue, Jul 15 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$158 Roundtrip, found 1 day ago

$158

Roundtrip

found 1 day ago

Select American Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $158 found 1 day ago

Sun, Jun 29 - Thu, Jul 3

MDW

Midway Intl.

MCO

Orlando Intl.

$159 Roundtrip, found 4 days ago

$159

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, Jun 29 from Midway Intl. to Orlando Intl., returning Thu, Jul 3, priced at $159 found 4 days ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$160 Roundtrip, found 3 days ago

$160

Roundtrip

found 3 days ago

Select United flight, departing Sat, Aug 2 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 9, priced at $160 found 3 days ago

Thu, Sep 18 - Thu, Sep 25

ORD

O'Hare Intl.

TPA

Tampa Intl.

$162 Roundtrip, found 6 hours ago

$162

Roundtrip

found 6 hours ago

Select United flight, departing Thu, Sep 18 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 25, priced at $162 found 6 hours ago

Sat, Sep 20 - Sat, Sep 20

ORD

O'Hare Intl.

TPA

Tampa Intl.

$191 Roundtrip, found 4 days ago

$191

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Sep 20 from O'Hare Intl. to Tampa Intl., returning Sat, Sep 20, priced at $191 found 4 days ago

Sat, Oct 4 - Sun, Oct 5

MDW

Midway Intl.

TPA

Tampa Intl.

$201 Roundtrip, found 2 days ago

$201

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Oct 4 from Midway Intl. to Tampa Intl., returning Sun, Oct 5, priced at $201 found 2 days ago

Tue, Jul 15 - Wed, Jul 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$300 Roundtrip, found 1 day ago

$300

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Jul 15 from O'Hare Intl. to Tampa Intl., returning Wed, Jul 30, priced at $300 found 1 day ago