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.

Wed, Aug 13 - Sat, Aug 16

ORD

O'Hare Intl.

MCO

Orlando Intl.

$94 Roundtrip, found 2 days ago

$94

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Wed, Aug 13 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 16, priced at $94 found 2 days ago

Fri, Aug 8 - Sat, Aug 16

ORD

O'Hare Intl.

MCO

Orlando Intl.

$105 Roundtrip, found 1 day ago

$105

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Aug 8 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 16, priced at $105 found 1 day ago

Fri, Aug 8 - Mon, Aug 11

ORD

O'Hare Intl.

TPA

Tampa Intl.

$108 Roundtrip, found 14 hours ago

$108

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Fri, Aug 8 from O'Hare Intl. to Tampa Intl., returning Mon, Aug 11, priced at $108 found 14 hours ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$111 Roundtrip, found 13 hours ago

$111

Roundtrip

found 13 hours ago

Select Frontier Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $111 found 13 hours ago

Thu, Aug 28 - Sat, Aug 30

ORD

O'Hare Intl.

TPA

Tampa Intl.

$114 Roundtrip, found 16 hours ago

$114

Roundtrip

found 16 hours ago

Select Frontier Airlines flight, departing Thu, Aug 28 from O'Hare Intl. to Tampa Intl., returning Sat, Aug 30, priced at $114 found 16 hours ago

Sun, Sep 14 - Sun, Sep 28

ORD

O'Hare Intl.

MCO

Orlando Intl.

$116 Roundtrip, found 1 day ago

$116

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Sep 14 from O'Hare Intl. to Orlando Intl., returning Sun, Sep 28, priced at $116 found 1 day ago

Fri, Aug 29 - Sun, Aug 31

ORD

O'Hare Intl.

TPA

Tampa Intl.

$120 Roundtrip, found 16 hours ago

$120

Roundtrip

found 16 hours ago

Select Spirit Airlines flight, departing Fri, Aug 29 from O'Hare Intl. to Tampa Intl., returning Sun, Aug 31, priced at $120 found 16 hours ago

Sun, Aug 31 - Mon, Sep 8

MDW

Midway Intl.

TPA

Tampa Intl.

$123 Roundtrip, found 16 hours ago

$123

Roundtrip

found 16 hours ago

Select Frontier Airlines flight, departing Sun, Aug 31 from Midway Intl. to Tampa Intl., returning Mon, Sep 8, priced at $123 found 16 hours ago

Sun, Aug 31 - Sun, Aug 31

MDW

Midway Intl.

TPA

Tampa Intl.

$124 Roundtrip, found 16 hours ago

$124

Roundtrip

found 16 hours ago

Select Frontier Airlines flight, departing Sun, Aug 31 from Midway Intl. to Tampa Intl., returning Sun, Aug 31, priced at $124 found 16 hours ago

Wed, Aug 6 - Sat, Aug 16

ORD

O'Hare Intl.

MCO

Orlando Intl.

$125 Roundtrip, found 1 day ago

$125

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 16, priced at $125 found 1 day ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$126 Roundtrip, found 13 hours ago

$126

Roundtrip

found 13 hours ago

Select Spirit Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $126 found 13 hours ago

Mon, Aug 25 - Tue, Aug 26

ORD

O'Hare Intl.

TPA

Tampa Intl.

$130 Roundtrip, found 16 hours ago

$130

Roundtrip

found 16 hours ago

Select Spirit Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Tampa Intl., returning Tue, Aug 26, priced at $130 found 16 hours ago

Fri, Aug 29 - Mon, Sep 8

MDW

Midway Intl.

TPA

Tampa Intl.

$131 Roundtrip, found 16 hours ago

$131

Roundtrip

found 16 hours ago

Select Frontier Airlines flight, departing Fri, Aug 29 from Midway Intl. to Tampa Intl., returning Mon, Sep 8, priced at $131 found 16 hours ago

Fri, Aug 29 - Sun, Aug 31

MDW

Midway Intl.

TPA

Tampa Intl.

$132 Roundtrip, found 16 hours ago

$132

Roundtrip

found 16 hours ago

Select Frontier Airlines flight, departing Fri, Aug 29 from Midway Intl. to Tampa Intl., returning Sun, Aug 31, priced at $132 found 16 hours ago

Wed, Aug 6 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$136 Roundtrip, found 1 day ago

$136

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $136 found 1 day ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 13 hours ago

$157

Roundtrip

found 13 hours ago

Select United flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $157 found 13 hours ago

Sat, Aug 30 - Wed, Sep 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 13 hours ago

$157

Roundtrip

found 13 hours ago

Select American Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Orlando Intl., returning Wed, Sep 3, priced at $157 found 13 hours ago

Sun, Nov 16 - Thu, Dec 4

MDW

Midway Intl.

MCO

Orlando Intl.

$168 Roundtrip, found 4 hours ago

$168

Roundtrip

found 4 hours ago

Select Frontier Airlines flight, departing Sun, Nov 16 from Midway Intl. to Orlando Intl., returning Thu, Dec 4, priced at $168 found 4 hours ago

Sat, Aug 30 - Sat, Aug 30

MDW

Midway Intl.

TPA

Tampa Intl.

$191 Roundtrip, found 16 hours ago

$191

Roundtrip

found 16 hours ago

Select Delta flight, departing Sat, Aug 30 from Midway Intl. to Tampa Intl., returning Sat, Aug 30, priced at $191 found 16 hours ago

Wed, Nov 19 - Sun, Nov 23

ORD

O'Hare Intl.

TPA

Tampa Intl.

$240 Roundtrip, found 2 days ago

$240

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Wed, Nov 19 from O'Hare Intl. to Tampa Intl., returning Sun, Nov 23, priced at $240 found 2 days ago