Flights from Chicago to Orlando

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.

Sat, May 10 - Sat, May 17

ORD

O'Hare Intl.

MCO

Orlando Intl.

$89 Roundtrip, found 5 days ago

$89

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, May 10 from O'Hare Intl. to Orlando Intl., returning Sat, May 17, priced at $89 found 5 days ago

Sat, May 17 - Thu, May 22

ORD

O'Hare Intl.

MCO

Orlando Intl.

$94 Roundtrip, found 5 days ago

$94

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, May 17 from O'Hare Intl. to Orlando Intl., returning Thu, May 22, priced at $94 found 5 days ago

Sat, May 17 - Sun, May 25

ORD

O'Hare Intl.

MCO

Orlando Intl.

$104 Roundtrip, found 5 days ago

$104

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, May 17 from O'Hare Intl. to Orlando Intl., returning Sun, May 25, priced at $104 found 5 days ago

Tue, Jun 3 - Sat, Jun 7

ORD

O'Hare Intl.

MCO

Orlando Intl.

$108 Roundtrip, found 6 days ago

$108

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Jun 3 from O'Hare Intl. to Orlando Intl., returning Sat, Jun 7, priced at $108 found 6 days ago

Sat, May 10 - Thu, May 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$109 Roundtrip, found 5 days ago

$109

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, May 10 from O'Hare Intl. to Orlando Intl., returning Thu, May 15, priced at $109 found 5 days ago

Sat, May 17 - Mon, May 19

ORD

O'Hare Intl.

MCO

Orlando Intl.

$111 Roundtrip, found 2 days ago

$111

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sat, May 17 from O'Hare Intl. to Orlando Intl., returning Mon, May 19, priced at $111 found 2 days ago

Fri, May 16 - Thu, May 22

ORD

O'Hare Intl.

MCO

Orlando Intl.

$114 Roundtrip, found 5 days ago

$114

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, May 16 from O'Hare Intl. to Orlando Intl., returning Thu, May 22, priced at $114 found 5 days ago

Tue, Jun 3 - Sat, Jun 14

ORD

O'Hare Intl.

MCO

Orlando Intl.

$118 Roundtrip, found 6 days ago

$118

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Jun 3 from O'Hare Intl. to Orlando Intl., returning Sat, Jun 14, priced at $118 found 6 days ago

Mon, Aug 11 - Tue, Aug 12

ORD

O'Hare Intl.

MCO

Orlando Intl.

$119 Roundtrip, found 1 day ago

$119

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 11 from O'Hare Intl. to Orlando Intl., returning Tue, Aug 12, priced at $119 found 1 day ago

Sat, May 10 - Mon, May 19

ORD

O'Hare Intl.

MCO

Orlando Intl.

$121 Roundtrip, found 5 days ago

$121

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, May 10 from O'Hare Intl. to Orlando Intl., returning Mon, May 19, priced at $121 found 5 days ago

Mon, May 5 - Sat, May 17

ORD

O'Hare Intl.

MCO

Orlando Intl.

$128 Roundtrip, found 5 days ago

$128

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Mon, May 5 from O'Hare Intl. to Orlando Intl., returning Sat, May 17, priced at $128 found 5 days ago

Mon, Aug 11 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 1 day ago

$130

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 11 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $130 found 1 day ago

Wed, Sep 3 - Sat, Sep 6

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 8 hours ago

$130

Roundtrip

found 8 hours ago

Select Spirit Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 6, priced at $130 found 8 hours ago

Fri, May 9 - Sat, May 17

ORD

O'Hare Intl.

MCO

Orlando Intl.

$131 Roundtrip, found 5 days ago

$131

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, May 9 from O'Hare Intl. to Orlando Intl., returning Sat, May 17, priced at $131 found 5 days ago

Tue, Jun 3 - Mon, Jun 16

ORD

O'Hare Intl.

MCO

Orlando Intl.

$136 Roundtrip, found 6 days ago

$136

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Jun 3 from O'Hare Intl. to Orlando Intl., returning Mon, Jun 16, priced at $136 found 6 days ago

Sun, Jun 1 - Mon, Jun 2

MDW

Midway Intl.

MCO

Orlando Intl.

$138 Roundtrip, found 1 day ago

$138

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Jun 1 from Midway Intl. to Orlando Intl., returning Mon, Jun 2, priced at $138 found 1 day ago

Tue, Jun 17 - Tue, Jun 24

ORD

O'Hare Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 3 days ago

$197

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Jun 17 from O'Hare Intl. to Orlando Intl., returning Tue, Jun 24, priced at $197 found 3 days ago

Tue, Jul 1 - Wed, Jul 2

ORD

O'Hare Intl.

MCO

Orlando Intl.

$199 Roundtrip, found 2 days ago

$199

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jul 1 from O'Hare Intl. to Orlando Intl., returning Wed, Jul 2, priced at $199 found 2 days ago

Tue, Sep 2 - Sun, Sep 7

ORD

O'Hare Intl.

MCO

Orlando Intl.

$213 Roundtrip, found 8 hours ago

$213

Roundtrip

found 8 hours ago

Select United flight, departing Tue, Sep 2 from O'Hare Intl. to Orlando Intl., returning Sun, Sep 7, priced at $213 found 8 hours ago

Tue, Jun 17 - Tue, Jun 24

ORD

O'Hare Intl.

MCO

Orlando Intl.

$248 Roundtrip, found 3 days ago

$248

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Tue, Jun 17 from O'Hare Intl. to Orlando Intl., returning Tue, Jun 24, priced at $248 found 3 days ago