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.

Wed, Jul 23 - Fri, Jul 25

ORD

O'Hare Intl.

MCO

Orlando Intl.

$98 Roundtrip, found 1 day ago

$98

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, Jul 23 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 25, priced at $98 found 1 day ago

Sat, Oct 18 - Wed, Oct 22

ORD

O'Hare Intl.

MCO

Orlando Intl.

$100 Roundtrip, found 11 hours ago

$100

Roundtrip

found 11 hours ago

Select Spirit Airlines flight, departing Sat, Oct 18 from O'Hare Intl. to Orlando Intl., returning Wed, Oct 22, priced at $100 found 11 hours ago

Mon, Sep 22 - Sat, Oct 4

ORD

O'Hare Intl.

MCO

Orlando Intl.

$104 Roundtrip, found 3 days ago

$104

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Mon, Sep 22 from O'Hare Intl. to Orlando Intl., returning Sat, Oct 4, priced at $104 found 3 days ago

Thu, Aug 14 - Sat, Aug 16

ORD

O'Hare Intl.

MCO

Orlando Intl.

$108 Roundtrip, found 3 days ago

$108

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Aug 14 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 16, priced at $108 found 3 days ago

Thu, Aug 7 - Fri, Aug 15

MDW

Midway Intl.

MCO

Orlando Intl.

$110 Roundtrip, found 18 hours ago

$110

Roundtrip

found 18 hours ago

Select Frontier Airlines flight, departing Thu, Aug 7 from Midway Intl. to Orlando Intl., returning Fri, Aug 15, priced at $110 found 18 hours ago

Thu, Sep 25 - Sat, Oct 4

ORD

O'Hare Intl.

MCO

Orlando Intl.

$110 Roundtrip, found 3 days ago

$110

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Sep 25 from O'Hare Intl. to Orlando Intl., returning Sat, Oct 4, priced at $110 found 3 days ago

Fri, Aug 8 - Sat, Aug 16

ORD

O'Hare Intl.

MCO

Orlando Intl.

$113 Roundtrip, found 3 days ago

$113

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Fri, Aug 8 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 16, priced at $113 found 3 days ago

Sat, Aug 2 - Thu, Aug 7

ORD

O'Hare Intl.

MCO

Orlando Intl.

$114 Roundtrip, found 4 days ago

$114

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Aug 2 from O'Hare Intl. to Orlando Intl., returning Thu, Aug 7, priced at $114 found 4 days ago

Thu, Aug 14 - Mon, Aug 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$118 Roundtrip, found 3 days ago

$118

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Aug 14 from O'Hare Intl. to Orlando Intl., returning Mon, Aug 18, priced at $118 found 3 days ago

Mon, Jul 21 - Fri, Jul 25

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, Jul 21 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 25, priced at $119 found 1 day ago

Mon, Jul 21 - Mon, Jul 28

ORD

O'Hare Intl.

MCO

Orlando Intl.

$120 Roundtrip, found 9 hours ago

$120

Roundtrip

found 9 hours ago

Select Spirit Airlines flight, departing Mon, Jul 21 from O'Hare Intl. to Orlando Intl., returning Mon, Jul 28, priced at $120 found 9 hours ago

Fri, Aug 8 - Mon, Aug 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$123 Roundtrip, found 3 days ago

$123

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Fri, Aug 8 from O'Hare Intl. to Orlando Intl., returning Mon, Aug 18, priced at $123 found 3 days ago

Sat, Oct 18 - Wed, Oct 22

ORD

O'Hare Intl.

MCO

Orlando Intl.

$124 Roundtrip, found 11 hours ago

$124

Roundtrip

found 11 hours ago

Select Spirit Airlines flight, departing Sat, Oct 18 from O'Hare Intl. to Orlando Intl., returning Wed, Oct 22, priced at $124 found 11 hours ago

Mon, Jul 28 - Mon, Aug 4

ORD

O'Hare Intl.

MCO

Orlando Intl.

$128 Roundtrip, found 6 days ago

$128

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Mon, Jul 28 from O'Hare Intl. to Orlando Intl., returning Mon, Aug 4, priced at $128 found 6 days ago

Wed, Oct 15 - Mon, Oct 20

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 11 hours ago

$130

Roundtrip

found 11 hours ago

Select Spirit Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Orlando Intl., returning Mon, Oct 20, priced at $130 found 11 hours ago

Tue, Aug 5 - Tue, Aug 12

ORD

O'Hare Intl.

MCO

Orlando Intl.

$133 Roundtrip, found 4 days ago

$133

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Tue, Aug 12, priced at $133 found 4 days ago

Sat, Oct 18 - Wed, Oct 22

ORD

O'Hare Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 11 hours ago

$157

Roundtrip

found 11 hours ago

Select United flight, departing Sat, Oct 18 from O'Hare Intl. to Orlando Intl., returning Wed, Oct 22, priced at $157 found 11 hours ago

Sat, Oct 18 - Wed, Oct 22

ORD

O'Hare Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 11 hours ago

$157

Roundtrip

found 11 hours ago

Select American Airlines flight, departing Sat, Oct 18 from O'Hare Intl. to Orlando Intl., returning Wed, Oct 22, priced at $157 found 11 hours ago

Sat, Aug 2 - Thu, Aug 7

ORD

O'Hare Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 4 days ago

$197

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Aug 2 from O'Hare Intl. to Orlando Intl., returning Thu, Aug 7, priced at $197 found 4 days ago

Sat, Oct 18 - Wed, Oct 22

ORD

O'Hare Intl.

MCO

Orlando Intl.

$217 Roundtrip, found 11 hours ago

$217

Roundtrip

found 11 hours ago

Select JetBlue Airways flight, departing Sat, Oct 18 from O'Hare Intl. to Orlando Intl., returning Wed, Oct 22, priced at $217 found 11 hours ago