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.

Thu, Jul 10 - Sun, Jul 13

ORD

O'Hare Intl.

MCO

Orlando Intl.

$120 Roundtrip, found 1 day ago

$120

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jul 10 from O'Hare Intl. to Orlando Intl., returning Sun, Jul 13, priced at $120 found 1 day ago

Fri, Jul 11 - Fri, Jul 11

ORD

O'Hare Intl.

MCO

Orlando Intl.

$125 Roundtrip, found 1 day ago

$125

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 11, priced at $125 found 1 day ago

Mon, Jul 7 - Thu, Jul 10

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 1 day ago

$130

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Jul 7 from O'Hare Intl. to Orlando Intl., returning Thu, Jul 10, priced at $130 found 1 day ago

Thu, Jul 10 - Sun, Jul 13

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, Jul 10 from O'Hare Intl. to Orlando Intl., returning Sun, Jul 13, priced at $140 found 1 day ago

Sat, Sep 20 - Sat, Sep 27

ORD

O'Hare Intl.

MCO

Orlando Intl.

$144 Roundtrip, found 3 days ago

$144

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 27, priced at $144 found 3 days ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$145 Roundtrip, found 4 days ago

$145

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $145 found 4 days ago

Sat, Sep 20 - Sat, Sep 27

ORD

O'Hare Intl.

MCO

Orlando Intl.

$149 Roundtrip, found 3 days ago

$149

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 27, priced at $149 found 3 days ago

Sun, Jul 13 - Tue, Jul 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$150 Roundtrip, found 1 day ago

$150

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Jul 13 from O'Hare Intl. to Orlando Intl., returning Tue, Jul 15, priced at $150 found 1 day ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$155 Roundtrip, found 4 days ago

$155

Roundtrip

found 4 days ago

Select United flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $155 found 4 days ago

Sat, Sep 20 - Sat, Sep 27

ORD

O'Hare Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 3 days ago

$157

Roundtrip

found 3 days ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 27, priced at $157 found 3 days ago

Sat, Sep 20 - Sat, Sep 27

ORD

O'Hare Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 3 days ago

$157

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 27, priced at $157 found 3 days ago

Thu, Jul 10 - Sun, Jul 13

ORD

O'Hare Intl.

MCO

Orlando Intl.

$158 Roundtrip, found 1 day ago

$158

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jul 10 from O'Hare Intl. to Orlando Intl., returning Sun, Jul 13, priced at $158 found 1 day ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$159 Roundtrip, found 4 days ago

$159

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $159 found 4 days ago

Thu, Jul 10 - Sun, Jul 13

ORD

O'Hare Intl.

MCO

Orlando Intl.

$164 Roundtrip, found 1 day ago

$164

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jul 10 from O'Hare Intl. to Orlando Intl., returning Sun, Jul 13, priced at $164 found 1 day ago

Sat, Sep 20 - Sat, Sep 27

ORD

O'Hare Intl.

MCO

Orlando Intl.

$168 Roundtrip, found 3 days ago

$168

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 27, priced at $168 found 3 days ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$169 Roundtrip, found 4 days ago

$169

Roundtrip

found 4 days ago

Select United flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $169 found 4 days ago

Sat, Sep 20 - Sat, Sep 27

ORD

O'Hare Intl.

MCO

Orlando Intl.

$170 Roundtrip, found 3 days ago

$170

Roundtrip

found 3 days ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to Orlando Intl., returning Sat, Sep 27, priced at $170 found 3 days ago

Tue, Oct 14 - Tue, Oct 21

MDW

Midway Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Oct 14 from Midway Intl. to Orlando Intl., returning Tue, Oct 21, priced at $197 found 1 day ago

Mon, Jul 21 - Thu, Jul 24

ORD

O'Hare Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 3 days ago

$197

Roundtrip

found 3 days ago

Select Delta flight, departing Mon, Jul 21 from O'Hare Intl. to Orlando Intl., returning Thu, Jul 24, priced at $197 found 3 days ago

Fri, Dec 5 - Thu, Dec 11

ORD

O'Hare Intl.

MCO

Orlando Intl.

$217 Roundtrip, found 23 hours ago

$217

Roundtrip

found 23 hours ago

Select JetBlue Airways flight, departing Fri, Dec 5 from O'Hare Intl. to Orlando Intl., returning Thu, Dec 11, priced at $217 found 23 hours ago