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, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$135 Roundtrip, found 5 days ago

$135

Roundtrip

found 5 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 5 days ago

Mon, Sep 29 - Fri, Oct 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$138 Roundtrip, found 4 days ago

$138

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Mon, Sep 29 from O'Hare Intl. to Orlando Intl., returning Fri, Oct 3, priced at $138 found 4 days ago

Wed, Aug 6 - Tue, Aug 12

ORD

O'Hare Intl.

MCO

Orlando Intl.

$140 Roundtrip, found 3 hours ago

$140

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to Orlando Intl., returning Tue, Aug 12, priced at $140 found 3 hours ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$145 Roundtrip, found 3 hours ago

$145

Roundtrip

found 3 hours ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $145 found 3 hours ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$159 Roundtrip, found 3 hours ago

$159

Roundtrip

found 3 hours ago

Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $159 found 3 hours ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$159 Roundtrip, found 3 hours ago

$159

Roundtrip

found 3 hours ago

Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $159 found 3 hours ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$160 Roundtrip, found 5 days ago

$160

Roundtrip

found 5 days ago

Select United flight, departing Sat, Aug 2 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 9, priced at $160 found 5 days ago

Wed, Jul 30 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$164 Roundtrip, found 5 days ago

$164

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Jul 30 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 9, priced at $164 found 5 days ago

Thu, Jul 31 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$165 Roundtrip, found 5 days ago

$165

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 9, priced at $165 found 5 days ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$168 Roundtrip, found 3 hours ago

$168

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $168 found 3 hours ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$169 Roundtrip, found 3 hours ago

$169

Roundtrip

found 3 hours ago

Select Frontier Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $169 found 3 hours ago

Tue, Aug 5 - Tue, Aug 12

ORD

O'Hare Intl.

MCO

Orlando Intl.

$170 Roundtrip, found 3 hours ago

$170

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Tue, Aug 12, priced at $170 found 3 hours ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$173 Roundtrip, found 5 days ago

$173

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Sat, Aug 2 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 9, priced at $173 found 5 days ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$175 Roundtrip, found 3 hours ago

$175

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 15, priced at $175 found 3 hours ago

Thu, Jul 31 - Fri, Aug 8

ORD

O'Hare Intl.

MCO

Orlando Intl.

$175 Roundtrip, found 5 days ago

$175

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Orlando Intl., returning Fri, Aug 8, priced at $175 found 5 days ago

Sat, Jun 28 - Thu, Jul 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$177 Roundtrip, found 6 days ago

$177

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Jun 28 from O'Hare Intl. to Orlando Intl., returning Thu, Jul 3, priced at $177 found 6 days ago

Sat, Jun 21 - Sat, Jun 28

ORD

O'Hare Intl.

MCO

Orlando Intl.

$178 Roundtrip, found 1 day ago

$178

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Jun 21 from O'Hare Intl. to Orlando Intl., returning Sat, Jun 28, priced at $178 found 1 day ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jul 26 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 2, priced at $197 found 1 day ago

Sat, Jun 28 - Thu, Jul 3

MDW

Midway Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 6 days ago

$197

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sat, Jun 28 from Midway Intl. to Orlando Intl., returning Thu, Jul 3, priced at $197 found 6 days ago

Tue, Jun 24 - Fri, Jul 4

ORD

O'Hare Intl.

MCO

Orlando Intl.

$363 Roundtrip, found 4 days ago

$363

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Tue, Jun 24 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 4, priced at $363 found 4 days ago