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.

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$130 Roundtrip, found 18 hours ago

$130

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $130 found 18 hours ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$135 Roundtrip, found 6 days ago

$135

Roundtrip

found 6 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 6 days ago

Mon, Sep 29 - Fri, Oct 3

ORD

O'Hare Intl.

MCO

Orlando Intl.

$138 Roundtrip, found 5 days ago

$138

Roundtrip

found 5 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 5 days ago

Fri, Jul 11 - Tue, Jul 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$140 Roundtrip, found 18 hours ago

$140

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Orlando Intl., returning Tue, Jul 15, priced at $140 found 18 hours ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$145 Roundtrip, found 18 hours ago

$145

Roundtrip

found 18 hours ago

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

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$149 Roundtrip, found 18 hours ago

$149

Roundtrip

found 18 hours ago

Select Frontier Airlines flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $149 found 18 hours ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$155 Roundtrip, found 18 hours ago

$155

Roundtrip

found 18 hours ago

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

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$159 Roundtrip, found 18 hours ago

$159

Roundtrip

found 18 hours ago

Select United flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $159 found 18 hours ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$159 Roundtrip, found 23 hours ago

$159

Roundtrip

found 23 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 23 hours ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$160 Roundtrip, found 6 days ago

$160

Roundtrip

found 6 days ago

Select United flight, departing Sat, Aug 2 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 9, priced at $160 found 6 days ago

Wed, Jul 30 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$164 Roundtrip, found 6 days ago

$164

Roundtrip

found 6 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 6 days ago

Thu, Jul 31 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$165 Roundtrip, found 6 days ago

$165

Roundtrip

found 6 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 6 days ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$168 Roundtrip, found 18 hours ago

$168

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Mon, Jul 14 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 18, priced at $168 found 18 hours ago

Mon, Jul 14 - Fri, Jul 18

ORD

O'Hare Intl.

MCO

Orlando Intl.

$169 Roundtrip, found 18 hours ago

$169

Roundtrip

found 18 hours ago

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

Fri, Jul 11 - Thu, Jul 17

ORD

O'Hare Intl.

MCO

Orlando Intl.

$170 Roundtrip, found 18 hours ago

$170

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Orlando Intl., returning Thu, Jul 17, priced at $170 found 18 hours ago

Sat, Aug 2 - Sat, Aug 9

ORD

O'Hare Intl.

MCO

Orlando Intl.

$173 Roundtrip, found 6 days ago

$173

Roundtrip

found 6 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 6 days ago

Tue, Aug 5 - Fri, Aug 15

ORD

O'Hare Intl.

MCO

Orlando Intl.

$175 Roundtrip, found 23 hours ago

$175

Roundtrip

found 23 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 23 hours ago

Sat, Jul 26 - Sat, Aug 2

ORD

O'Hare Intl.

MCO

Orlando Intl.

$197 Roundtrip, found 2 days ago

$197

Roundtrip

found 2 days ago

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

Thu, Jul 17 - Sun, Jul 20

MDW

Midway Intl.

MCO

Orlando Intl.

$199 Roundtrip, found 6 days ago

$199

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Jul 17 from Midway Intl. to Orlando Intl., returning Sun, Jul 20, priced at $199 found 6 days ago

Tue, Jun 24 - Fri, Jul 4

ORD

O'Hare Intl.

MCO

Orlando Intl.

$363 Roundtrip, found 5 days ago

$363

Roundtrip

found 5 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 5 days ago