Chicago to Orlando Flights (CHI-ORL) from $28

Selected fares from Chicago to Orlando

The cheapest prices found with in the last 7 days for return flights were $62 and $28 for one-way flights to Orlando for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, May 22 - Wed, May 29

MDW

Midway Intl.

MCO

Orlando Intl.

$62 Roundtrip, found 1 day ago

$62

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, May 22 from Midway Intl. to Orlando Intl., returning Wed, May 29, priced at $62 found 1 day ago

Tue, Jun 4 - Tue, Jun 4

ORD

O'Hare Intl.

MCO

Orlando Intl.

$63 Roundtrip, found 8 hours ago

$63

Roundtrip

found 8 hours ago

Select Frontier Airlines flight, departing Tue, Jun 4 from O'Hare Intl. to Orlando Intl., returning Tue, Jun 4, priced at $63 found 8 hours ago

Tue, May 21 - Wed, May 29

ORD

O'Hare Intl.

MCO

Orlando Intl.

$73 Roundtrip, found 3 hours ago

$73

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Tue, May 21 from O'Hare Intl. to Orlando Intl., returning Wed, May 29, priced at $73 found 3 hours ago