Orlando to Chicago Flights (ORL-CHI) from $35

Selected fares from Orlando to Chicago

The cheapest prices found with in the last 7 days for return flights were $79 and $35 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jun 4 - Tue, Jun 11

MCO

Orlando Intl.

ORD

O'Hare Intl.

$79 Roundtrip, found 12 hours ago

$79

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Tue, Jun 4 from Orlando Intl. to O'Hare Intl., returning Tue, Jun 11, priced at $79 found 12 hours ago

Wed, Jul 10 - Wed, Jul 24

MCO

Orlando Intl.

ORD

O'Hare Intl.

$83 Roundtrip, found 4 days ago

$83

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Wed, Jul 10 from Orlando Intl. to O'Hare Intl., returning Wed, Jul 24, priced at $83 found 4 days ago

Thu, Aug 8 - Thu, Aug 15

MCO

Orlando Intl.

MDW

Midway Intl.

$86 Roundtrip, found 4 days ago

$86

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Aug 8 from Orlando Intl. to Midway Intl., returning Thu, Aug 15, priced at $86 found 4 days ago