$89 Cheap Southwest Airlines flights Orlando (MCO) to Chicago (MDW)

$89 Cheap Southwest Airlines flights Orlando (MCO) to Chicago (MDW)

Prices were available within the past 7 days and start at $89 for one-way flights and $126 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Oct 1 - Sun, Oct 5

MCO

Orlando

MDW

Chicago

$126 Roundtrip, found 19 hours ago

$126

Roundtrip

found 19 hours ago

Select Southwest Airlines flight, departing Wed, Oct 1 from Orlando to Chicago, returning Sun, Oct 5, priced at $126 found 19 hours ago

Wed, Oct 1 - Tue, Oct 7

MCO

Orlando

MDW

Chicago

$157 Roundtrip, found 17 hours ago

$157

Roundtrip

found 17 hours ago

Select Southwest Airlines flight, departing Wed, Oct 1 from Orlando to Chicago, returning Tue, Oct 7, priced at $157 found 17 hours ago