PEN265 Cheap Southwest Airlines flights Orlando (MCO) to Chicago (MDW)

PEN265 Cheap Southwest Airlines flights Orlando (MCO) to Chicago (MDW)

Prices were available within the past 7 days and start at PEN265 for one-way flights and PEN345 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jan 7 - Sun, Jan 11

MCO

Orlando

MDW

Chicago

PEN345 Roundtrip, just found

PEN345

Roundtrip

just found

Select Southwest Airlines flight, departing Wed, Jan 7 from Orlando to Chicago, returning Sun, Jan 11, priced at PEN345 just found

Wed, Jan 14 - Sun, Jan 18

MCO

Orlando

MDW

Chicago

PEN362 Roundtrip, just found

PEN362

Roundtrip

just found

Select Southwest Airlines flight, departing Wed, Jan 14 from Orlando to Chicago, returning Sun, Jan 18, priced at PEN362 just found

Thu, Jan 8 - Sun, Jan 11

MCO

Orlando

MDW

Chicago

PEN382 Roundtrip, found 1 hour ago

PEN382

Roundtrip

found 1 hour ago

Select Southwest Airlines flight, departing Thu, Jan 8 from Orlando to Chicago, returning Sun, Jan 11, priced at PEN382 found 1 hour ago

Wed, Feb 11 - Fri, Feb 13

MCO

Orlando

MDW

Chicago

PEN485 Roundtrip, found 3 days ago

PEN485

Roundtrip

found 3 days ago

Select Southwest Airlines flight, departing Wed, Feb 11 from Orlando to Chicago, returning Fri, Feb 13, priced at PEN485 found 3 days ago