Indulge in some lakeside living with a getaway to this resilient, rapidly growing Middle West stalwart that’s chock full of culture, cuisine, and Forest City charm.
See how nice the Midwest can be—explore everywhere Southwest® flies in the region and start planning to check off some of your bucket list trips. Whether you crave the hustle and bustle of a world-class city with a skyscraper-packed skyline or a sleepy town tucked away in the middle of nowhere, there’s something for every kind of traveler to find in the Midwest.
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Chicago (O'Hare)
See why the Second City is second to none when you start your adventure in Chicago with service to Chicago O'Hare International Airport or Chicago Midway International Airport.
You can use your points to book any seat, on any flight, no exceptions. Any day, any time, any flight, your points are ready to take you to where you want to go.
Your points don’t expire.
You can earn points on flights and on everyday purchases with our partners, which makes getting to your destination easy. No matter when, or where, you earn them, your points won’t expire.
