Find low fares on Southwest Airlines® flights to destinations in the Midwest.

Learn what all the fuss is about Midwest nice—see which destinations you can fly to in the Midwest region.

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Best Airline in the U.S. and North America & Best Economy and Low Cost Airline in North America.

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Visit the Midwest.

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.

Southwest Airlines destinations in the Midwest.

See what you’ll discover when you jet off on your travels with Southwest Airlines.

 
Detroit

Make your move to the Motor City with a flight to Detroit Metropolitan Wayne County Airport.

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Minneapolis/St. Paul

Industrial edge meets Midwestern charm in the lakefront loving, Mississippi River straddling, music filled Twin Cities.

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Indianapolis

See more than foothills and farmland when you visit Indianapolis, a city with equal parts bustle and easygoing Midwest mentality.

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Cleveland

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.

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Kansas City

Head to the City of Fountains for a jazzy Midwestern adventure in the Show Me State.

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Cincinnati

Fall in love with the Queen City, a 19th century boomtown on a 21st century rise.

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Milwaukee

Create new memories in Cream City with a flight to Milwaukee Mitchell International Airport.

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Des Moines

Visit this Central Iowa city and experience a fast expanding region brimming with Midwestern charm.

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Check out our Route Tool for a full list of Southwest® destinations in every region.
Travel Advisory

During the ongoing COVID-19 pandemic, the availability, health and safety procedures, operations, and schedules for local attractions are changing constantly. Please contact attractions directly for hours of operation, potential temperature screenings, and other possible health and safety procedures and restrictions. Visit our Coronavirus Travel Information page for information about potential restrictions on air travel.

Got flexible travel plans?

Use our Low Fare Calendar to find the cheapest flights available inside your travel window.

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Plan your trip to the Midwest.

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Rent a car.

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Book a hotel.

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Plan a vacation.

Southwest Vacations® offers tons of vacation packages with amazing travel deals.

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Why fly Southwest?

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Bags fly free®1

Your bags fly free, because nothing should be left behind. So pack up without paying up with our two free checked bags.

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No change fees2

Think your plans may change? Don’t sweat it. We don’t charge you fees to change your mind2.

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Gate to gate WiFi3

Surf the web from origin to destination with gate-to-gate WiFi on your flight. Bring your device, and for $8 the Internet will make time fly by on all our flights.

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Fly in comfort

Southwest seats give you up to a 31-inch pitch, 17-inch width, and 2-inch recline, which all adds up to a more comfortable flight.

100% free entertainment.

Boredom doesn’t fly with us. So on your flight, watch a movie3 for free. Just one way we make getting to your destination as nice as being there. Well...almost.

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Your trip comes with low fares and no hidden fees thanks to Transfarency®.

Southwest is bringing our low fares and no hidden fees with us. We want to make your trip special, so we’re taking everything you love about Southwest and bringing it all to your travels. Get everything Transfarency has to offer on your next trip, only with Southwest.

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Join Rapid Rewards, our award-winning frequent flyer program4.

Southwest Rapid Rewards lets you use your points on any flight, any day, any time, which means you can turn your points into a reward flight. Sign up and see why we’ve been named the best rewards program four years in a row4. Points that actually reward you with getaways, that’s Southwest Rapid Rewards.

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100% reward availability5.

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.

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No blackout dates.

If there’s a seat available on a Southwest flight, you can use your points. It’s that easy. So no matter when you want to get away, you can use your points to get you there. As long as we have a spot available on a flight, you can book it with your Southwest Rapid Rewards points.

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Your points don’t expire.

No matter when you earn them, they’ll be there for you to redeem on your flight to anywhere you want to go.

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Rapid Rewards. Rapid redemption.

You can earn points on flights and on everyday purchases with our partners, which makes getting to our destinations easy. And our reward flights are based on our low fares, so the lower the fare, the fewer points you have to use. It’s almost like we want you to have the trip of a lifetime.

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1First and second checked bags. Weight and size limits apply.

2Fare difference may apply.

3Download the Southwest® app to view movies and on-demand content. Inflight messaging only allows access to iMessage and WhatsApp. Apps must be downloaded before the flight. Internet access for $8 a day per device on WiFi-enabled aircraft. Price is subject to change. May not be available for the full duration of flight. Prohibits access to high-bandwidth applications and websites, including Netflix, HBO GO® and VoIP, along with certain obscene/offensive content.

42016-2019 Freddie Awards.

5As reported in the CarTrawler Reward Seat Availability Survey, May 16, 2019, and Switchfly Reward Seat Availability Surveys 2010 – 2019, at IdeaWorksCompany.com.