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Find low fares on Southwest Airlines® flights from or within the Midwest.
Explore regions that are just as welcoming as the Midwest and plan a trip departing from your local airport served by Southwest®.
Your wanderlust is calling—answer by winging away from your Midwest homestead on a Southwest flight toward your next adventure. We proudly serve several Midwestern metropolises, making it easy to choose your next bucket list destination. Whether you want to trade the Great Lakes for one of the coasts, the plains’ flats for mountains and valleys, or simply yearn to unplug from your day-to-day, explore everywhere you can escape to from your local airport.
Featured destination.
Orlando
Experience otherworldly theme parks or enjoy the down-to-earth vibes in this Central Florida city that’s the perfect steppingstone for once-in-a-lifetime day trips.
Points bookings do not include taxes, fees, and other government/airport charges of at least $5.60 per one-way flight.
Seats and days are limited. Fares may vary by destination, flight, and day of week and won't be available on some flights that operate during very busy travel times and holiday periods.
Fares may be combined with other Southwest Airlines® combinable fares. If combining with other fares, the most restrictive fare's rules apply.
Fares are nonrefundable but may be applied toward future travel on Southwest Airlines®, as long as reservations are canceled at least ten minutes prior to the scheduled departure. Failure to cancel prior to departure will result in forfeiture of remaining funds on the reservation.
Any change in itinerary may result in an increase in fare. Standby travel may require an upgrade to the Anytime fare depending on Rapid Rewards® tier status.
Fares are subject to change until ticketed.
Offer applies only to published, scheduled service.
Got flexible travel plans?
Use our Low Fare Calendar to find the lowest fares on flights available inside your travel window.
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 COVID-19 Travel Information page for information about potential restrictions on air travel.
Your trip comes with low fares and no hidden fees. That's Transfarency®.
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.
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.
1Available only on WiFi-enabled aircraft. Limited-time offer. Where available.
2Internet access for $8 a day per device on WiFi-enabled aircraft. Price is subject to change. May not be available full duration of flight. In order to provide a top-notch WiFi experience, we prohibit access to certain high-bandwidth applications and websites, including Netflix, HBO GO® and VoIP. We also prohibit access to certain obscene or offensive content.
3First and second checked bags. Weight and size limits apply.
4Fare difference may apply.
5Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.
