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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®.
Best Airline in the U.S. and North America & Best Economy Class and Low Cost Airline in North America.
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.
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.
Now serving.
Sarasota/Bradenton
Get the best of both worlds with urban amenities among a small-town way of life.
The hustle and bustle of the City of the Big Shoulders awaits. Enjoy a world class city filled with Midwest nice people—start your Chicagoland adventure.
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.
Your bags fly free, because nothing should be left behind. So pack up without paying up with our two free checked bags.
No change fees2
Think your plans may change? Don’t sweat it. We don’t charge you fees to change your mind2.
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.
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.
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.
Southwest Rapid Rewards lets you use your points on any flight you choose. No restrictions. Sign up and see why it’s been named the best rewards program five years running4.
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.
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.
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.
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.
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.
42016-2020 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.
