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.
*Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com. Restrictions and exclusions apply. Seats and dates 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.
Got flexible travel plans?
Use our Low Fare Calendar to find the lowest fares on flights available inside your travel window.
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.