Wave goodbye to the Windy City and set your sights on the Gulf Coast with a Southwest Airlines flight from Midway to Sarasota/Bradenton. Find low fares from Chicago Midway International Airport to Sarasota-Bradenton International Airport for your next Florida getaway. Have flexible travel dates? Explore our Low Fare Calendar to find the lowest available fares inside your travel window. Make the most of your reservation with great package deals on flights, hotels, rental cars, and more from Southwest Vacations®.
Trade the shores of Lake Michigan for warmer waters with a sun-drenched trip to Sarasota/Bradenton.
Chicago (Midway), IL to Sarasota/Bradenton, FL
departing on 1/21
one-way starting at*$142
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 71 travel days available.
|Departing from||Chicago Midway International Airport (MDW)|
|Arriving at||Sarasota-Bradenton International Airport (SRQ)|
|Average flight time||2 hours 36 minutes|
|1‡||Nonstop flight per day Monday through Friday|
|1‡||Nonstop flight on Saturday|
|1‡||Nonstop flight on Sunday|
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 12/1/2023 and 12/31/2023. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 12/1/2023 and 12/31/2023.
Sandy beaches? Check. World-class museums? Check. Fresh seafood and waterfront dining? You got it! Sarasota and nearby Bradenton are great destinations for every kind of traveler, whether you’re looking for a fast-paced cultural tour or a few peaceful moments laying out in the sun. Start your visit to Florida’s Gulf Coast at Siesta Key Beach, a picture-perfect family beach with some of the softest sand around. And that’s not an empty claim, either—Siesta Key Beach’s sand is mostly made up of quartz, in contrast to most other beaches that have sand derived from pulverized coral. Have fun in the sun and take advantage of the tennis courts and volleyball nets or lay out a towel and catch up on some reading.
When you’re ready for a break from the sun, head over to one of the many museums and cultural institutions that Sarasota and Bradenton have to offer. Learn something new about automotive history at the Sarasota Classic Car Museum full of nostalgic, famous rides. If you’re curious about Sarasota’s wildlife, make your way to the Mote Marine Laboratory & Aquarium. At this public aquarium that doubles as a research center, visitors can get up close to seahorses, sharks, colorful fish, stingrays, sea turtles, and more reef animals.
Getting out on a hike or taking a boat ride is another Sarasota/Bradenton experience that should not be missed. Grab your life vest and take a kayak through the mangrove tunnels, a type of tree that is native to Florida’s subtropical marshy wetlands. There will be plenty of birds to keep you company on your journey, including osprey, wood storks, pelicans, and—if you’re lucky—you might even spot a bald eagle. For a chance to encounter bigger animals, check out the Big Cat Habitat and Gulf Coast Sanctuary. Camels, bears, tigers, monkeys, and more rescued rare species are cared for and rehabilitated here in addition to domestic animals like goats and donkeys. Round out your flora-and-fauna immersion at Lake Manatee State Park, a 556-acre area that’s also open for swimming, boating, fishing, and camping.
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
Whether you're headed to Sarasota or nearby Bradenton, it's easy to get on your way when you fly into Sarasota-Bradenton International Airport.
At Southwest, we know it takes more than great deals on Sarasota/Bradenton airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Chicago (Midway) to Sarasota/Bradenton the best it can be. Learn more about the Southwest® travel experience before you book your flight from Chicago Midway International Airport to Sarasota-Bradenton International Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to Sarasota/Bradenton, know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
3Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.
4Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full details here.
5Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
6Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.