Take a break from the breeze off Lake Michigan in Chicago. Instead, enjoy the Florida Gulf breeze in Tampa when you fly from Chicago Midway International Airport to Tampa International Airport with Southwest Airlines®. Book with confidence when you fly with Southwest®, no matter if you’re traveling for business, fun, or family. Have flexible travel dates? Search for your Chicago (Midway) flights with our Low Fare Calendar and discover all the ways to save. Explore Southwest Vacations® to find package deals on flights, hotels, rental cars, and more.
Check out Chicago (Midway) to Tampa flights and book yours now!
Chicago (Midway), IL to Tampa, FL
departing on 4/23
one-way starting at*$105
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 28 travel days available.
|Departing from||Chicago Midway International Airport (MDW)|
|Arriving at||Tampa International Airport (TPA)|
|Average flight time||2 hours 31 minutes|
|5‡||Nonstop flights per day Monday through Friday|
|7‡||Nonstop flights on Saturday|
|5‡||Nonstop flights on Sunday|
Other popular flights from Chicago (Midway):View our interactive map
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 3/1/2023 and 3/31/2023. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 3/1/2023 and 3/31/2023.
Discover how much more there is to Tampa than its world-renowned beaches. Explore this western Florida city filled with cultural, historical, and natural charm. After you land, getting around Tampa is a breeze—hop on the Hillsborough Area Regional Transit (HART) or Pinellas Suncoast Transit Authority (PSTA) bus, or hail a cab. Explore numerous attractions in downtown Tampa, including the Tampa Museum of Modern Art, a museum that is home to one of the largest Greek and Roman antiquities collections in the southeastern portion of the U.S.
History buffs should check out the American Victory Ship Mariners Museum, a unique attraction containing one of only four operational World War II ships in the U.S. For fans of the outdoors, there’s a pirate-themed water taxi along Tampa’s Riverwalk, Davis Island, and Channel District. Listen to the entertaining historical narration along your tour and get discounts at bars, restaurants, and more with your Pirate Water Taxi wristband. Just outside downtown Tampa is a 16,000-acre wildlife preserve known as Canoe Escape. Immerse yourself in serene natural surroundings and take a self-guided downstream trip on the Hillsborough River.
If you’re a shopper, explore the charm of the gorgeous Hyde Park historical district, full of picturesque tree-lined streets, numerous boutiques, and top national clothing brand brick-and-mortar locations. Sample Tampa’s diverse cuisine, which includes authentic and modern Cuban-style restaurants, waterfront bistros with fresh, succulent seafood, and various bars at which to continue the party into the night.
No matter if you’re traveling to Tampa for business or fun, you’ll find a variety of ways to explore this incredible city and make your trip truly unforgettable. Hop on the next Southwest flight and go explore!
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.
Arrive just six miles west of downtown Tampa and start your Florida adventure.
At Southwest, we know it takes more than great deals on Tampa 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 Tampa the best it can be. Learn more about the Southwest® travel experience before you book your flight from Chicago Midway International Airport to Tampa 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 Tampa, 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.