Southwest® flights from Chicago (Midway) to Tampa from $47
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Low fares from Chicago (Midway) to Tampa
$
Chicago (Midway) (MDW)to
Tampa (TPA)
Depart: 01/20/2026
One-way
Basic
From
$47
Seen: 1 hour ago
Chicago (Midway) (MDW)to
Tampa (TPA)
Depart: 01/21/2026
One-way
Basic
From
$47
Seen: 57 minutes ago
Chicago (Midway) (MDW)to
Tampa (TPA)
Depart: 02/09/2026
One-way
Basic
From
$60
Seen: 43 minutes ago
Chicago (Midway) (MDW)to
Tampa (TPA)
Depart: 01/21/2026
One-way
Choice
From
$64
Seen: 57 minutes ago
Chicago (Midway) (MDW)to
Tampa (TPA)
Depart: 01/20/2026
One-way
Choice
From
$64
Seen: 1 hour ago
Chicago (Midway) (MDW)to
Tampa (TPA)
Depart: 02/21/2026
One-way
Basic
From
$73
Seen: 1 hour ago
Explore flights from Chicago (Midway) to Tampa
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Travel tips for your next Southwest flight
How to board the plane earlier on open seating flights departing on or before January 26, 2026:
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
- Purchase EarlyBird Check-In®1 for automatic check-in and a better boarding position.
- Purchase Upgraded Boarding2 to get an A1-A15 boarding position (depending on availability).
- Purchase a Business Select® fare or upgrade to Business Select to get a guaranteed A1-A15 boarding position.
Enjoy movies, sips, and snacks during your flight.
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Make the most of our Rapid Rewards® Program.
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
Flight Details
Departing from:
Chicago Midway International Airport
Arriving at:
Tampa International Airport
Average flight time:
2 hours 30 minutes
Distance:
997 miles
Route Information
156† Weekly flights
- 3‡ Nonstop flights per day Monday through Friday
- 3‡ Nonstop flights on Saturday
- 4‡ Nonstop flights on Sunday
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Explore Tampa
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.
Questions we hear the most
The average flight time from Chicago (Midway) to Tampa is 2 hours 30 minutes.
There are 156 weekly flights from Chicago (Midway) to Tampa on Southwest Airlines.
Yes, Southwest flies nonstop from Chicago (Midway) to Tampa 3 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Chicago (Midway) to Tampa 3 times per day on Saturdays and 4 times per day on Sundays.
To find the lowest fares by day and time to fly Chicago (Midway) to Tampa with Southwest, check out our Low Fare Calendar.
You can rent a car at Tampa International Airport book yours with your flight.
Yes! Flights from Chicago (Midway) to Tampa—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.
Explore Flights from Other Popular Origins
Popular Flights from Chicago (Midway)
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
3Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
4Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
5Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
6Internet 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.
7Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.