Southwest® flights from Chicago (Midway) to Tampa from $69

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Low fares from Chicago (Midway) to Tampa

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Chicago (Midway) (MDW)to

Tampa (TPA)
Depart: 03/07/2026

One-way

Basic

From
$69
Seen: 3 hrs ago

Chicago (Midway) (MDW)to

Tampa (TPA)
Depart: 04/04/2026

One-way

Basic

From
$69
Seen: 3 hrs ago

Chicago (Midway) (MDW)to

Tampa (TPA)
Depart: 03/03/2026

One-way

Basic

From
$79
Seen: 12 hrs ago

Chicago (Midway) (MDW)to

Tampa (TPA)
Depart: 03/10/2026

One-way

Choice

From
$79
Seen: 8 hrs ago

Chicago (Midway) (MDW)to

Tampa (TPA)
Depart: 03/10/2026

One-way

Basic

From
$79
Seen: 5 hrs ago

Chicago (Midway) (MDW)to

Tampa (TPA)
Depart: 02/28/2026

One-way

Basic

From
$81
Seen: 1 hour ago
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Explore flights from Chicago (Midway) to Tampa

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.

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