Southwest® flights from Chicago (Midway) to Tampa from $105

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.