15 days in Tampa & Chicago Itinerary

15 days in Tampa & Chicago Itinerary

Created using Inspirock United States planner

Plan created by another user. Make it yours
1
Tampa
— 8 nights
Fly
2
Chicago
— 6 nights
Fly

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8
nights
Tampa

Big Guava

Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
You'll explore and learn at Museum of Fine Arts and Henry B. Plant Museum. Popular historic sites such as Marie Selby Botanical Gardens and Sacred Heart Catholic Church are in your itinerary. Get out of town with these interesting Tampa side-trips: Treasure Island Beach (in Treasure Island), St. Petersburg (Craftsman House Gallery & Jon Hair Monumental Sculpture) and St. Pete Beach (Saint Pete Beach & Pass-a-Grille). Spend the 6th (Fri) exploring nature at De Soto National Memorial. There's lots more to do: snap pictures at Sunshine Skyway Bridge, take a tour by water with Boat Tours & Water Sports, try your luck at Seminole Hard Rock Casino Tampa, and get to know the fascinating history of Beach Walk.

For photos, more things to do, ratings, and other tourist information, you can read our Tampa driving holiday planner.

The Route module shows you all the different ways you can get to Tampa. November in Tampa sees daily highs of 80°F and lows of 62°F at night. Wrap up your sightseeing on the 12th (Thu) to allow time to travel to Chicago.

Things to do in Tampa

Parks · Outdoors · Historic Sites · Museums

Side Trips

6
nights
Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Deepen your sense of the past at sights like Chicago Riverwalk and Basilica of the Sacred Heart. Discover out-of-the-way places like Field Museum and The Loop. Explore Chicago's surroundings by going to South Bend (University of Notre Dame, Grotto of Our Lady Lourdes, &more). Next up on the itinerary: contemplate in the serene atmosphere at Holy Name Cathedral, indulge in some culinary diversions at a local gastronomic tour, grab your bike and head to Lakefront Trail, and admire the masterpieces at Richard H. Driehaus Museum.

To see ratings, maps, where to stay, and more tourist information, you can read our Chicago trip maker.

You can fly from Tampa to Chicago in 5.5 hours. Alternatively, you can drive; or do a combination of bus and subway. You'll gain 1 hour traveling from Tampa to Chicago due to the time zone difference. Plan for cooler temperatures traveling from Tampa in November, with highs in Chicago at 50°F and lows at 35°F. Cap off your sightseeing on the 18th (Wed) early enough to travel back home.

Things to do in Chicago

Historic Sites · Museums · Tours · Parks

Side Trip