5 days in Chicago & Tampa Itinerary

5 days in Chicago & Tampa Itinerary

Created using Inspirock United States itinerary builder

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Chicago
— 2 nights
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Tampa
— 2 nights
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Chicago

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, nightlife, and parks. Your trip includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, ponder the design of Buckingham Fountain, stroll around Millennium Park, and get to know the resident critters at Lincoln Park Zoo.

For reviews, where to stay, traveler tips, and other tourist information, read our Chicago tour planner.

New York City to Chicago is an approximately 4-hour flight. You can also drive; or take a bus. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. Expect little chillier evenings in Chicago when traveling from New York City in April, with lows around 40°F. Wrap up your sightseeing on the 9th (Fri) early enough to fly to Tampa.

Things to do in Chicago

Museums · Childrens Museums · Parks · Zoos & Aquariums
Find places to stay Apr 7 — 9:

Tampa

— 2 nights

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.
Start off your visit on the 10th (Sat): admire the masterpieces at Imagine Museum, do a tasting at Murielle Winery, and then cast your line with a fishing tour. Get ready for a full day of sightseeing on the next day: get in on the family fun at Busch Gardens Tampa Bay.

To find photos, traveler tips, more things to do, and other tourist information, go to the Tampa trip planning app.

Getting from Chicago to Tampa by flight takes about 4 hours. Other options: drive; or do a combination of bus and subway. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to Tampa. Prepare for much warmer weather when traveling from Chicago in April: high temperatures in Tampa hover around 85°F and lows are around 67°F. Finish your sightseeing early on the 11th (Sun) so you can fly back home.

Things to do in Tampa

Theme Parks · Tours · Wildlife · Outdoors

Side Trips

Find places to stay Apr 9 — 11: