5 days in Indiana, Illinois & Wisconsin Itinerary

5 days in Indiana, Illinois & Wisconsin Itinerary

Created using Inspirock United States attractions planner
Make it your trip
— 1 day
— 3 nights
Wisconsin Dells
— 1 night


Indianapolis — 1 day

Circle City

Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
On the 27th (Wed), test your problem-solving skills at popular escape rooms, have fun and explore at Children's Museum of Indianapolis, and then contemplate the waterfront views at Sodalis Nature Park.

For more things to do, where to stay, photos, and other tourist information, read Indianapolis route planning website.

Use the Route module to find travel options from your starting location to Indianapolis. Expect a daytime high around 83°F in July, and nighttime lows around 65°F. Wrap up your sightseeing on the 27th (Wed) to allow time to fly to Chicago.
Trails · Parks · Nature · Outdoors
Side Trip
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Chicago — 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll visit kid-friendly attractions like The Art Institute of Chicago and Boat Tours & Water Sports. The adventure continues: engage your brain at Museum of Science and Industry, learn about wildlife with up-close encounters at Lincoln Park Zoo, take in panoramic vistas at Skydeck Chicago - Willis Tower, and make a trip to Buckingham Fountain.

To find ratings, more things to do, other places to visit, and more tourist information, refer to the Chicago travel planner.

Traveling by flight from Indianapolis to Chicago takes 2.5 hours. Alternatively, you can drive; or take a bus. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. In July, plan for daily highs up to 83°F, and evening lows to 67°F. Finish your sightseeing early on the 30th (Sat) so you can drive to Wisconsin Dells.
Parks · Zoos & Aquariums · Museums · Childrens Museums
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Wisconsin Dells — 1 night

Waterpark Capital of the World

Named after a nearby scenic gorge famous for its steep sandstone formations, Wisconsin Dells features more than 20 water parks, making it one of the most popular vacation areas in this region.
On the 31st (Sun), kick your exploration up a notch at some of the top local zipline courses and adventure parks, then cool off at Noah's Ark Water Park, and then examine the collection at Al. Ringling Mansion.

For where to stay, reviews, photos, and other tourist information, you can read our Wisconsin Dells trip planner.

You can drive from Chicago to Wisconsin Dells in 3 hours. Other options are to take a train; or do a combination of flight and train. Traveling from Chicago in July, expect a bit cooler with lows of 59°F in Wisconsin Dells. Finish your sightseeing early on the 31st (Sun) so you can drive back home.
Tours · Adventure · Theme Parks · Outdoors
Side Trip
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Indiana travel guide

The Hoosier State
With an extensive history of motorsports, Indiana's main claim to fame is the popular automobile race held each year in its capital city. A mostly rural state, Indiana is a land of till plains and lakes, its appearance a result of traces left behind by receding glaciers. The central section of the state, mostly flat with some rolling hills, contains some of the country's most fertile farmland. The state also contains almost 39,000 km (24,000 mi) of waterways, including the Wabash River, the longest free-flowing river east of the Mississippi. For a genuine "Hoosier" experience, tour the state's slow-paced small towns, noted for their hospitality and outstanding local cuisine. You'll remember the warmth and charm long after your vacation is over.

Illinois travel guide

Observation Decks · Parks · Art Museums
The Prairie State
The most populous state in the country's Midwest region, Illinois features a diverse landscape that includes both the enormous urban sprawl of Chicago and flat central plains, devoted almost entirely to farmland. With a great selection of things to do, Chicago is the state's centerpiece, featuring world-famous architecture and renowned museums. Farther away from this giant urban center, you can explore historical landmarks dedicated to local heroes Abraham Lincoln and Ernest Hemingway. The state also includes a prehistoric Native American site, one of only 20 World Heritage Sites in the United States, a unique feature well-worth adding to your itinerary.

Wisconsin travel guide

The Badger State
Wisconsin is known as "America's Dairyland" because of its status as the nation's most famous producer of milk and cheese. A growing favorite with foreign tourists, the state is a perfect holiday destination for nature lovers, offering year-round outdoor activities like fishing, boating, kayaking, and hiking. Dotted with thousands of inland lakes and waterways alongside apple and cherry orchards, Wisconsin also offers numerous urban tourist attractions, its cities hosting renowned beer and art festivals each year.