7 days in Chicago, Wisconsin & Michigan Itinerary

7 days in Chicago, Wisconsin & Michigan Itinerary

Created using Inspirock United States trip itinerary builder

Make it your trip
— 3 nights
Wisconsin Dells
— 1 night
— 2 nights



— 3 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, parks, and nightlife. Your trip includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, get curious at Field Museum, enjoy breathtaking views from Skydeck Chicago - Willis Tower, and admire the striking features of 360 Chicago Observation Deck.

To see where to stay, maps, and other tourist information, you can read our Chicago planning tool.

Tamiami to Chicago is an approximately 8.5-hour flight. You can also drive. You'll gain 1 hour traveling from Tamiami to Chicago due to the time zone difference. Prepare for a bit cooler weather when traveling from Tamiami in July: high temperatures in Chicago hover around 83°F and lows are around 67°F. Finish your sightseeing early on the 8th (Thu) to allow enough time to drive to Wisconsin Dells.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums
Find places to stay Jul 5 — 8:

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.
Start off your visit on the 9th (Fri): cool off at Noah's Ark Water Park, whizz through the canopy at some of the top local zipline courses and adventure parks, and then get some thrills on the water with a speed boat tour.

For photos, traveler tips, maps, and tourist information, refer to the Wisconsin Dells holiday builder site.

Drive from Chicago to Wisconsin Dells in 3 hours. Alternatively, you can take a train; or do a combination of flight and train. Expect a bit cooler evenings in Wisconsin Dells when traveling from Chicago in July, with lows around 59°F. Finish up your sightseeing early on the 9th (Fri) so you can catch the flight to Detroit.

Things to do in Wisconsin Dells

Tours · Outdoors · Adventure · Theme Parks
Find places to stay Jul 8 — 9:


— 2 nights

The Motor City

Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
Start off your visit on the 10th (Sat): examine the collection at Greenfield Village, then examine the collection at The Henry Ford, and then admire the masterpieces at Detroit Institute of Arts. Keep things going the next day: contemplate the long history of The Ford Piquette Avenue Plant and then get outside with Miami Beach.

For photos, more things to do, other places to visit, and tourist information, go to the Detroit trip planner.

Fly from Wisconsin Dells to Detroit in 3 hours. Alternatively, you can do a combination of train and flight; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Wisconsin Dells to Detroit. Expect a bit warmer evenings in Detroit when traveling from Wisconsin Dells in July, with lows around 65°F. Cap off your sightseeing on the 11th (Sun) early enough to travel back home.

Things to do in Detroit

Museums · Historic Sites · Outdoors

Side Trip

Find places to stay Jul 9 — 11:

Wisconsin travel guide

Specialty Museums · Water Parks · Zoos
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.

Michigan travel guide

Specialty Museums · Gift & Specialty Shops · State Parks
Great Lakes State
A state inextricably tied to its waterways, Michigan does water activities better than almost any other place in the country. Things to do in the state include numerous opportunities to swim, fish, sail, motorboat, and canoe. The country's only state to stretch over two peninsulas, Michigan features a long freshwater coastline. In a land of nearly 65,000 inland lakes and ponds, you can never be too far from a natural water source. Michigan's major claim to fame is its status as the center of the U.S. automotive industry, with the Detroit metropolitan area housing the country's three major car manufacturers. The city is also a major center of culture, the birthplace of the Motown Sound, and the home of several museums and other tourist attractions. Farther from the big urban centers, Michigan offers visitors a world of apple and cherry orchards, rustic villages, and picturesque vineyards.