4 days in Wisconsin & Chicago Itinerary

4 days in Wisconsin & Chicago Itinerary

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Route & dates

4 days in Wisconsin & Chicago Itinerary

Start: Howell
Drive:  6​h 30​min
1
Milwaukee
— 1 night
Drive:  2​h
2
Middleton
— Few hours
Drive:  30​min
3
Madison
— 1 night
Drive:  1​h 30​min
4
Wisconsin Dells
— 1 night
Drive:  3​h
5
Chicago
— Few hours
Drive:  3​h
End: Howell

1
night
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Your day-by-day itinerary now includes Discovery World. Start off your visit on the 2nd (Fri): engage your brain at Discovery World.

To find other places to visit, ratings, traveler tips, and tourist information, go to the Milwaukee journey planning site .

Howell to Milwaukee is an approximately 5.5-hour car ride. You can also do a combination of car and flight. Due to the time zone difference, you'll gain 1 hour traveling from Howell to Milwaukee. Expect a daytime high around 79°F in August, and nighttime lows around 64°F. You'll set off for Middleton on the 3rd (Sat).

Things to do in Milwaukee

Childrens Museums Museums
Highlights from your plan
Discovery World ©
Discovery World

few
hours
Middleton

Middleton ©
Middleton is a city in Dane County, Wisconsin, United States, and a suburb of the state capital, Madison. Your day-by-day itinerary now includes National Mustard Museum. Start off your visit on the 3rd (Sat): examine the collection at National Mustard Museum.

To see reviews, ratings, other places to visit, and other tourist information, go to the Middleton itinerary builder app .

Traveling by car from Milwaukee to Middleton takes 1.5 hours. Plan for slightly colder nights when traveling from Milwaukee in August since evenings lows in Middleton dip to 59°F. Finish your sightseeing early on the 3rd (Sat) to allow enough time to drive to Madison.

Things to do in Middleton

Museums
Highlights from your plan
National Mustard Museum ©
National Mustard Museum

1
night
Madison

Madison ©
Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Olbrich Botanical Gardens has been added to your itinerary. On the 10th (Sat), admire the natural beauty at Olbrich Botanical Gardens.

To see more things to do, reviews, traveler tips, and tourist information, you can read our Madison route maker app .

Madison is just a stone's throw from Middleton. Expect a daytime high around 80°F in August, and nighttime lows around 60°F. You'll have a few hours on the 11th (Sun) to wrap things up before traveling to Wisconsin Dells.

Things to do in Madison

Parks
Highlights from your plan
Olbrich Botanical Gardens ©
Olbrich Botanical Gardens

1
night
Wisconsin Dells

Wisconsin Dells ©
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.
Your day-by-day itinerary now includes Noah's Ark Water Park, Wizard Quest and Pirate's Cove Adventure Golf. On the 11th (Sun), cool off at Noah's Ark Water Park and then tee off at Pirate's Cove Adventure Golf.

To find ratings, where to stay, other places to visit, and tourist information, use the Wisconsin Dells planning website .

Drive from Madison to Wisconsin Dells in 1.5 hours. Alternatively, you can do a combination of bus and train. In August in Wisconsin Dells, expect temperatures between 79°F during the day and 59°F at night. On the 12th (Mon), you'll have the morning to explore before heading off to Chicago.

Things to do in Wisconsin Dells

Theme Parks Golf Outdoors
Highlights from your plan
Noah's Ark Water Park ©
Noah's Ark Water Park
Wizard Quest ©
Wizard Quest
Pirate's Cove Adventure Golf ©
Pirate's Cove Adventure Golf

few
hours
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You've now added Navy Pier to your itinerary. Start off your visit on the 12th (Mon): take a leisurely stroll along Navy Pier.

To see more things to do, reviews, traveler tips, and other tourist information, use the Chicago online trip itinerary maker .

You can drive from Wisconsin Dells to Chicago in 3.5 hours. Other options are to take a train; or do a combination of train and flight. Traveling from Wisconsin Dells in August, expect a bit warmer with lows of 67°F in Chicago. Finish your sightseeing early on the 12th (Mon) so you can travel back home.

Things to do in Chicago

Theme Parks
Highlights from your plan
Navy Pier ©
Navy Pier

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