19 days in Illinois & Wisconsin Itinerary

19 days in Illinois & Wisconsin Itinerary

Created using Inspirock United States trip itinerary maker

Make it your trip
Fly
1
Chicago
— 5 nights
Drive
2
Ottawa
— 1 night
Drive
3
Galena
— 1 night
Drive
4
Madison
— 3 nights
Drive
5
Milwaukee
— 3 nights
Drive
6
Wausau
— 1 night
Drive
7
Bayfield
— 2 nights
+2
Drive to Duluth International Airport, Fly to St Louis Lambert International Airport, Drive to Alton
8
Alton
— 2 nights
+2
Drive to St Louis Lambert International Airport, Fly to La Aurora Airport, Drive to Antigua

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Chicago

— 5 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 plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, admire nature's wide array of creatures at Lincoln Park Zoo, get up close and personal with brilliant marine life at Shedd Aquarium, and get curious at Field Museum.

To find reviews, other places to visit, and tourist information, go to the Chicago sightseeing website.

Antigua, Guatemala to Chicago is an approximately 11-hour flight. You can also drive; or do a combination of taxi, bus, car, and train. Traveling from Antigua in February, things will get cooler in Chicago: highs are around 2°C and lows about -7°C. Finish up your sightseeing early on the 21st (Sun) so you can go by car to Ottawa.

Things to do in Chicago

Museums · Childrens Museums · Parks · Zoos & Aquariums

Ottawa

— 1 night
Ottawa is a city located at the confluence of the navigable Illinois River and Fox River in LaSalle County, Illinois, United States. On the 22nd (Mon), take an in-depth tour of Westclox Museum, learn about winemaking at August Hill Winery & Illinois Sparkling Co. Tasting Room, then appreciate the history behind The Middle East Conflicts Wall Memorial, then stroll around Washington Square Park, and finally relax and rejuvenate at SaltTreeYoga.

For reviews, photos, where to stay, and tourist information, you can read our Ottawa tour itinerary builder site.

You can drive from Chicago to Ottawa in 1.5 hours. February in Ottawa sees daily highs of 1°C and lows of -10°C at night. Finish your sightseeing early on the 22nd (Mon) to allow enough time to travel to Galena.

Things to do in Ottawa

Spas · Wineries · Museums · Parks

Side Trips

Galena

— 1 night
Galena is the largest city in and the county seat of Jo Daviess County, Illinois, with a population of 3,429 at the 2010 census. On the 23rd (Tue), hit the slopes at Chestnut Mountain Resort, look for gifts at Great American Popcorn Company, then brush up on your knowledge of spirits at Blaum Bros. Distilling Co., and finally indulge in some personalized pampering at some of the best spas.

For other places to visit, where to stay, photos, and more tourist information, refer to the Galena trip site.

Getting from Ottawa to Galena by car takes about 3 hours. February in Galena sees daily highs of -1°C and lows of -13°C at night. Wrap up your sightseeing on the 23rd (Tue) early enough to drive to Madison.

Things to do in Galena

Winter Sports · Parks · Spas · Breweries & Distilleries

Madison

— 3 nights

The City of Four Lakes

Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Explore Madison's surroundings by going to Zipline (in Wisconsin Dells), Baraboo (Climbing Tours, Baraboo Candy Company, &more) and Portage (Portage WWII History Museum & Cascade Mountain). Next up on the itinerary: sample some tasty brews at a beer tour and tasting, soothe aching muscles at New Self Renewal Center, and examine the collection at Matt Kenseth Racing Museum.

To see where to stay, reviews, traveler tips, and tourist information, you can read our Madison trip planner.

Traveling by car from Galena to Madison takes 2 hours. Alternatively, you can do a combination of taxi and bus. In February, daytime highs in Madison are -1°C, while nighttime lows are -13°C. Finish your sightseeing early on the 26th (Fri) so you can drive to Milwaukee.

Things to do in Madison

Tours · Outdoors · Parks · Museums

Side Trips

Milwaukee

— 3 nights

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
You'll find plenty of places to visit near Milwaukee: Spas (in Lake Geneva), Kohler (Whistling Straits Golf Course - Straits and Irish & The Blind Horse Winery) and Highway 42 (in Sheboygan). And it doesn't end there: admire the masterpieces at Milwaukee Art Museum, examine the collection at Museum of Wisconsin Art, get engrossed in the history at Mitchell Gallery of Flight, and contemplate in the serene atmosphere at Basilica of St. Josaphat.

To see more things to do, photos, where to stay, and other tourist information, use the Milwaukee day trip planning site.

Getting from Madison to Milwaukee by car takes about 1.5 hours. Other options: take a bus. February in Milwaukee sees daily highs of 0°C and lows of -9°C at night. Cap off your sightseeing on the 1st (Mon) early enough to travel to Wausau.

Things to do in Milwaukee

Museums · Outdoors · Golf · Historic Sites

Side Trips

Wausau

— 1 night
Wausau is a city in and the county seat of Marathon County, Wisconsin, United States. Start off your visit on the 2nd (Tue): admire the masterpieces at Leigh Yawkey Woodson Art Museum, then do a tasting at Lil' Ole Winemaker Shoppe, then look for gifts at Mullins Cheese, and finally hit the slopes at Granite Peak.

For reviews, ratings, other places to visit, and other tourist information, read Wausau trip planner.

Traveling by car from Milwaukee to Wausau takes 3 hours. Expect a bit cooler evenings in Wausau when traveling from Milwaukee in March, with lows around -7°C. Wrap up your sightseeing on the 2nd (Tue) to allow time to travel to Bayfield.

Things to do in Wausau

Winter Sports · Museums · Parks · Wineries

Side Trip

Bayfield

— 2 nights
Bayfield is a city in Bayfield County, Wisconsin, United States. On the 3rd (Wed), take a peaceful walk through Apostle Islands National Lakeshore, glide through natural beauty at Pike's Creek Mt Ashwabay Ski Trails, then view the masterpieces at Eckels Pottery & Fine Craft Gallery, and finally relax and rejuvenate at some of the best spas. On your second day here, stop by Madeline Island Candles and then explore the fascinating underground world of Apostle Islands National Lakeshore Ice Caves.

To see photos, reviews, more things to do, and more tourist information, read Bayfield online travel planner.

You can drive from Wausau to Bayfield in 3.5 hours. In March, plan for daily highs up to 2°C, and evening lows to -9°C. Cap off your sightseeing on the 4th (Thu) early enough to travel to Alton.

Things to do in Bayfield

Nature · Parks · Shopping · Winter Sports

Side Trips

Alton

— 2 nights
Alton is a city on the Mississippi River in Madison County, Illinois, United States, about 15mi north of St. Start off your visit on the 5th (Fri): look for gifts at Mississippi Mud Pottery, then make a trip to Haskell Playhouse, then cruise along Great Rivers Scenic Route, and finally admire the majestic nature at Pere Marquette State Park.

For traveler tips, ratings, more things to do, and tourist information, use the Alton vacation builder.

Explore your travel options from Bayfield to Alton with the Route module. Traveling from Bayfield in March, expect Alton to be somewhat warmer, temps between 13°C and 0°C. On the 6th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Alton

Nature · Museums · Scenic Drive · Parks

Side Trip

Illinois travel guide

4.4
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

4.2
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.