3 days in Illinois Itinerary

3 days in Illinois Itinerary

Created using Inspirock Illinois trip planner

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Route & dates

3 days in Illinois Itinerary

Start: Kalamazoo
Drive:  2​h 45​min
1
Chicago
— 1 night
Fly:  3​h 15​min
2
Galena
— 1 night
Drive:  5​h 30​min
End: Kalamazoo

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 2nd (Fri): explore the world behind art at The Art Institute of Chicago and then take a stroll through The Magnificent Mile. Get ready for a full day of sightseeing on the 3rd (Sat): enjoy the sand and surf at Kathy Osterman Beach, then enjoy the sand and surf at Rosewood Beach, and then appreciate the extensive heritage of Millennium Park.

To find where to stay, ratings, photos, and tourist information, read our Chicago trip planner .

Kalamazoo to Chicago is an approximately 2.5-hour car ride. Traveling from Kalamazoo to Chicago, you'll gain 1 hour due to the time zone difference. Traveling from Kalamazoo in August, expect somewhat warmer with lows of 67°F in Chicago. Finish your sightseeing early on the 3rd (Sat) so you can travel to Galena.

Things to do in Chicago

Parks Beaches Outdoors

Side Trip

Rosewood Beach
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Magnificent Mile ©
The Magnificent Mile
Kathy Osterman Beach ©
Kathy Osterman Beach

1
night
Galena

Galena ©
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 4th (Sun), look for all kinds of wild species at Horseshoe Mound, steep yourself in history at Ulysses S. Grant Home, then brush up on your knowledge of spirits at Blaum Bros. Distilling Co., and finally stop by Galena Cellars Winery & Vineyard.

To see other places to visit, traveler tips, maps, and more tourist information, go to the Galena attractions planner .

You can fly from Chicago to Galena in 3.5 hours. Other options are to drive; or take a bus. Traveling from Chicago in August, expect little chillier with lows of 60°F in Galena. Finish up your sightseeing early on the 4th (Sun) so you can travel back home.

Things to do in Galena

Historic Sites Wineries Breweries & Distilleries
Highlights from your plan
Ulysses S. Grant Home ©
Ulysses S. Grant Home
Blaum Bros. Distilling Co. ©
Blaum Bros. Distilling Co.
Horseshoe Mound ©
Horseshoe Mound

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