Day Trips from Chicago

Chicago has one of the best geographical positions because of its proximity to other states and day trip locations. Acting as a frontier to endless trips and one-day activities, many day trips from Chicago are arranged on a daily basis. It is straightforward to access prime spots from Chicago; therefore, many tourists from all the world travel to this beautiful city. 

If you want to spend a quality day with your friends or family, you can enjoy day trips from Chicago to small cities, counties, villages, and lake banks easily. The following are some of the most popular and most visited locations from Chicago.

Fennville, Michigan

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  • Distance: 141 miles
  • How to get there: Airplane, Train, Car, Bus, Taxi 
  • Must See: Fenn Valley Vineyards, Evergreen Lane Farm, Summerhouse Lavender Farm, Pier Cove Park, Virtue Cider
  • Where to eat: Salt of the Earth, Blue Goose Café, Root Cafe
  • Great for:  Families, Kids, Couples, Small Groups, Large Groups

Fennville is famous because of its fruit belt and countryside lifestyle. It is prevalent because of its local delights that never fail to cherish the tourists. If you want to experience the authentic taste of the American culture, we recommend you visit this spot. Because there are many natural bounties and baked delights for you on this trip, it is ideal for your foodie side. Head to the Crane’s Pie Pantry for baked goods and spend some quality time at the Virtue Farms. Also, you can taste a wine tasting tour to complete the enjoyment.

Milwaukee

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  • Distance: 94 miles
  • How to get there: Train, Bus, Car, Taxi 
  • Must See: Milwaukee Art Museum, Harley-Davidson Museum, Discovery World, Milwaukee Country Zoo, Public Museum
  • Where to eat: Odd Duck, Harbor House, Story Hill, Zarletti
  • Great for:  Families, Couples, Small Groups, Large Groups

Popular because of its drinking culture, Milwaukee greets its visitors with great charm and pleasure. Many day trips from Chicago visit this place because of the rich history and cultural attractions. If you have an interest in exploring the food culture of the east and want to cherish yourself with wine tasting and beer tours, we recommend you to take a day trip to Milwaukee. Start your journey by eating at SweetDiner and shop at the famous local home furnishing shops. At night, you can go to the famous Spice House and Saint Paul Fish Company. Finally, if you have an interest in spending some quiet time, visit the Lakeshore State Park. 

Madison

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  • Distance: 148 miles
  • How to get there: Plane, Train, Bus, Car, Taxi
  • Must See: Wisconsin State Capitol, Henry Vilas Zoo, Lake Mendota, State Street
  • Where to eat: Nook, Slow Food, Otto’s Restaurant and Bar
  • Great for:  Families, Kids, Couples, Small Groups, Large Groups

Although it is not possible to see complete Madison in just one day, you can visit it just to get a glimpse of the best places. It is added in the day trips from Chicago list because it acts as a great entertainment source and is very close to Chicago. You can start your day by getting a tour of the college town. If you like to take photographs, you can visit the State Capitol for mesmerizing views. Also, there are tons of city tours available at affordable rates so you can sign up to see the most famous places with your family or friends. For the best summer activity, food, and drinks, we recommend you to visit the Terrace at the Memorial Union.

Rockford

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  • Distance: 89 miles
  • How to get there: Plane, Train, Bus, Car, Taxi
  • Must See: Anderson’s Japanese Garden, Rock Cut State Park, Hurricane Harbor, Nicholas Conservatory and Garden, Discovery Center Museum
  • Where to eat: Thunder Bay Grille Rockford, Woodfire Rockford, Abreo Restaurant
  • Great for:  Families, Kids, Couples, Small Groups, Large Groups

Rockford is the perfect destination for learning and exploring new things. It can be considered as an ultimate source of entertainment for young ones because there are many museums, open spaces, and artistic spots. On your visit to this small and unique city, visit the Discover Center Museum to learn about science culture in society. Also, you can take your friends or family to Anderson’s Japanese Garden to enjoy a picnic and spend some leisure time. Because of the aroma of cherry blossoms in the garden, you will feel really fresh. To sign off your day, visit the local’s favourite Prairie Street Brewing Company to get the original taste of homegrown beer.

Kankakee County

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  • Distance: 61 miles
  • How to get there: Train, Bus, Car, Taxi 
  • Must See: Kankakee River State Park, Exploration Station, Kankakee County Museum
  • Where to eat: Rigo’s Place, Stefari Café, Burgers and Beers
  • Great for:  Families, Kids, Couples, Small Groups, Large Groups

If you are into sports and want to spend your free time doing fishing, hiking, hunting, or canoeing, you can spend a day in Kankakee County. Because of its closeness, sports, and athletic involvement in the region, it is added in the day trips from Chicago checklist. Visit the Kankakee River State Park to enjoy at the bank of the river. You can also fish around and picnic with your family or friends for a relaxing time.