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    • Milwaukee, WI. Driving time from Chicago: One and half hours. Getting to the Cream City requires a painless drive, but if you plan to fully indulge, ditch the car and hop on the BYOB-friendly Amtrak, which will deposit you in the heart of the city in an hour and a half.
    • Fennville, MI. Driving time from Chicago: Two hours and 20 minutes. Many Chicagoans wait until fall to venture up to western Michigan’s fruit belt. But there’s a compelling argument to be made for hitting the area a couple of months earlier, when the countryside is tranquil and stone fruits like peaches and cherries are ripe for picking.
    • South Bend, IN. Driving time from Chicago: One hour and 45 minutes. There’s more to South Bend than Fighting Irish football. Check out the city’s cultured side with an afternoon visit to the History Museum, a stately Victorian mansion that was once home to the family of local industrialist and inventor James Oliver.
    • Madison, WI. Driving time from Chicago: Two and half hours. Located on an isthmus between two lakes, Madison is a city that’s filled with beautiful sights—in addition to all the cheese and beer you’ve heard so much about.
    • Get Into Nature at Indiana Dunes National Park
    • Admire Harleys and Artwork in Milwaukee
    • Tour The Lakeside Hamlets of Harbor Country
    • Visit The Thought-Provoking Illinois Holocaust Museum
    • Walk A Section of The 21-Mile Geneva Lake Shore Path
    • See The Home of Modernist Architecture in Oak Park
    • Explore Evanston, One of The Top College Towns in The Us

    Travel time: 1 hour, 30 minutes Rustling grasses, bird-filled marshes and white-pine forests fill a whopping stretch of Lake Michigan shoreline at Indiana Dunes National Park, which feels a world away from the big city. Rugged beaches beckon, and sweet hiking trails meander up the sand and through the woodlands. Try the 3 Dune Challenge, a view-tas...

    Travel time: 1 hour, 30 minutes Milwaukee is Wisconsin's largest city, and it's a rollicking day trip from Chicago. Stop by the Harley-Davidson Museum to gawk at hundreds of motorcycles, including Elvis’s custom-built hog. Harleys were invented in Milwaukee, hence the big bike love. The Milwaukee Art Museumdrops jaws with its kinetic “wing” that so...

    Travel time: 1 hour, 30 minutes Harbor Country comprises several lakeside hamlets just over the Michigan border, where Chicagoans retreat for a taste of small-town life. New Buffalo is the most resort-y of the bunch, where you can catch a wave at the public beach and follow it up with suds at the Beer Church. Three Oaks is a bohemian farm-and-arts ...

    Travel time: 25 minutes The Illinois Holocaust Museumis the third-largest Holocaust museum in the world, after those in Jerusalem and Washington, DC. Besides its haunting Nazi-era rail car and videos of survivors' stories from WWII, the venue contains thought-provoking art about genocides in Armenia, Rwanda, Cambodia and other countries. The specia...

    Travel time: 1 hour, 30 minutes Old-money Chicagoans fled to Geneva Lake in the late 1800s to escape the urban heat and chill in the true-blue, spring-fed water. It’s still high on the getaway list, and while the mansion-strewn shoreline is sometimes called “the Hamptons of the Midwest,” visitors of more modest means are just as welcome. Nowhere is...

    Travel time: 45 minutes Architect Frank Lloyd Wright lived in the leafy suburb of Oak Park, next door to Chicago, for 20 years. Fans come from all over the world to tour his home and studio where he developed the famous Prairie style, and to gawp at his Unity Temple– named a UNESCO World Heritage site in 2019 – that’s considered to be the first mod...

    Travel time: 40 minutes Evanston is Chicago’s neighbor to the north, a lakefront town of sprawling old houses, artisan shops and bookish cafes where college students caffeinate. Check out the quirky American Toby Jug Museum, with the world’s largest collection of character-shaped jugs (think Barack Obama, Mick Jagger and R2-D2 as ceramic pitchers),...

    • Explore the country’s largest magic museum. Driving time from Chicago: About three hours. You'll find everything from obscure conjuring tomes to equipment used in Harry Houdini's most famous escape acts at the American Museum of Magic in Marshall, Michigan, home to the biggest collection of magic ephemera in the United States.
    • Spot bison at Midewin National Tallgrass Prairie. Driving time from Chicago: About one hour. Want to get a firsthand look at why Illinois is nicknamed the Prairie State?
    • Go spelunking inside Cave of the Mounds. Driving time from Chicago: About three hours. Wander among soda straws, flowstones, helictites and other stunning geological formations inside of Cave of the Mounds, a natural limestone cave near Blue Mounds, Wisconsin.
    • See the Batmobile (and tons of other famous cars) at the Volo Auto Museum. Driving time from Chicago: About an hour and a half. Don't think that you're a car person?
    • Milwaukee. Location: Wisconsin. Distance from Chicago: 92.4 miles. Driving Time: 1 hour, 27 minutes. Milwaukee is the most populous and culturally diverse city in Wisconsin.
    • Kankakee River State Park. Location: Illinois. Distance from Chicago: 62.5 miles. Driving Time: 1 hour, 5 minutes. This Illinois state park covers 4,000 acres.
    • Cedarburg. Location: Wisconsin. Distance from Chicago: 112.5 miles. Driving Time: 1 hour, 48 minutes. In case you’re not looking to waste a lot of time traveling from Chicago, Cedarburg could be your absolute go-to for a day trip!
    • Des Plaines State Fish and Wildlife Area. Location: Illinois. Distance from Chicago: 55.7 miles. Driving Time: 57 minutes. Des Plaines State Fish and Wildlife Area, with an area of more than 5,000 acres, is another charming natural landscape.
  1. Sep 11, 2024 · About 9 miles west of Chicago’s downtown Loop is the Oak Park neighborhood. This historic neighborhood is best known for the homes of two iconic American figures: famous architect, Frank Lloyd Wright, and influential writer, Ernest Hemingway. For art lovers and architect aficionados, this nearby area is one of the best day trips from Chicago.

  2. Feb 4, 2024 · 4. Silver Beach County Park. Bordering four states, Lake Michigan seeps into Illinois, Indiana, Michigan, and Wisconsin. Though Lake Michigan is technically within access of Chicago, with popular attractions like the Navy Pier and Millenium Park, one of the top day trips from Chicago is Silver Beach County Park.

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  4. Jun 11, 2024 · 6. Illinois Beach State Park, IL. If you want beaches, Illinois Beach State Park is the place to be on a Chicago day trip. The park covers over 4,000 acres, with a beautiful shore path and network of hiking trails. It is an ideal place for a beach day along the shores of Lake Michigan.

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