Chicago is filled with endless opportunities for exploration, but sometimes a quick escape is just what’s needed. From the natural beauty of Indiana Dunes National Lakeshore to the charming streets of Michigan City, there are countless amazing day trips to discover. Whether it’s a short day along the shore of Lake Michigan or a weekend trip to Wisconsin Dells, these destinations offer a perfect getaway from Chicago’s bustling city life.
🏠 Where to Stay in Chicago
- 💎 Luxury Hotel: Four Seasons Chicago
- ✨ 5-Star: Trump International Tower Chicago
- 🏨 4-Star: ACME Chicago
- 🛏️ 3-Star: Inn and Suites Chicago Downtown River North
- 💸 Cheap: Arlington House International Hostel
- 🏢 Apartament: Sentral Michigan Avenue
- 👨👩👧👦 For Families: Royal Sonesta Chicago Riverfront
- 🏩 For Couples: Staypineapple The Loop
Road trips from Chicago are one of the best ways to explore the Midwest. Take the train from Chicago Union Station for an easy day trip to Milwaukee or drive 80 miles northwest of Chicago to visit Lake Geneva. The Chicago Botanic Garden and Amish Country are also must-do day trips for those looking to spend a day surrounded by nature or history. This list has something for everyone, whether it’s a relaxing park visit or an adventurous route to explore hidden gems outside the city.
Best Day Trips from Chicago
1. 🏞️ Starved Rock State Park
Visit duration: 4-6 hours / Travel duration: 1.5 hours (94 miles/151 km from Chicago)
A Natural Masterpiece: Starved Rock State Park is a haven for nature lovers, offering dramatic sandstone canyons carved by ancient glaciers. The park’s 18 canyons are home to seasonal waterfalls that are most spectacular in spring or after heavy rains. Don’t miss the iconic Starved Rock bluff, which offers sweeping views of the Illinois River and surrounding forests.
Outdoor Activities Galore: With 13 miles of hiking trails ranging from easy strolls to challenging climbs, there’s something for every skill level. In warmer months, kayaking along the Illinois River is a popular option, while winter transforms the park into a frozen wonderland with icy waterfalls and opportunities for eagle watching.
Insider Tip: Arrive early to secure parking and explore less crowded trails like Illinois Canyon for a serene experience. Weekdays are ideal to avoid the weekend rush.
2. 🏖️ Indiana Dunes National Park
Visit duration: 3-5 hours / Travel duration: 1 hour (50 miles/80 km from Chicago)
A Coastal Gem: Indiana Dunes National Park offers a unique mix of sandy beaches and diverse ecosystems. Stretching along 15 miles of Lake Michigan’s shoreline, it’s perfect for swimming and sunbathing in summer. The towering dunes, some as high as 200 feet, provide stunning views of the lake and are a favorite among photographers.
Year-Round Appeal: Beyond the beaches, the park features over 50 miles of trails that take you through wetlands, prairies, and forests. Winter visitors can enjoy snowshoeing or cross-country skiing, while birdwatchers flock here year-round to spot rare species in this biodiverse area.
Time Saver: Take the South Shore Line train directly from downtown Chicago to avoid traffic and parking hassles. The train drops you off just minutes from the park entrance.
3. 🍺 Milwaukee, Wisconsin
Visit duration: 4-6 hours / Travel duration: 1.5 hours (92 miles/148 km from Chicago)
A City Full of Character: Milwaukee blends its industrial roots with modern attractions, making it an exciting destination for all kinds of travelers. The Harley-Davidson Museum showcases the history of this iconic American brand, while the Milwaukee Art Museum wows visitors with its unique “wings” architecture by Santiago Calatrava. For a more laid-back vibe, stroll along the RiverWalk lined with art installations and waterfront dining spots.
Food and Drink Paradise: Known as “Brew City,” Milwaukee is home to historic breweries like Miller Brewing Company as well as a thriving craft beer scene. Pair your drink with local specialties like fried cheese curds or indulge in a classic fish fry at one of the city’s many taverns.
Top Tip: Visit on weekdays to avoid crowds at popular attractions like breweries and museums. Parking downtown is also easier to find earlier in the day.
4. 🚤 Lake Geneva, Wisconsin
Visit duration: 3-5 hours / Travel duration: 1.5 hours (83 miles/134 km from Chicago)
Lakeside Elegance: Lake Geneva has been a favorite retreat since the late 1800s when wealthy Chicago families built summer estates along its shores. The Geneva Lake Shore Path is a must-do activity—it’s a public walkway that winds past these historic mansions while offering stunning lake views.
A Quaint Downtown Experience: After exploring the lakefront, head into town to browse boutique shops or relax at cozy cafes. Seasonal events like Winterfest or Venetian Festival add even more charm to this picturesque destination.
Money Saver: Skip guided tours by renting bikes or walking part of the Shore Path on your own—it’s free and just as scenic!
5. 🎨 Saugatuck, Michigan
Visit duration: 4-6 hours / Travel duration: 2.5 hours (140 miles/225 km from Chicago)
An Artistic Haven: Saugatuck is known as “The Art Coast of Michigan” thanks to its vibrant arts community that dates back over a century. The town is filled with galleries showcasing local talent and unique boutiques offering handmade goods. Oval Beach consistently ranks among America’s best beaches for its soft sands and peaceful atmosphere.
Culinary Delights with Scenic Views: Saugatuck’s dining scene emphasizes fresh farm-to-table ingredients paired with stunning waterfront views of Kalamazoo Lake. Don’t miss climbing Mount Baldhead for panoramic views of this charming town surrounded by dunes and waterways.
Hidden Gem: Visit during off-season months like late spring or early fall to enjoy fewer crowds while still experiencing everything Saugatuck has to offer.
Unique and Offbeat Day Trips from Chicago
1. 🌲 Midewin National Tallgrass Prairie
Visit duration: 3-4 hours / Travel duration: 1 hour (55 miles/88 km from Chicago)
A Prairie Adventure: Midewin National Tallgrass Prairie is a sprawling natural reserve that offers a glimpse into Illinois’ pre-settlement landscape. As one of the largest tallgrass prairies in the state, it is home to a herd of wild bison reintroduced in 2015. The sight of these majestic creatures roaming freely in their natural habitat is truly awe-inspiring.
Trails and Wildlife: The prairie features over 30 miles of trails for hiking and biking. Along the way, you’ll encounter native wildflowers, wetlands, and grasslands teeming with birds and other wildlife. It’s an ideal destination for nature enthusiasts who want to experience the Midwest’s unique ecosystem.
Insider Tip: Bring binoculars for bison spotting and visit early in the morning when the animals are most active. Don’t forget to check out the Iron Bridge Trail for stunning views of the prairie.
2. 🏛️ Oak Park
Visit duration: 3-4 hours / Travel duration: 20 minutes (10 miles/16 km from Chicago)
Architectural Wonders: Oak Park is a must-visit for architecture enthusiasts and history buffs. Known as the birthplace of modern architecture, this charming suburb is home to several works by Frank Lloyd Wright, including his Home and Studio and the iconic Unity Temple. Strolling through Oak Park offers a glimpse into Prairie School design, making it one of the best day trips from Chicago for those interested in art and design.
Cultural Highlights: Beyond Frank Lloyd Wright’s legacy, Oak Park is also the hometown of Ernest Hemingway. The Ernest Hemingway Birthplace Museum provides insight into the early life of one of America’s greatest writers. Visitors can also enjoy the Oak Park Conservatory, a peaceful spot filled with exotic plants from around the world.
Top Tip: Book guided tours in advance for Frank Lloyd Wright’s buildings to secure your spot, especially on weekends when demand is high.
3. 🎩 American Magic Museum
Visit duration: 2-3 hours / Travel duration: 1.5 hours (85 miles/137 km from Chicago)
Step into Magic History: Located in Marshall, Illinois, the American Magic Museum is the largest museum dedicated to magic in the country. It houses an impressive collection of artifacts, including vintage magic posters, props used by famous magicians like Harry Houdini, and interactive exhibits that let you try your hand at illusions.
For All Ages: The museum also hosts live magic shows that are perfect for families or anyone who loves being amazed. It’s a rare opportunity to dive into the world of sleight-of-hand and stagecraft while learning about the history of this fascinating art form.
Top Tip: Check the schedule for live performances and book tickets in advance—they often sell out quickly!
4. 🍷 Southwest Michigan Wineries
Visit duration: 4-6 hours / Travel duration: 1.5 hours (85 miles/137 km from Chicago)
A Wine Lover’s Paradise: Southwest Michigan is home to a collection of charming wineries nestled among rolling vineyards just a short drive from Chicago. Popular spots like Round Barn Winery and St. Julian Winery offer tastings of award-winning wines, ciders, and spirits in picturesque settings. Many wineries also host live music events and food pairings that make your visit even more enjoyable.
Cozy Ambiance: During cooler months, many wineries provide outdoor seating with fire pits or heated patios, creating a cozy atmosphere perfect for couples or small groups. In addition to wine tastings, some locations offer vineyard tours where you can learn about the winemaking process while soaking in stunning countryside views.
Money Saver: Plan your visit during weekdays when wineries often offer discounts on tastings and bottles of wine.
5. 🌸 Anderson Japanese Gardens
Visit duration: 2-3 hours / Travel duration: 1.5 hours (80 miles/129 km northwest of Chicago)
A Peaceful Retreat: Anderson Japanese Gardens in Rockford is one of the most serene places to visit outside Chicago. This meticulously designed garden features koi ponds, waterfalls, and traditional Japanese architecture that create a tranquil atmosphere perfect for relaxation or reflection. The gardens are considered one of the best Japanese gardens in North America and are ideal for nature lovers seeking a peaceful escape.
Seasonal Beauty: Each season brings its own charm to Anderson Japanese Gardens—spring cherry blossoms, summer greenery, autumn hues, and winter’s serene stillness make it worth visiting year-round. The garden also hosts events like tea ceremonies and cultural workshops that provide deeper insight into Japanese traditions.
Top Tip: Visit early in the morning for fewer crowds and take advantage of guided tours to learn about the garden’s history and design principles.
6. 🚜 Amish Country
Visit duration: Full day / Travel duration: 2 hours (120 miles/193 km from Chicago)
Step Back in Time: A trip to Amish Country in Indiana or Illinois offers a unique cultural experience just a short distance from Chicago. Visitors can explore quaint villages filled with horse-drawn buggies, handcrafted goods, and farm-to-table dining options featuring homemade pies and breads. Shipshewana in Indiana is particularly popular for its Amish flea market and antique auctions.
Authentic Experiences: Learn about Amish traditions through tours of working farms or workshops where artisans craft furniture and quilts by hand. It’s one of the best weekend getaways from Chicago for those looking to slow down and enjoy simple pleasures away from city life.
Money Saver: Bring cash as many Amish-run shops don’t accept credit cards. Visit during weekdays to avoid crowds at popular markets.
Family-Friendly Adventures
1. 🦁 Brookfield Zoo
Visit duration: 3-5 hours / Travel duration: 30 minutes (14 miles/22 km from Chicago)
A Wildlife Wonderland: Brookfield Zoo is a 235-acre haven for animal lovers, home to over 2,000 animals from around the globe. Visitors can marvel at majestic creatures like reticulated giraffes, western lowland gorillas, and polar bears in habitats designed to mimic their natural environments. The zoo’s Hamill Family Wild Encounters offers up-close experiences where you can feed parakeets, groom goats, or walk alongside wallabies. It’s a perfect destination for families and wildlife enthusiasts alike.
Interactive Learning and Fun: The zoo also features educational exhibits like the Dolphin in Action show and Penguin Encounter, where guests can learn about these incredible animals while watching them play. Seasonal attractions such as the 130-foot Anniversary Ferris Wheel provide unique views of the zoo and Chicago skyline. With its focus on conservation and education, Brookfield Zoo offers an inspiring day out for visitors of all ages.
Insider Tip: Arrive early to secure parking and avoid crowds at popular exhibits. Pack your own snacks to save on food costs, as many picnic areas are available inside the zoo.
2. 🌟 Discovery Center Museum
Visit duration: 3-5 hours / Travel duration: 1.5 hours (85 miles/137 km from Chicago)
A World of Interactive Learning: The Discovery Center Museum in Rockford, Illinois, is a dream destination for curious minds of all ages. Spanning 23,000 square feet and housing over 300 hands-on exhibits, this museum is designed to inspire creativity and exploration through STEAM-focused activities (Science, Technology, Engineering, Art, and Math). From the Bubble Play exhibit, where kids can create giant bubbles, to the Messy Mondays art studio sessions, there’s something to engage every child’s imagination.
Endless Fun for All Ages: Younger children can enjoy Discovery Town, a pint-sized city filled with miniature storefronts like a fire station, pizza shop, and veterinarian clinic where they can role-play real-life professions. Meanwhile, older kids will love the Rock River Discovery Park—a massive outdoor playground featuring a water play area, sand pits for dinosaur digs, and musical chimes. Seasonal exhibits like the Polar Playground during winter add an extra layer of excitement with activities like sock skating and building glittering ice castles.
Insider Tip: Plan your visit on the first or third Friday of the month for free admission between 4-7 PM. Pack a lunch to enjoy in the shaded picnic areas or explore nearby dining options for a full day of fun!
3. 🎢 Six Flags Great America
Visit duration: Full day / Travel duration: 1 hour 20 minutes (45 miles/72 km from Chicago)
Thrills and Fun: Located in Gurnee, Illinois, Six Flags Great America is one of the best places to spend a day if you’re seeking adrenaline-pumping excitement. With 17 roller coasters, including fan favorites like Goliath and Raging Bull, this amusement park offers something for thrill-seekers of all ages. During summer months, Hurricane Harbor water park provides a refreshing escape with wave pools and water slides.
Family Entertainment: Beyond rides, Six Flags features live shows, DC Comics-themed attractions, and classic carnival games. Indulge in park favorites like funnel cakes or jumbo pretzels while exploring its vibrant atmosphere. It’s one of the top day trips from Chicago for families or groups looking for an action-packed adventure.
Insider Tip: Arrive early to avoid long lines at popular rides and parking congestion. Consider visiting on weekdays for smaller crowds.
Travel Tips for Day Trips from Chicago
🚆 Use Public Transportation
Chicago’s public transportation options, like Metra and Amtrak trains, can be a lifesaver for certain destinations. For example, the South Shore Line takes you directly to Indiana Dunes National Park, while Amtrak offers a comfortable ride to Milwaukee. These options eliminate the hassle of driving and parking, especially during peak travel seasons.
Time Saver: Check train schedules in advance and book tickets online to secure your spot, especially for popular routes during weekends or holidays.
🎒 Pack Smart
Always bring comfortable walking shoes, weather-appropriate clothing, and essentials like sunscreen or bug spray if you’re heading to nature spots like Starved Rock or Indiana Dunes. For family-friendly destinations like Brookfield Zoo or Discovery Center Museum, pack snacks and refillable water bottles to save money on food.
Top Tip: Keep a small backpack with essentials like a portable phone charger, maps, and hand sanitizer to stay prepared throughout the day.
🕒 Avoid Peak Times
Popular destinations like Lake Geneva or Starved Rock can get crowded on weekends or during peak seasons. Visit during weekdays or early mornings to enjoy a quieter experience. Off-season months are also great for exploring places like Saugatuck or Southwest Michigan wineries without the crowds.
Insider Tip: Call ahead or check online for live updates on parking availability or trail conditions at nature parks to avoid last-minute surprises.
🌟 Ask Locals for Hidden Gems
Locals often know the best spots that tourists overlook—whether it’s a secluded hiking trail at Indiana Dunes or a cozy cafe in Lake Geneva. Don’t hesitate to strike up a conversation with shop owners, guides, or residents for recommendations.
Money Saver: Locals can also point you toward free activities or budget-friendly dining options that might not be listed in travel guides.
📅 Plan Ahead but Stay Flexible
While it’s great to have an itinerary, leave some room for spontaneity. You might discover an unexpected festival in Milwaukee or stumble upon a scenic detour near Saugatuck. Flexibility allows you to fully enjoy those unplanned moments that make day trips so memorable.
Top Tip: Check weather forecasts before heading out and have a backup plan in case outdoor activities are affected by rain or extreme temperatures.
❓ FAQ
What are the best day trips from Chicago for nature lovers?
For those who love the outdoors, Starved Rock State Park and Indiana Dunes National Park are two of the best places to visit. Starved Rock, located 1.5 hours from Chicago, features sandstone canyons, seasonal waterfalls, and 13 miles of hiking trails. It’s ideal for hiking, photography, and spotting bald eagles in winter. Indiana Dunes, just an hour away along Lake Michigan’s southern shore, offers sandy beaches, over 50 miles of trails, and one of the most biologically diverse habitats in the U.S.
What are some family-friendly day trips near Chicago?
Families will love destinations like Brookfield Zoo and the Discovery Center Museum in Rockford. Brookfield Zoo, just 30 minutes from downtown Chicago, is home to over 2,000 animals and interactive exhibits like penguin encounters and dolphin shows. The Discovery Center Museum is a hands-on learning paradise with over 250 science and art exhibits for kids of all ages.
Insider Tip: Pack snacks to save money at these attractions. Both locations allow outside food in designated picnic areas.
Where can I go for a romantic getaway near Chicago?
For couples looking for a romantic escape, Lake Geneva and Southwest Michigan’s wineries are perfect choices. Lake Geneva offers serene spa retreats, scenic walks along the Geneva Lake Shore Path, and cozy cafes in its charming downtown area. Southwest Michigan’s wineries provide wine tastings with views of rolling vineyards—many even offer fire pits during cooler months for an intimate experience.
Are there any historical places to visit near Chicago?
History buffs should explore Oak Park, just 20 minutes from downtown Chicago. This village is home to several works by architect Frank Lloyd Wright, including his Home and Studio and the iconic Unity Temple. You can also visit the Ernest Hemingway Birthplace Museum nearby to learn about the famous author’s early life.
What are some beach day trip ideas along Lake Michigan?
For a relaxing beach day close to Chicago, head to Warren Dunes State Park or Silver Beach County Park, both located along Lake Michigan’s shores. Warren Dunes State Park (1.5 hours from Chicago) features towering sand dunes perfect for hiking or sledding in winter, as well as clean beaches for swimming in summer. Silver Beach County Park (2 hours away) offers family-friendly amenities like playgrounds and picnic areas alongside its pristine shoreline.
What are some fun day trips within a short distance from Chicago?
If you’re looking for fun activities close by, consider visiting Six Flags Great America, located just an hour northwest of Chicago in Gurnee. This amusement park features thrilling roller coasters and a water park for cooling off during summer months. Alternatively, head to the Anderson Japanese Gardens in Rockford (1.5 hours away) for a peaceful retreat filled with koi ponds, waterfalls, and meticulously landscaped gardens.
