Summary of Day Trips from Chicago
Situated along the shores of the frigid Lake Michigan, the city of Chicago stands as one of the most remarkable cities in the United States. Renowned for its cultural contributions, including the acclaimed musical ‘Chicago’ and the esteemed TV drama ‘The Good Wife’, Chicago is a dynamic and lively urban center rich in exploration opportunities. Once you have experienced highlights such as Navy Pier, Millennium Park, and the Willis Tower, it is prudent to consider further afield.
Positioned centrally within the United States, Chicago serves as an ideal starting point for broader explorations. With numerous options including breweries and national parks, there is no shortage of adventures awaiting you.
As a local resident of Chicago with extensive knowledge of the surrounding areas, I am confident you will appreciate my curated selection of the finest day trips from Chicago.
1. Michigan Wine Country
Competing effectively with renowned wine regions such as Sonoma and Napa, Michigan is emerging as a vibrant center for vineyards and wineries. Remarkably, southwest Michigan boasts over 20 distinct wineries, making a substantial statement in the wine industry.
After the fast-paced environment of Chicago, a day spent wandering through vineyards and indulging in tastings provides a refreshing and contrasting experience. Michigan cultivates a unique grape variety, more resilient to cold climates compared to those commonly found in France and California, resulting in wines that are distinctive and enjoyable.
Consider renting a vehicle to navigate the region and chart out the wineries in advance.
2. Milwaukee
Much like Chicago, Milwaukee is also located along Lake Michigan, yet it offers a distinctly different lakeside atmosphere. Milwaukee is an ideal day trip destination for families, presenting a wealth of attractions for all ages.
For motorcycle enthusiasts, Milwaukee will certainly be on your agenda, as it is home to the Harley-Davidson Museum. Furthermore, the Milwaukee County Zoo and Discovery World are engaging and educational venues, with ample activities to captivate both children and adults alike.
The Milwaukee Art Museum stands out due to its impressive architectural design, and visitors will find masterpieces by artists such as Georgia O’Keeffe inside.
3. Oglesby
For those who enjoy outdoor activities as much as I do, a visit to Oglesby is certainly warranted. This peaceful town, situated at the confluence of the Vermillion River and the Illinois River, offers an abundance of hiking and biking trails to discover.
Positioned between Starved Rock State Park and Matthiessen State Park, outdoor aficionados have a plethora of options to choose from for a day trip to Oglesby. Activities range from hiking and kayaking to pony trekking and rafting.
With a population of just over 3,000, locals are more than willing to provide directions and share their favorite trails with visitors.
4. Madison
Located just west of Milwaukee, the charming city of Madison serves as a gateway to cultural experiences, highlighted by the Wisconsin State Capitol and the picturesque Olbrich Botanical Gardens. A trip to Madison promises a leisurely pace filled with artistic endeavors.
A tour of the State Capitol is available and is highly recommended as it provides insights into the political landscape of the USA, while also illuminating the history of key figures who have walked its halls.
With Lake Monona on one side and Lake Mendota on the other, visitors cannot miss the mesmerizing lakes that define the midwestern experience in Madison.
5. Michigan City
Michigan City, located on the southeastern shores of Lake Michigan, offers a distinct coastal atmosphere compared to Chicago’s southwestern location. The Old Lighthouse Museum provides an enjoyable afternoon filled with exhibits that cover local and maritime history, including captivating stories of shipwrecks.
The Washington Park Zoo, covering over 15 acres, is home to tigers and native grizzly bears. Should you consider an overnight venture, you could explore Michigan City on the first day, then head to Indiana Dunes National Lakeshore before returning to Chicago on the second day.
6. North Utica
Only a few true villages exist in Illinois, and North Utica stands as one of those hidden gems. With a small population of approximately 1,300, this quiet village offers ample opportunity for exploration.
Nestled on the border of Starved Rock National Park and in close proximity to Matthiessen State Park, North Utica is ideal for nature enthusiasts.
The Illinois River Winery is a popular destination for those looking to enhance their wine collections. For individuals interested in local history, a visit to the La Salle County Historical Society & Museum is highly recommended.
7. Lake Geneva
When seeking directions, ensure your GPS is set to Lake Geneva, Wisconsin, and not Lake Geneva in Switzerland; that would certainly require more than just a day trip from Chicago.
If you wish to stretch your legs after the 1.5-hour drive from Chicago, consider stopping by neighboring Williams Bay. From there, you can leisurely stroll the shoreline of the lake without interruption.
For those seeking an upscale experience, I recommend visiting Baker House, a magnificent Victorian mansion built in 1885, known for its delightful assortment of cocktails that pair beautifully with the view.
8. St Louis
For those aiming to visit as many US states as possible, a trip to St Louis will certainly allow you to mark Missouri off your list. St Louis is an engaging city, famed for the iconic Gateway Arch.
If you are not prone to claustrophobia, consider ascending the arch itself. The experience may be daunting, but the panoramic views are worth it. Alternatively, explore the Missouri Botanical Gardens or Forest Park, both of which offer serene landscapes.
St Louis also features its own Hard Rock Cafe, providing a delightful lunch spot; however, for the most authentic St Louis cuisine, venture to the Soulard district where numerous BBQ restaurants await.
9. Apple River Canyon
Covering 297 acres, Apple River Canyon offers a serene escape from the bustling city life of Chicago. Located in the northwestern part of Illinois, this park is characterized by lush, rolling hills, meandering creeks, and numerous rivers, perfect for reconnecting with nature.
There are five primary trails within the park, each varying in condition throughout the seasons, so refer to the visitor center for updates before embarking on your hike.
For fishing enthusiasts, look out for trout and bass in the rivers; a delightful experience indeed.
10. The Blaum Bros Distilling Co.
Galena is notable for its rich heritage in distilling spirits and making beers, making it a spirited destination.
If you wish to sample some of the finest artisanal beverages produced in the Midwest, a visit to the Blaum Bros Distilling Co. is an excellent choice for a day trip from Chicago.
This establishment is exclusively for individuals aged 21 and older. During the distillery tour, participants have the opportunity to taste the brothers’ gin, bourbon, and renowned moonshine, while also learning about the entire production process — from grain to glass and all stages in between.
The team also provides insightful cocktail-making advice that is beneficial for enthusiasts.
11. Ottawa
Situated at the confluence of the Illinois River and Fox River, Ottawa is primarily recognized as the gateway to Starved Rock State Park; nevertheless, it is a destination worthy of exploration in its own right. The Dayton Bluffs Preserve is a stunning park featuring geological bluffs and picturesque mini-waterfalls nestled within dense forests.
For a romantic dining experience, consider arranging a candlelit table at Monte’s Riverside Inn. The Sunfield Restaurant offers delicious American classics for lunch, well-deserved after a fulfilling hike in the Dayton Bluffs.
12. Starved Rock State Park
Recognized as the top-rated attraction in all of Illinois, Starved Rock State Park is an essential destination and a highlight among day trips from Chicago. The hiking trails here are among the finest in the United States, offering a range of difficulty levels and ensuring accessibility for all visitors.
Starved Rock State Park features an impressive 18 unique canyons, each showcasing its own distinct beauty. Some canyons possess enchanting waterfalls, while others are adorned with lush moss.
The impressive bluffs and canyons have been sculpted by glacial meltwater, which has carved through the landscape with remarkable precision.
A true paradise for nature enthusiasts and geography aficionados, Starved Rock State Park is an unmissable experience.
13. Grand Rapids
Located to the east of Lake Michigan, Grand Rapids is undoubtedly one of the most desirable cities to reside in within the USA. As its popularity surges and its development accelerates, Grand Rapids has transformed into a modern urban center that boasts a diverse array of communities and cultures.
Beer enthusiasts will be delighted in Grand Rapids, which houses numerous craft breweries; visitors can easily dedicate a day to sampling the city’s innovative and award-winning brews.
The Frederik Meijer gardens are particularly noteworthy, comprising a sculpture garden that spans over 158 acres and often serves as a venue for comedic performances and live music concerts.
14. Sawyer
Depending on your preference, a day trip to Sawyer can either involve drinking prior to a walk or vice versa. Sawyer is home to several excellent craft breweries, including Greenbush Brewing Co. and Journeyman Distillery, making it a hub for small-scale liquor producers. I had the pleasure of visiting and experienced a delightful (and tipsy) adventure.
Wine enthusiasts should not miss the opportunity to visit Round Barn Winery, situated just outside Sawyer township, for an insightful look into the winemaking process. To build up your thirst before sampling, consider spending some time at Warren Dunes State Park, where you can enjoy the soft, sandy shores.
15. Indianapolis
For those who thrive on the excitement of urban life, a day trip to Indianapolis from Chicago will maintain your city vibes. Car aficionados may find interest in touring the Indianapolis Motor Speedway, the largest racetrack in the world.
The White River State Park, located in central Indianapolis, provides a tranquil environment for an afternoon escape. With various water features and beautiful gardens, the park allows visitors to explore at their own pace. Throughout the park, vendors offer bicycles for rent and gondola rides for an additional adventure.
If you seek a more thrilling experience, consider renting a Segway to glide along the smooth, paved paths — an exhilarating option.
