You found out your best buddy’s getting married and you’re in charge of making his final moments as a single guy an event he won’t forget with the best bachelor party experience ever. To ensure everyone has a mind-blowing adventure, a Chicago setting seems a no-brainer. With a long and colorful history mixed with great tourist attractions, Chicago is one of the best destinations for bachelor parties and a fun-filled manly romp where the rules are lax but the good times are not. It features budget hotels and vacation rentals as well. If you’re ready to party heartily, then you must continue reading to find out more about the top bachelor party ideas in Chicago, Illinois, USA.
1. Go on a one-of-a-kind architecture cruise (from USD 47.0)
Embark on a captivating journey through the architectural wonders of Chicago with a one-of-a-kind architecture cruise. Set sail on the scenic Chicago River and marvel at the city’s iconic skyline, adorned with magnificent skyscrapers and historic landmarks.
Aboard the cruise, knowledgeable guides provide fascinating insights into the city’s architectural history, pointing out notable buildings and sharing stories about renowned architects and their groundbreaking designs. Admire the blend of classic and modern architecture as you pass by landmarks like the Willis Tower, the Tribune Tower, and the Wrigley Building. Capture breathtaking photos of the cityscape from the water and appreciate the intricate details of each architectural masterpiece.
Chicago Architecture River Cruise Guided Tour
Duration 1 hour
2. Unravel the hidden artist in you with this Urban Art Workshop (from USD 45.0)
Unleash your creativity and immerse yourself in the vibrant art scene of Chicago with the Urban Art Workshop. Led by local artists, this hands-on experience allows you to delve into the world of urban art and street culture.
Learn various techniques, including graffiti-style lettering, stenciling, and wheatpaste, as you create your unique artwork. Discover the history and significance of street art in Chicago, from its origins to its role in shaping the city’s cultural landscape. This workshop provides a safe and supportive space for self-expression, allowing you to explore your artistic talents and push creative boundaries. Leave with a newfound appreciation for urban art and a one-of-a-kind masterpiece to showcase your artistic journey.
Chicago BYOB Hands-On Graffiti and Street Art Workshop
Duration 1 hour 30 minutes
3. Race with friends at K1 Speed
Do members of your bachelor party desire high-octane action? Head to K1 Speed about one hour west of Chicago in the picturesque village of Addison, which is one of the best places for bachelor parties. This indoor kart racing facility definitely satisfies your need for speed. Guests can maneuver through two challenging track options and also participate in the added bonus of Cybersport, a fun combination of lacrosse, basketball, and hockey on custom-designed cyber cars! Enjoy the Paddock Lounge restaurant when you need to recharge.
K1 Speed
Address: 2381 East Army Trail Road, Addison, IL 60101
Website: K1 Speed
Opening hours: Sun: 10am - 9pm; Mon - Thu: 12pm - 10pm; Fri: 11am - 11pm; Sat: 10am - 12am
Price: 22-48 USD
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4. Tour the ballpark at Wrigley Field
Opening in 1914, Wrigley Field is a delightful part of Chicago’s rich history and touring this magnificent ballpark is a true treat for any baseball fan. Gameday and non-gameday tours are offered. Non-game day tours provide the extra benefit of visiting the Cubs’ dugout, visitor’s clubhouse, and the press box. Both options allow participants access to the baseball field. These interesting guided walking tours are approximately 75-90 minutes in duration and are conducted whether the forecast is rainy or clear.
Wrigley Field Tours
Address: 1060 W. Addison Street, Chicago IL 60613
Website: Wrigley Field Tours
Opening hours: Varies
Price: 25-35 USD
5. Drink classic cocktails at The Dawson
To add a flair of sophistication to your bachelor party stop by The Dawson to relish one of their delightful cocktails. The Dawson was built in 1888 and its renovation in 2013 has only increased is allure as a prime gathering spot for locals and tourists. Among such classic drinks as Manhattans and Whiskey Sours, The Dawson offers stellar handcrafted cocktails with quirky names like Peoria Lunchbox Blues and Fancy Purple Teeth. On Wednesday evenings head upstairs to groove in a splashy jazz-club setting filled with live music.
The Dawson
Address: 730 W Grand Ave, Chicago, IL 60654
Website: The Dawson
Opening hours: Sun: 10am - 11pm; Mon - Thu: 4pm - 11pm; Fri: 4pm - 11pm; Sat: 10am - 12am
6. Take the Crime and Mob Tour of Chicago (from USD 46.0)
Fascinated by historic gangster figures? Explore this city’s criminal past with the intriguing Crime and Mob Tour of Chicago. Participants visit the hangouts of notorious characters such as John Dillinger and Al Capone. Check out some tantalizing spots like the Biograph Theater and the site of the violent St. Valentine’s Day Massacre, made infamous by these hardcore mobsters. Your expert guide provides an entertaining and informative tour of an exciting period in United States history.
Chicago Criminals, Mobsters and Gangsters Bus History Tour
Duration 90 to 120 minutes
7. Tag and bowl at WhirlyBall Chicago
Relish great fun with non-stop action at WhirlyBall Chicago. Guests can engage in a plentitude of games like multi-level laser tag and boisterous bowling. There’s even a selection of billiards tables and video games. WhirlyBall Chicago also offers a fun game called WhirlyBall where teams, of at least four players, armed with scoops and whiffle balls compete in amped-up bumper cars! Refreshments and awesome eats are available as well at WhirlyBall Chicago.
WhirlyBall Chicago
Address: 1825 W Webster Ave, Chicago, IL 60614
Website: WhirlyBall Chicago
Opening hours: Sun - Thu: 11am - 12am; Fri - Sat: 11am - 1am
Price: Varies
8. Drink beer on a cruise with Wendella Boats
Wendella Boats offers specialty cruises that contribute to unforgettable adventures and fun bachelor party activities in Chicago. But the only one that will energize any bachelor party is the Beer & BBQ Cruise that takes place during the summer months. Wendella Boats host this event where participants can cruise the Chicago River and Lake Michigan while sipping a choice beer from a local craft brewery and relishing the added bonus of indulging in mouthwatering barbecue. Guests can unwind on the deck or enjoy the climate-controlled lounge.
Wendella Boats
Address: 400 N Michigan Ave, Chicago, IL 60611
Website: Wendella Boats
Opening hours: Varies
Price: 60 USD
9. Enjoy 360-degree views of the city from Skydeck Chicago (from USD 44.0)
A superb way to kick off an adventure in Chicago is to drink in the bird’s-eye view of this vibrant city. The go-to place is from the Skydeck Chicago on the 103rd floor of the Willis Tower, once known as the Sears Tower. The highest point on the Chicago skyline at 1,353 feet (412.4 meters), members of your party will be treated to jaw-dropping panoramic sights of the city. The true highlight is walking onto the glass balcony, called the Ledge, that affords you expansive views of attractions like Navy Pier and Wrigley Field.
Chicago: Skydeck Chicago Admission Ticket
Duration 90 to 120 minutes
10. Solve puzzles at the Gold Rush Escape Room (from USD 40.0)
Spend an exciting afternoon unlocking a mystery to uncover hidden treasures at the fabulous Gold Rush Escape Room. An exhilarating immersive experience, Gold Rush Escape Room participants must race against time to decode clues and crack puzzles in order to unearth a gold prospector’s missing loot before a group of mobsters. This activity requires teamwork, cunning, and top-notch instincts. Gold Rush Escape Room is a great way to bond with your friends.
Gold Rush Escape Room
Duration 1 hour 15 minutes
11. Take a nighttime helicopter tour of Chicago (from USD 170.0)
For the ultimate aerial view of fantastic Chicago take an exciting helicopter tour. Admire the beauty of Chicago with this amazing nighttime ride high above the twinkling city lights. Though this flying tour is only about a 15-minute ride, it’s worth every second and is sure to be one of the most memorable moments of your trip. Enjoy whisking past Chicago landmarks like Navy Pier, Lincoln Park, and Soldier Field and hovering by towering skyscrapers like the Willis Tower.
Chicago Helicopter Tour Nighttime Experience
Duration 12 to 15 minutes
12. Go kayaking down the Chicago River (from USD 66.0)
Want to slow down the pace and view Chicago from a different perspective? Spend a day paddling a kayak down the Chicago River with this fabulous leisurely expedition. As you make your way down the urban waterway, admire renown architectural landscapes and a lovely collection of historic bridges. This tour provides expert instruction and the necessary equipment to have an adventuresome yet safe time on the marvelous Chicago River. Participants can choose either single or double kayak options.
Chicago River Kayak Tour
Duration 2 hours 30 minutes
Fun happens in Chicago
Whether you want a raucous time or a more serene bonding experience, there are plenty of fun things to do for bachelor parties in Chicago. Take to the skies. Paddle on the river. Guzzle a beer on a boat or sip a cocktail while listening to cool jazz. The choices are limitless in Chicago and so are the good times for a bachelor party crowd.