Chicago Bachelor Party Guide: Ideas, Restaurants, MUST Do's (& Dont's)

Known for its vibrant culture and endless entertainment options, Chicago is the ultimate destination for a bachelor party.

Whether you and your friends are looking to enjoy adrenaline-pumping adventures, relax with world-class food and drinks, or explore the city’s lively nightlife, this guide will help you plan a weekend to remember.

Why Chicago For a Bachelor Party?

Chicago, also known as the Windy City, is the perfect destination for a bachelor party. Here’s why:

• Vibrant Nightlife: Chicago offers a mix of lively clubs, relaxed bars, and sports venues to cater to any group’s vibe.
• Variety of Activities: From beach volleyball by Lake Michigan to hitting up the historic venues downtown, there’s no shortage of things to do.
• Central Location: Located in the heart of the Midwest, Chicago is accessible for friends flying in from different parts of the country.
• Breathtaking Views: Whether you're walking along the Chicago River or enjoying unparalleled panoramic views from skyscrapers, the city delivers on scenery.

Chicago also combines a rich cultural history with modern amenities. From iconic landmarks like Navy Pier to the Art Institute of Chicago, every corner of the city offers something unique.

Bachelor Party Activities

There are countless activities to make your Chicago bachelor party unique and memorable. Below are some exciting ideas to keep the fun rolling.

1. Play Beach Volleyball on Lake Michigan

Enjoy a fun day in the sun playing volleyball with your buddies. North Avenue Beach is a great spot to set up a game, hang out, and soak in the lake’s dynamic atmosphere. If volleyball isn't your thing, you can rent bikes or paddleboards for some extra outdoor fun.

2. Catch a Cubs Game at Wrigley Field

Head to the North Side to experience the thrill of a live Cubs game. There’s nothing like the energy of Wrigley Field, especially when your group’s cheering with a beer in hand. Make sure to arrive early and check out the bars around Wrigleyville for pre-game excitement.

3. Cruise the Chicago River

Rent a boat or join a guided tour of the Chicago River to enjoy the city’s architecture from the water. It’s a unique way to explore downtown while enjoying a few drinks. Many boat rental services also allow you to bring your own snacks and drinks, making it a customizable experience.

4. Night Out in River North

Hit the clubs in River North for a lively evening of dancing and cocktails. This area’s nightlife is legendary, offering everything from rooftop bars to pulsing dance floors. If your group prefers something more laid-back, check out the craft cocktail lounges nearby.

5. Improv Shows and Comedy Clubs

If your group loves to laugh, check out an improv show at Second City—the home stage of comedians like Tina Fey and Steve Carell. It’s a great way to kick back after dinner. For something different, check out Zanies Comedy Club or smaller independent venues for stand-up acts.

6. Try Laser Tag or Go-Kart Racing

For a burst of adrenaline, book a session of laser tag or head to one of the city’s go-kart tracks. It’s perfect for a group that loves a bit of competitive fun. Many places also offer arcade games and food, so you can make an entire evening out of it.

7. Guided Brewery Tour

Chicago’s craft beer scene is second to none. Sign up for a brewery tour to sample some of the city’s best beers while learning about the brewing process. This is a fun way to mix learning with drinking and works well for groups of all sizes.

Where To Stay in Chicago

Finding the right place to stay is key to ensuring your group has a comfortable and convenient base. Chicago offers a range of options to suit any vibe or budget.

Downtown Hotels

Stay in the heart of the action at a downtown hotel. The area offers easy access to major attractions like the Chicago River, Navy Pier, and River North nightlife. Some popular picks include The Langham for luxury or the more budget-friendly Hampton Inn near the Chicago Loop.

Lincoln Park Rentals

For a quieter, residential vibe, look into renting a house or an Airbnb in Lincoln Park. This area combines charm with convenience, making it ideal for groups. You’ll also find great local coffee shops and parks to enjoy in the mornings before heading out.

West Loop Boutiques

The West Loop’s trendy boutique hotels are perfect for those who love a mix of luxury and style. You’ll also be close to some of the best dining spots in town. Consider spots like The Hoxton or Nobu Hotel, both known for their chic interiors and excellent service.

North Side Hotels

If you’re planning to catch a Cubs game or spend time near Wrigley Field, consider staying in the North Side. This area has plenty of options ranging from boutique hotels to larger chains, all within walking distance of sports bars and other attractions.

Dining and Drinking

Good food and drinks are a must for any bachelor party, and Chicago doesn’t disappoint. Here are some top spots for dining and unwinding.

Restaurants

• West Loop’s Fulton Market: Known for its food scene, this area boasts some of the city’s best restaurants. Try Girl & the Goat for inventive dishes or Au Cheval for its famous burger.
• Historic Venues: Try dinner at venues like the Chicago Athletic Association—it blends classic charm with modern dishes. Cindy’s Rooftop is another historic option with stunning views.
• Deep Dish Pizza: No visit is complete without sampling iconic deep-dish pizza from Lou Malnati’s or Giordano’s. These are great spots for casual group dinners.

Bars

• Sports Bars: Catch a game with your group at one of the city’s energetic sports bars. Sluggers in Wrigleyville offers batting cages and arcade games alongside drinks.
• Craft Beer Spots: Chicago’s craft beer scene is thriving, with breweries offering tastings and tours. Revolution Brewing and Goose Island are popular choices.
• Live Music Venues: Head to Lincoln Park or downtown to enjoy live music while having a few drinks with the guys. Kingston Mines is a great spot for blues lovers.

Alternative Bachelor Party Ideas

Sometimes you want to break away from the usual bachelor party agenda. Chicago offers plenty of alternative options for a unique celebration.

• Navy Pier Activities: From carnival rides to dining with breathtaking views of Lake Michigan, Navy Pier is a great spot for a fun-filled day. Check out the Centennial Wheel for a bird’s-eye view of the city.
• Guided Food Tour: Explore Chicago’s culinary scene with a food tour that highlights its iconic dishes. It’s a delicious way to experience the city’s diverse neighborhoods.
• Art Institute of Chicago: For something cultural, spend an afternoon exploring the renowned Art Institute. The museum’s collection spans centuries and is a great way to add a touch of sophistication to the weekend.
• Historic Speakeasies: Experience a taste of Al Capone’s Chicago by visiting some of the city’s hidden speakeasies. Many spots, like The Violet Hour, offer expertly crafted cocktails in a stylish setting.
• Kayaking the Chicago River: For an active alternative, rent kayaks and paddle along the Chicago River. It’s a great way to see the city from a different perspective while bonding with your group.

Transportation Options

Getting around Chicago is straightforward:

• Public Transit: The “L” train system is affordable and connects major parts of the city. It’s perfect for groups who want to save money.
• Rideshares: Apps like Uber and Lyft are widely available for a convenient way to get to your next stop. For larger groups, consider booking a rideshare van.
• Bike Rentals: If you’re feeling adventurous, rent a bike and explore the lakefront paths. Divvy bikes are a popular option with stations all over the city.
• Walking: Downtown is pedestrian-friendly, and walking offers some of the best views of the city. Be sure to bring comfortable shoes!

Travelling Tips

A successful bachelor party starts with good planning. Keep these tips in mind to make the most of your Chicago weekend.

• Pack for the Weather: Chicago’s weather can be unpredictable, so bring layers.
• Book Early: Accommodations and activities can fill up fast, especially in summer.
• Choose Central Accommodations: Staying downtown makes it easier to access attractions.
• Plan Group-Friendly Activities: Make sure to include options that everyone in your group can enjoy.
• Reserve Dining Spots: Popular restaurants often require reservations.
• Bring Comfortable Shoes: You’ll likely be walking a lot, especially downtown.
• Stay Hydrated: Balancing a few drinks with water keeps everyone feeling their best.
• Look for Group Discounts: Many activities and tours offer discounts for larger groups, so take advantage of these deals.