Take in the Views from 360 Chicago

Kick off your bachelorette weekend with a trip to 360 Chicago, formerly known as the John Hancock Center Observatory. Located 1,000 feet up on the 94th floor of the iconic skyscraper, 360 Chicago offers unobstructed 360-degree views of the city, lakefront and beyond. Your group can cap off the experience by heading to the TILT attraction, which literally tilts visitors out 30 degrees over the edge of the building. Don’t forget your camera – this is the perfect spot for bridal portraits with a backdrop of the Chicago skyline.

360 Chicago 875 North Michigan Ave, 94th Floor Chicago, IL 60611
(888) 875-8439

Party at a Rooftop Bar

What better way to celebrate the bride than with cocktails and apps at one of Chicago’s many rooftop bars? Spots like Cindy’s offer stunning views of Millennium Park and Lake Michigan, along with funky decor and inventive drinks like the Bridal Party Punch. Or check out Raised for an urban garden vibe and small plates like short rib tacos. Wherever you go, make a reservation ahead of time to ensure you get a table large enough for the whole bachelorette crew. Then sit back, sip your drink, and soak in one of the best views in Chicago.

Cindy’s Rooftop Bar 12 S Michigan Ave, Chicago, IL 60603 (312) 792-3502 Raised Rooftop Bar 1 W Wacker Dr, Chicago, IL 60601
(312) 240-9400

Brunch it Up

Fuel up for a day of bachelorette adventures with brunch at one of Chicago’s top spots, like Beatrix near the Chicago Riverwalk. Their French toast flight lets you sample four mini slices with delicious toppings, from caramel apple to s’mores. Or head to E + O Kitchen in Wicker Park, where you’ll find Asian-fusion small plates perfect for sharing, like Vietnamese coffee french toast and miso brisket hash. Wherever you go, don’t forget the mimosas and bellinis to get the party started!

Beatrix – River North 519 N Clark St, Chicago, IL 60654 (312) 284-1377 E + O Kitchen 959 W Randolph St, Chicago, IL 60607
(312) 662-1132

Explore The Shops on Michigan Avenue

What’s a bachelorette weekend without a little retail therapy? Chicago’s famous Magnificent Mile boasts over 460 shops, boutiques, galleries, and more. Stop by Water Tower Place, Chicago’s premier vertical mall, or stroll the avenues for high-end stores like Burberry, Kate Spade, and Tiffany & Co. Don’t miss shopping staples like the six-story American Girl and the LEGO Store too. Of course, no need to limit yourself to the Mag Mile – Chicago has amazing boutique shopping in areas like Wicker Park and Fulton Market as well.

Water Tower Place 835 North Michigan Ave, Chicago, IL
60611 (312) 440-3166

Sip and Paint

Unleash your inner artist with a sip and paint class, where you’ll recreate a featured painting while sipping wine or cocktails. Brush and Bottles Studio in Old Town lets you bring snacks and drinks, with wine and mimosa buckets available too. Each guest gets a 16”x20” canvas to take home. Or head to Paint ‘N Party in Wicker Park, where you’ll get a personal 16”x20” canvas and two drinks. Both locations have private party rooms available if you book ahead for large groups. Let the creativity and laughter flow!

Brush and Bottles Studio 343 W Erie St, Chicago, IL 60654 (872) 802-6848 Paint ‘N Party 1117 N Milwaukee Ave, Chicago, IL 60622
(872) 802-6848

Dinner Cruise on Lake Michigan

Enjoy stunning views of the Chicago skyline while dining, drinking, and dancing aboard a Lake Michigan dinner cruise. Odyssey Chicago Cruises feature multilevel boats with the latest sound and lighting systems on the dance floors. Enjoy a plated dinner followed by your favorite 2000s throwbacks! Group packages include party favors and a champagne toast. Spirit Cruises are known for their lunch and dinner buffets with live entertainment and DJs. However you cruise, you’re guaranteed incredible skyline views and fun memories with the bride tribe.

Odyssey Chicago Cruises Navy Pier, 600 E Grand Ave, Chicago, IL 60611 (312) 842-1299 Spirit Cruises Chicago Navy Pier, 600 E Grand Ave, Chicago, IL 60611
(866) 211-3829

Comedy Show

Laugh the night away at one of Chicago’s famous comedy clubs like Second City or Zanies Comedy Club. Second City, where stars like Tina Fey got their start, offers improv shows as well as scripted revues that skewer Chicago culture and politics. Zanies books well-known national headliners, up-and-coming comics, and local talents. For a more intimate experience, check out stand-up at Timothy O’Toole’s Pub or Comedy Bar Chicago. Wherever you go, expect plenty of cocktails and laughs as you celebrate the bride with your besties.

Second City 1616 N Wells St, Chicago, IL 60614 (312) 337-3992 Zanies Comedy Club 1548 N Wells St, Chicago, IL 60610
(312) 337-4027

Take in Live Music

Experience Chicago’s amazing live music scene at venues like the Green Mill Cocktail Lounge and House of Blues. The Green Mill is a Chicago institution that’s been around since 1907. With its red leather booths and iconic neon green sign, it still retains its vintage charm. Catch local jazz groups and even big band nights. At House of Blues, you can see larger touring acts in an intimate setting with stadium-style seating. No matter where you end up, enjoy rocking out to live music with the bride!

Green Mill Cocktail Lounge 4802 N Broadway, Chicago, IL 60640‎ (773) 878-5552 House of Blues Chicago 329 N Dearborn St, Chicago, IL 60654
(312) 923-2000

Rent a Bus With Chicago Party Bus Company

Now that you’ve got your bachelorette itinerary sorted out, it’s time to think about transportation. Renting a party bus from Chicago Party Bus Company takes the hassle out of getting around the city as a group. Our fleet ranges from limo style buses to coaches that can accommodate your entire crew of 25 riders. All buses come equipped with luxury amenities like leather seats, hardwood floors, Bluetooth stereos, light shows, and more. We’ll pick you up and drop you off wherever your bachelorette adventures take you! Plus, our professional drivers know Chicago like the back of their hand. Contact Chicago Party Bus Company at 224-307-8900 to book your party bus today and start celebrating the bride in style.