Chicago is a bachelorette party destination that truly has it all. From world-class dining and shopping, to top-notch nightlife, and stunning waterfront views, Chicago is a destination that will wow the whole squad.

What To Do:

As a bustling, cosmopolitan city, Chicago offers a wide variety of activities perfect for groups celebrating a bachelorette party. For groups of gals who love to shop, The Magnificent Mile is a must-visit. This iconic stretch of North Michigan Avenue features high-end boutiques, flagship stores, and unique local shops.

The Chicago Riverwalk is another popular bachelorette hotspot, with waterfront dining, boat rides, and the perfect neighborhood to take a walk and see the skyline.

Foodies will be in heaven in Chicago, a city known for its diverse and world-class dining scene. From pizza on a beautiful patio, to sipping cocktails on a rooftop, Chicago has an eatery for every vibe. After dinner, check out a comedy show or a drag show to really take things up a notch.

Don’t forget to visit Millennium Park to snap a pic with the famous Cloud Gate sculpture (better known as "The Bean") Nightlife is on another level in Chicago! The city offers everything from chic rooftop bars with skyline views to lively dance clubs and cocktail lounges.

When To Visit:

Chicago is one of the cities that truly experiences all 4 seasons, which means it has something different to offer year-round. Summers (late May to September) are the most popular time to visit due to warm temperatures and beautiful weather that makes waterfront activities, festivals, and exploring outdoor attractions super fun and comfy. Spring and fall are also great times to visit for pleasant temperatures and fewer crowds. Winter offers its own charm with festive holiday lights, ice skating at Millennium Park, and cozy cafes to relax and warm up in. Be sure to pack layers if you travel in the winter months, because The Windy City’s wind chill can be freezing, literally dropping below 0 during the coldest months!

How To Get There:

Getting to Chicago is easy thanks to O’Hare International Airport and Midway International Airport, both of which are major hubs connecting visitors from just about anywhere. Once you arrive, Chicago’s well-connected public transit system, readily available Ubers, and walkable neighborhoods make it easy to explore without needing a rental car.

Where to Stay:

Chicago offers every type of accommodation you can imagine, and we’re rounded up our favorites for you. Whether you want a 5-star spa retreat, a chic city high-rise, or a private, AirBNB getaway with friends, Chicago has something  to cater to any group’s needs.

Between its stunning waterfront views, vibrant arts scene, historic neighborhoods, and luxurious accommodations, Chicago creates the perfect atmosphere to eat, drink, play, and party. Whether you’re shopping on The Magnificent Mile, exploring the city’s museums, or dancing the night away in iconic clubs, Chicago is an unforgettable bachelorette party destination.