Grab your girlfriends and let’s go! The Windy City is calling. This Chicago girls trip itinerary is your ultimate guide to a weekend with your besties. Get ready for stunning architecture, delicious eats, and enough shopping til you drop. We’ll be staying at the Radisson Blu Aqua, a chic hotel with stunning riverfront views that puts you in the heart of the city.

Day 1:

• Brunching: Kick off your trip with aesthetic eats at Venteux. This French bistro boasts a Parisian-inspired atmosphere and brunch dishes to die for. Think fluffy pancakes, decadent eggs Benedict, and bottomless mimosas.
• Cloud Gate Calling: No trip to Chicago is complete without a photo at Cloud Gate, also known as “The Bean.” Located in Millennium Park, this iconic sculpture reflects the city skyline and is the perfect Chicago-esque photo op.
• 2D Fun: One of the cutest cafes I’ve visited to date, 2D Cafe, is a must when you visit Chicago. This adorable cafe is a haven for all things kawaii (cute in Japanese). From their pastel-colored latte art to their desserts shaped like cartoon characters, you cannot miss this spot. The owner also has a bit of an obsession with Emily in Paris (we have that in common), which inspired a lot of the artwork!
• Shake It Up: End your day with a trip to Jojo’s Shake Bar. This Chicago favorite offers over 100 milkshake flavors- from classic chocolate to adventurous options like avocado or PB&J. The atmosphere is fun and funky and the desserts are so Instagrammable!

Day 2:

• Magnificent Mile: Get ready to shop till you drop on the Magnificent Mile. From designer brands like Chanel and Gucci to more accessible retailers like Nordstrom, I promise you won’t leave empty handed. Whether you’re window shopping or splurging on something special, this is the place to be.
• Cloudbar for Skyline Sips: After conquering the Magnificent Mile, check out Cloudbar at the John Hancock Center. This bar offers breathtaking 360-degree views of the city skyline, making it the perfect spot for a cocktail to celebrate your successful shopping spree.
• Dinner with a View: For dinner, grab a table at one of the many restaurants overlooking the Chicago River. Chicago is also home to a number of rooftop restaurants like Cindy’s, Raised, and Streeterville Social.

Day 3:

• Farewell Feast: Lastly, stop in for a final brunch at Radisson Blu Aqua’s in-house restaurant. With a menu featuring both American and European options, it’s the perfect last meal before heading home.
• Explore at Your Own Pace: Depending on your flight time, you might have some extra time to explore other parts of the city. Stroll along the Navy Pier, visit the Art Institute of Chicago, or catch some skyline views at North Beach.

Bonus Tip: Consider purchasing a Chicago CityPASS for discounted admission to some of the city’s top attractions, including the Skydeck at Willis Tower, the Art Institute of Chicago, and the Shedd Aquarium.

Overall, I hope this Chicago girls trip itinerary gives you a good idea of what the city has to offer for a fun getaway. There’s so much to see and do, don’t feel like you have to squeeze it all in one trip (just another reason to plan for a future girls’ trip!).

Sincerely, Savanna