A Girls’ Guide to Chicago: Fun-filled Weekend Itinerary

Planning a girls’ weekend getaway to Chicago? Look no further! This easy-to-read itinerary will guide you through the best experiences the city has to offer. From delightful dining to scenic views and exciting activities, this guide has it all. So gather your friends and get ready for an unforgettable trip to the Windy City!

Day 1:

Morning: Start your day by energizing yourselves at the East Bank Club’s pool, where you can relax, swim, and soak up the sun. Don’t forget your swimsuits and sunscreen! As this is a popular spot, consider making reservations in advance.

Afternoon: As the day progresses, head over to Kumiko for delightful cocktails. This elegant lounge offers a unique selection of drinks that are both visually stunning and delicious. Make sure to try their signature creations. Since it can get crowded, it’s advisable to make reservations.

Evening: For dinner, indulge in the culinary delights at Girl & the Goat. This trendy restaurant offers a menu full of flavorful dishes and an inviting atmosphere. Make reservations well in advance, as this place is highly sought after.

After dinner, embrace the lively atmosphere at Federales, where you can enjoy ice shots while aiming at a bell. It’s a fun-filled spot perfect for making memorable moments with your friends. No reservations are required.

Wrap up the night at Aba restaurant, known for its great views and vibrant ambiance. Sip on refreshing drinks while enjoying the Chicago skyline. It’s an ideal spot for winding down and taking in the city’s charm. Reservations are recommended to secure a good table.

Day 2:

Morning: Start your day with a delightful breakfast by the lake. There are several scenic spots to choose from, such as The Lakefront Restaurant, offering stunning lake views and a delicious breakfast menu. Enjoy the serene atmosphere and fuel up for the day ahead.

After breakfast, treat yourselves to an IV session at the IV Bar to rejuvenate and rehydrate. It’s a perfect way to relax and ensure you’re ready for more adventures.

Afternoon: Savor a leisurely lunch at Eataly, where you can indulge in a variety of delectable Italian dishes. Don’t forget to pair your meal with a bottle of wine from their extensive selection. Reservations are not required but recommended for larger groups.

Next, head to City Winery, a fantastic venue offering breathtaking views and an impressive selection of drinks. Unwind with your friends while enjoying the scenic beauty of Chicago.

Embark on the Chicago Architecture River Cruise Tour to marvel at the city’s stunning skyline and iconic architecture. This guided tour provides fascinating insights into Chicago’s history and is an absolute must-do. Tickets should be booked in advance to secure your spot.

Evening: For dinner, make a reservation at Momotaro for a memorable dining experience. This modern Japanese restaurant offers a sophisticated atmosphere and an exquisite menu. Arrive around 7:30 or 8 PM to enjoy a relaxed evening. Reservations are recommended.

Afterward, head to Boss Bar, a trendy spot where you can enjoy refreshing cocktails and mingle with the locals. The vibrant atmosphere and eclectic music make it a perfect place to dance the night away.

End your evening at Lazy Bird, a stylish cocktail bar known for its impressive drink menu. Relax and unwind in the cozy ambiance while sipping on delicious concoctions.

Day 3:

Cool Bars: If you have extra time or want to mix things up, consider visiting some of Chicago’s cool bars. The Cauldron Chicago offers a whimsical experience with magically inspired cocktails. Hold Post Social is known for its bottomless espresso martinis, perfect for a caffeine-infused night out. Cloud At is a rooftop bar with stunning views, and Malibu Barbie Cafe Chicago adds a touch of nostalgia to your evening.

To Do: To add some natural beauty to your trip, visit the Lincoln Park Conservatory. Stroll through the lush gardens and marvel at the breathtaking plant collections. It’s a serene retreat within the bustling city.

Conclusion: Chicago offers endless possibilities for a fantastic girls’ trip, and this easy-to-use itinerary will ensure you make the most of your time. From relaxing by the pool to indulging in delicious cuisine, taking in stunning views, and exploring the city’s architectural marvels, this guide has something for everyone. Remember to make reservations in advance where necessary, and get ready for a memorable weekend in the vibrant city of Chicago!