Girls Trip to Chicago

Embarking on a girls trip to Chicago is the perfect way to create lasting memories and enjoy a fun-filled getaway with your friends. Known for its vibrant culture, iconic attractions, and delicious cuisine, Chicago offers an array of experiences that are sure to delight every group of girlfriends.

Girls Trip to Chicago

From exploring the renowned Art Institute of Chicago to indulging in the city’s famous deep-dish pizza, there is no shortage of activities to keep you entertained. Whether you’re interested in shopping on the Magnificent Mile, strolling along the Chicago Riverwalk, or immersing yourself in the city’s rich arts and culture scene, Chicago has it all.

So grab your girlfriends, pack your bags, and get ready for an unforgettable girls weekend getaway in the Windy City. Discover the best Chicago attractions for your girls trip and create memories that will last a lifetime.

Key Takeaways:

  • Chicago is the perfect destination for a girls trip, offering a wide range of attractions and activities.
  • Consider staying in the River North neighborhood for easy access to popular attractions and vibrant nightlife.
  • Don’t miss iconic Chicago attractions like Millennium Park, the Art Institute of Chicago, and the Chicago River architecture cruise.
  • Explore the diverse neighborhoods of Chicago, including the vibrant Pilsen neighborhood known for its Latino culture and street art.
  • Indulge in Chicago’s food and drink scene, from tiki bars to renowned restaurants like Girl & the Goat.

Where to Stay in Chicago for a Girls Trip

When planning your girls trip to Chicago, choosing the right hotel is essential for a comfortable and convenient stay. Consider staying in the River North neighborhood, which offers easy access to popular attractions and vibrant nightlife.

The 21c Museum Hotel is a unique option that combines contemporary art with luxurious accommodations. Immerse yourself in the hotel’s curated art exhibitions while enjoying top-notch amenities and stylish rooms.

Another popular choice for a girls trip in Chicago is the Radisson Blu Aqua. Located between Millennium Park and the Chicago Riverwalk, this modern hotel showcases stunning views and features a rooftop pool, perfect for a relaxing afternoon with your girlfriends.

If you’re looking for a hotel with a touch of history and elegance, the LondonHouse is a must-visit. This iconic hotel boasts a stunning rooftop bar and offers panoramic views of the city. Immerse yourself in the classic charm of Chicago while enjoying the upscale amenities and impeccable service.

These hotels will make your girls trip in Chicago truly special, providing comfort, convenience, and memorable experiences.

With visually appealing and comfortable accommodations, your girls trip to Chicago is off to a great start!

Must-See Attractions in Chicago for Girls Trip

Chicago is known for its iconic attractions that should not be missed during your girls trip. These top activities will ensure you have an unforgettable time exploring the Windy City.

1. Millennium Park

Start your Chicago adventure by visiting Millennium Park. Don’t forget to take your obligatory photos with “The Bean” sculpture, officially known as Cloud Gate, and enjoy a peaceful stroll through the beautiful Lurie Garden.

2. Art Institute of Chicago

Explore the renowned Art Institute of Chicago, one of the top-rated museums in the world. Marvel at the impressive collection of artwork, including the famous Obama Portraits, and immerse yourself in the world of art and culture.

3. Chicago River Architecture Cruise

Take a scenic architecture cruise along the Chicago River to marvel at the city’s stunning skyscrapers and learn about its architectural history from knowledgeable guides. Sit back, relax, and enjoy the breathtaking views of the cityscape.

4. Lou Malnati’s Deep-Dish Pizza

No visit to Chicago is complete without indulging in some deep-dish pizza. Head to Lou Malnati’s, a beloved Chicago institution, and savor every bite of their famous deep-dish pizza. Prepare your taste buds for a delightful culinary experience.

Attraction Description
Millennium Park Home to “The Bean” sculpture and Lurie Garden, a tranquil oasis in the bustling city.
Art Institute of Chicago A world-class museum showcasing a vast collection of artwork, including the iconic Obama Portraits.
Chicago River Architecture Cruise Embark on a scenic cruise to admire the city’s architectural wonders along the Chicago River.
Lou Malnati’s Deep-Dish Pizza Indulge in Chicago’s famous deep-dish pizza at Lou Malnati’s, a local institution.

These must-see attractions will make your girls trip to Chicago truly memorable. Immerse yourself in the city’s vibrant culture, indulge in its delicious cuisine, and enjoy the breathtaking views. Discover the magic of Chicago with your friends and create memories to last a lifetime.

Discover Chicago’s Neighborhoods on a Girls Trip

While exploring the diverse neighborhoods of Chicago, be sure to visit Pilsen. Located in the Lower West Side, Pilsen is known for its rich Latino culture, vibrant street art, and delicious Mexican cuisine.

Take a free Chicago Greeter tour to learn about the neighborhood’s history, cultural traditions, and iconic landmarks. Explore the colorful murals that adorn the community, including those at the National Museum of Mexican Art. Enjoy the local coffee shops, vintage shops, and quaint cafes that make Pilsen a dynamic and inspiring destination.

Explore Pilsen’s Vibrant Street Art

Pilsen is renowned for its vibrant street art scene, with colorful murals adorning the neighborhood’s buildings. These vibrant works of art showcase the community’s diverse culture and tell stories of resilience and creativity. Take a walk through Pilsen’s streets and alleys to discover intricate murals that depict Mexican heritage, social justice movements, and messages of unity.

Indulge in Delicious Mexican Cuisine

One of the highlights of visiting Pilsen is the opportunity to savor authentic Mexican cuisine. From street food vendors to family-owned restaurants, Pilsen offers a wide range of delicious dishes. Feast on mouthwatering tacos, tamales, mole, and more, while immersing yourself in the flavors and aromas of Mexico. Don’t forget to try some refreshing horchata or a traditional Mexican hot chocolate.

Experience Pilsen’s Cultural Heritage

Pilsen’s rich cultural heritage is celebrated through its numerous festivals and events. From Dia de los Muertos to the annual Pilsen Fest, there are plenty of opportunities to experience the neighborhood’s vibrant traditions and festivities. Immerse yourself in the sounds of live music, admire traditional dance performances, and participate in cultural workshops that showcase the community’s deep-rooted traditions.

Pilsen’s vibrant street art scene, delicious Mexican cuisine, and lively cultural events make it a must-visit neighborhood during a girls trip to Chicago. Explore the colorful murals, indulge in authentic Mexican food, and immerse yourself in a community that embraces its heritage.

Indulge in Chicago’s Food and Drink Scene with Your Girls

Chicago is a culinary paradise, offering a vibrant food and drink scene that promises to satisfy every palate. Whether you’re in the mood for creative cocktails, delicious eats, or a lively atmosphere, the Windy City has it all. Here are some must-visit spots to indulge in during your girls trip to Chicago:

Tiki Bars in Chicago

Get ready to be transported to a tropical paradise at Chicago’s renowned tiki bars. One of the most popular destinations is Three Dots and a Dash. This award-winning tiki bar combines exotic flavors, artistic presentations, and a lively ambiance. Sip on expertly crafted cocktails served in quirky tiki mugs while immersing yourself in the Polynesian-inspired decor. It’s the perfect spot to kick off an unforgettable night with your girls.

Best Places to Eat in Chicago

Chicago is a culinary hotspot with an array of world-class restaurants. For a unique dining experience, make a reservation at Girl & the Goat. This renowned restaurant in the trendy West Loop neighborhood offers a menu that pushes culinary boundaries, featuring bold and inventive flavors. Indulge in dishes like wood-fired pig face and goat empanadas while savoring the restaurant’s lively atmosphere.

Of course, no trip to Chicago is complete without trying the city’s legendary deep-dish pizza. Head over to Lou Malnati’s, a true Chicago institution, or explore other local pizzerias for a taste of this iconic dish. Don’t forget to pair your meal with a refreshing craft beer from one of the many local breweries dotted throughout the city.

Chicago Nightlife for Girls Trip

After a satisfying meal, it’s time to experience Chicago’s vibrant nightlife with your girlfriends. Make your way to Bassment in the trendy River North neighborhood, a popular live music venue known for its energetic atmosphere and signature Bathtub Gin cocktail. Dance the night away to the sounds of talented musicians while enjoying craft cocktails and great company.

For a speakeasy experience, venture to The Violet Hour in Wicker Park. This hidden gem offers a sophisticated ambiance, expertly crafted cocktails, and a stylish setting that will transport you back in time. Enjoy the exclusivity and intimacy of this speakeasy while toasting to an unforgettable girls trip.

Spot Description
Three Dots and a Dash Award-winning tiki bar offering creative cocktails and a tropical atmosphere.
Girl & the Goat Renowned restaurant in the West Loop known for bold and inventive flavors.
Lou Malnati’s A true Chicago institution serving famous deep-dish pizza.
Bassment Lively live music venue in River North with a signature Bathtub Gin cocktail.
The Violet Hour Sophisticated speakeasy offering expertly crafted cocktails in a stylish setting.

Relax and Unwind in Chicago’s Spas and Wellness Centers

Treat yourself and your girlfriends to a day of relaxation and pampering at one of Chicago’s premier spas. Aire Ancient Baths is a top choice for a luxurious spa experience. Immerse yourself in the tranquil ambiance as you indulge in the rejuvenating treatments and soothing amenities.

Picture yourself unwinding in the warm embrace of Aire Ancient Baths:

At Aire Ancient Baths, you’ll have the opportunity to enjoy a variety of spa facilities, including hot pools, steam rooms, and even a float pool with a salinity that matches that of the Dead Sea. The tranquil atmosphere, coupled with the ancient-inspired architecture, creates a truly immersive and unique experience.

If you wish to visit Aire Ancient Baths, it is advisable to book your reservation in advance to secure your spot at this popular wellness destination. However, if Aire is fully booked, don’t worry! Chicago is home to other exceptional spas where you can enjoy an equally rejuvenating spa day.

Here are a few alternative spas to consider:

Spa Location
Kohler Spa Lincoln Park
Chuan Spa at the Langham Chicago

Each of these spa establishments offers a range of treatments and services designed to revitalize your body and mind. Whether you choose Aire Ancient Baths, Kohler Spa, or Chuan Spa at the Langham, you’re in for a day of pure relaxation and indulgence.

Take this opportunity to decompress, rejuvenate your senses, and experience the ultimate spa day in Chicago with your girlfriends.

Enjoy Chicago’s Nightlife with the Girls

Chicago’s nightlife scene is renowned for its vibrant energy and diverse options, making it the perfect destination for a memorable night out with your girlfriends. Whether you’re in the mood for live music, retro vibes, or captivating performances, Chicago has something to offer everyone. Get ready to dance the night away, sip expertly crafted cocktails, and create unforgettable memories.

Dance the Night Away at Bassment

If you and your friends are music lovers, Bassment is the place to be. Located in the lively River North neighborhood, Bassment is a renowned live music venue known for its energetic atmosphere and talented performers. Move to the rhythm of the music as you enjoy a wide range of genres, from jazz and blues to funk and soul. With its intimate setting and handcrafted cocktails, Bassment promises an unforgettable night of dancing and live entertainment.

Experience Retro Vibes at Beauty Bar

Transport yourself to a bygone era at Beauty Bar, a retro-themed bar located in West Town. Step inside and be captivated by the disco balls, vintage salon chairs, and a lively dance floor that will make you feel like you’re in the heart of the ’70s. Dance to a mix of classic hits and modern tunes, sip on signature cocktails, and experience the unique ambiance that sets Beauty Bar apart. Grab your girlfriends, put on your dancing shoes, and get ready to groove the night away.

“The energetic atmosphere at Bassment and the retro vibes at Beauty Bar create the perfect backdrop for a fun-filled night with your girlfriends. Dance, laugh, and make memories that will last a lifetime.”

Indulge in Captivating Performances at Bordel

For a sophisticated and captivating night out, head to Bordel, a stylish burlesque lounge situated in Chicago’s trendy Wicker Park neighborhood. Immerse yourself in the world of cabaret as talented performers mesmerize you with their enchanting acts. From aerial silk acrobatics to sultry burlesque routines, Bordel offers a one-of-a-kind experience that combines artistry and entertainment. Sip on artisanal cocktails, enjoy the intimate setting, and let the enchanting performances transport you to a realm of intrigue and allure.

Savor Expertly Crafted Cocktails at The Violet Hour

No girls’ night out is complete without a visit to a speakeasy, and The Violet Hour in Wicker Park is the epitome of style and sophistication. Step into a hidden world of elegance and enjoy expertly crafted cocktails that are as beautiful as they are delicious. The bar’s dimly lit ambience, plush seating, and attentive bartenders create an atmosphere that is both refined and inviting. Take your time to savor each sip and engage in heartfelt conversations with your friends, creating memories that will be cherished for years to come.

Chicago’s nightlife scene is a playground of possibilities for a girls trip to remember. Dance, laugh, and indulge in the vibrant energy that permeates the city’s bars and clubs. Whether you prefer live music, retro vibes, captivating performances, or expertly crafted cocktails, Chicago has the perfect spot to suit your taste. Unleash your inner partygoer, let loose with your girlfriends, and make the most of the nighttime adventures that await you in the Windy City.

Explore Chicago’s Outdoors and Scenic Views

Chicago is a city that offers breathtaking outdoor experiences and scenic views for nature enthusiasts. Whether you’re looking to admire the city’s stunning architecture from the water, relax on the beach with a view of the iconic skyline, or stay active in beautiful surroundings, there are plenty of outdoor activities to explore.

Boat Tours along the Chicago River

One of the best ways to appreciate Chicago’s architecture is by taking a boat tour along the Chicago River. These tours provide a unique perspective of the city’s impressive skyscrapers and historic buildings. Marvel at the works of renowned architects like Frank Lloyd Wright and Ludwig Mies van der Rohe as you cruise through the heart of downtown Chicago.

North Avenue Beach

For a relaxing day by Lake Michigan, head to North Avenue Beach. This popular beach destination offers stunning views of the city skyline, crystal-clear waters, and a wide stretch of golden sand. Enjoy a refreshing swim in the lake, soak up the sun, or take a leisurely stroll along the beach. There are also beach volleyball courts available for those who want to get active.

Outdoor Workouts in Millennium Park and Lincoln Park

Stay active during your visit to Chicago by participating in free outdoor workout classes offered in Millennium Park or Lincoln Park. These classes provide a fun and energizing way to exercise while enjoying the beautiful surroundings. Join a yoga class, take part in a group fitness session, or try your hand at outdoor pilates. It’s a great opportunity to stay fit and connect with nature.

Exploring Chicago’s Green Spaces

Chicago is home to several green spaces that offer beautiful trails for walking, running, or biking. The Lakefront Trail stretches along Lake Michigan and provides stunning views of the lake, skyline, and parks. Another option is The 606, a converted elevated railway track that now serves as a recreational trail. Walk or cycle along this unique pathway while soaking in the natural beauty of Chicago.

Outdoor Activities in Chicago Description
Boat Tours along the Chicago River Experience Chicago’s iconic architecture from a different perspective with a boat tour along the Chicago River. Admire the city’s skyline as you cruise through downtown.
North Avenue Beach Relax on the sandy shores of North Avenue Beach and enjoy stunning views of Lake Michigan and the city skyline while soaking up the sun.
Outdoor Workouts in Millennium Park and Lincoln Park Stay active during your visit to Chicago by participating in free outdoor workout classes offered in Millennium Park or Lincoln Park. Enjoy yoga, fitness, or pilates classes in beautiful outdoor settings.
Exploring Chicago’s Green Spaces Take a refreshing walk or bike ride along the Lakefront Trail or The 606, and immerse yourself in Chicago’s green spaces while enjoying scenic views.

Immerse yourself in the natural beauty of Chicago and make the most of its outdoor activities and stunning views. Whether you choose to take a boat tour, relax at the beach, join an outdoor fitness class, or explore the city’s green spaces, you’ll be rewarded with unforgettable experiences and lasting memories.

Experience Chicago’s Arts and Culture Scene

Chicago is renowned for its vibrant arts and culture scene, offering a plethora of options for art lovers to explore and enjoy. Immerse yourself in the city’s creative energy and discover the diverse range of artistic endeavors that Chicago has to offer.

Art Institute of Chicago

One of the highlights of Chicago’s arts scene is the Art Institute of Chicago, which boasts an extensive collection of Impressionist paintings and iconic works of art. With its stunning architecture and world-class exhibits, the Art Institute is a must-visit for any art enthusiast.

Whether you’re captivated by Monet’s Water Lilies or Van Gogh’s Self-Portrait, the Art Institute will leave you in awe of its rich artistic heritage. Take your time to explore the various galleries and immerse yourself in the world of art. Don’t forget to check out the iconic lion statues that guard the museum’s entrance.

21c Museum Hotel

If you’re looking for a unique art experience, make your way to the 21c Museum Hotel. This extraordinary hotel doubles as a free public art museum, showcasing contemporary art exhibits that challenge and inspire visitors. From thought-provoking installations to innovative works by emerging artists, the 21c Museum Hotel offers a one-of-a-kind art experience for all.

Discover Pilsen’s Colorful Murals

For a taste of Chicago’s vibrant Latino culture, head to the Pilsen neighborhood. As you explore the streets of Pilsen, you’ll be greeted by an array of colorful murals that celebrate the community’s rich heritage. These stunning works of art not only beautify the neighborhood but also tell stories of resilience, identity, and unity.

As you walk through Pilsen, you’ll find yourself surrounded by a tapestry of murals that reflect the neighborhood’s history and culture. From traditional motifs to contemporary masterpieces, each mural is a testament to the power of art in creating a sense of belonging and fostering community pride.

While in Pilsen, be sure to visit the National Museum of Mexican Art, a cultural institution dedicated to preserving and celebrating Mexican art and culture. Explore the museum’s exhibits, which range from ancient artifacts to contemporary artworks, and gain a deeper understanding of the rich artistic traditions of Mexico.

Chicago’s arts and culture scene is a treasure trove waiting to be discovered. Whether you’re admiring classic masterpieces at the Art Institute, immersing yourself in contemporary art at the 21c Museum Hotel, or exploring the vibrant murals of Pilsen, you’ll find inspiration and creativity at every turn.


Planning a girls trip to Chicago is an exciting opportunity to spend quality time with your friends and create lifelong memories. With its wide range of attractions, vibrant neighborhoods, and delicious cuisine, Chicago has something to offer every group of girlfriends. By carefully planning your itinerary, booking accommodations in advance, and considering transportation options, you can ensure a smooth and unforgettable trip.

During your girls trip to Chicago, be sure to explore the city’s iconic attractions such as Millennium Park, the Art Institute of Chicago, and the Chicago River. Indulge in the city’s diverse food scene by trying deep-dish pizza, visiting trendy restaurants, and enjoying unique cocktails at bars and lounges.

Don’t forget to take time to relax and unwind during your trip. Treat yourself and your friends to a luxurious spa day or enjoy the city’s beautiful outdoor spaces like North Avenue Beach and Millennium Park. Immerse yourself in Chicago’s arts and culture scene by visiting world-class museums and exploring vibrant neighborhoods like Pilsen.

Overall, a girls trip to Chicago is a perfect blend of adventure, relaxation, and cultural experiences. Whether you’re planning a weekend getaway or an extended vacation, Chicago’s vibrant energy and countless attractions will ensure that your trip is filled with laughter, friendship, and unforgettable moments. So grab your girlfriends, pack your bags, and get ready to embark on an amazing girls trip to the Windy City!


What are some fun activities to do on a girls trip to Chicago?

Some fun activities to do on a girls trip to Chicago include shopping on the Magnificent Mile, exploring art museums like the Art Institute of Chicago, and indulging in delicious deep-dish pizza at Lou Malnati’s.

Where is the best neighborhood to stay in Chicago for a girls trip?

The River North neighborhood is a great option for a girls trip in Chicago as it offers easy access to popular attractions and vibrant nightlife.

What are some must-see attractions in Chicago for a girls trip?

Some must-see attractions in Chicago for a girls trip include Millennium Park, the Art Institute of Chicago, and taking a scenic architecture cruise along the Chicago River.

What is there to do in the Pilsen neighborhood in Chicago?

In the Pilsen neighborhood, you can immerse yourself in rich Latino culture, admire vibrant street art, enjoy delicious Mexican cuisine, and visit the National Museum of Mexican Art.

Where can we experience Chicago’s nightlife on a girls trip?

Chicago offers a vibrant nightlife scene for a girls trip. You can dance the night away at Bassment, enjoy a retro-themed experience at Beauty Bar, explore the cabaret scene at Bordel, or visit a speakeasy like The Violet Hour.

Where can we relax and unwind during our girls trip in Chicago?

You can relax and pamper yourself at Aire Ancient Baths, Kohler Spa, or Chuan Spa for a day of relaxation and rejuvenation.

What are some outdoor activities we can enjoy on a girls trip to Chicago?

Some outdoor activities to enjoy on a girls trip to Chicago include taking a boat tour along the Chicago River, visiting North Avenue Beach for a day by Lake Michigan, and exploring the Lakefront Trail or The 606 for a refreshing walk or bike ride.

Which museums should we visit to experience Chicago’s arts and culture scene?

The Art Institute of Chicago is a must-visit museum, known for its impressive collection of artwork. You can also explore contemporary art exhibits at 21c Museum Hotel and immerse yourself in the vibrant Latino culture of Pilsen.

How can we plan the perfect girls trip to Chicago?

To plan the perfect girls trip to Chicago, consider choosing the right hotel, exploring popular attractions, indulging in the local food and drink scene, and experiencing the city’s vibrant nightlife. Don’t forget to also take time to relax, explore the outdoors, and immerse yourself in the arts and culture scene.

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