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Near West Side

Dive into Chicago's Near West Side, where vibrant street art splashes color on brick walls, and the aroma of deep-dish pizza dances in the air! Explore the lively Pilsen district's Mexican culture, groove to funky beats at live music spots, and unwind at scenic parks. This eclectic neighborhood promises delightful bites and memorable sights—there’s never a dull moment!

From the Community

Recommendations

Landmark4.7/5

United Center

Get ready to cheer on your favorite sports team or rock out to your favorite band at United Center! Located in Chicago, this massive arena hosts thrilling games and concerts year-round. With a capacity of over 23,000, there's plenty of room for you and your friends to join in on all the excitement.

Landmark4.1/5

Credit Union 1 Arena

Landmark4.4/5

University of Illinois Chicago

Culture4.7/5

Jane Addams Hull-House Museum

Nestled in the historic Jane Addams Hull-House Museum, visitors can explore the legacy of social reform and community activism, making it a vital destination to understand Chicago’s rich cultural history and humanitarian efforts.

Culture4.5/5

National Hellenic Museum

Discover the rich heritage of Greece at the National Hellenic Museum in Chicago, where captivating exhibitions and cultural events bring to life the vibrant history and influence of Hellenic culture in America.

Landmark4.3/5

Taste Of Randolph

Outdoor4.7/5

Bartelme (Mary) Park

Outdoor4.4/5

Union Park

Outdoor4.6/5

Skinner Park

Landmark4.9/5

Fulton Market District Gateway

Welcome to the Fulton Market District Gateway in Chicago! This vibrant area is bursting with trendy restaurants, charming boutiques, and colorful street art. Grab a delicious meal, shop for unique souvenirs, and snap some Insta-worthy photos. Don't forget to explore the nearby West Loop neighborhood for even more fun!

Attraction4.6/5

Skydeck Chicago

Skydeck Chicago will bring out your inner daredevil! Located at 233 S Wacker Dr, this exhilarating attraction gives you jaw-dropping views of the Windy City from a thrilling glass ledge, 1,353 feet above ground. Feel like you're on top of the world as you snap those Instagram-worthy photos. Don't forget to hold your breath, especially if you're afraid of heights!

Eat4.9/5

Gin Alley

Gin Alley in Chicago is a cozy speakeasy-style bar located in the West Loop neighborhood. With dim lighting, vintage decor, and an extensive gin selection, it's the perfect spot to unwind after a day of exploring the city. Sip on craft cocktails and try some delicious small bites while soaking in the unique atmosphere. Cheers!

Drink$$$4.7/5

Beatrix

Located in the vibrant West Loop neighborhood, Beatrix is a trendy spot in Chicago for any traveler looking for a delicious meal. Offering an eclectic menu featuring fresh food and unique cocktails, this bustling restaurant is the perfect place to relax and recharge after a busy day exploring the city. Don't miss out on their famous pastries!

Eat$$4.7/5

J.P. Graziano Grocery

Step into J.P. Graziano Grocery and watch your taste buds do a happy dance! This Chicago gem offers an array of delicious sandwiches, house-made giardiniera, and gourmet imported goods. Located in the vibrant West Loop neighborhood, it's the perfect spot to refuel before exploring more of the Windy City. Don't leave without trying their famous Italian sub!

Eat$$$4.4/5

Good Ambler

Nestled in the heart of Chicago’s West Loop, Good Ambler is a cozy gem that delights your taste buds! With a rotating menu of scrumptious bites and inventive cocktails, it's perfect for foodies on the prowl. The charming ambiance and friendly staff make this spot an irresistible stop for anyone craving a delightful culinary adventure!

Culture4.8/5

Lyric Opera of Chicago

Dive into the dazzling world of the Lyric Opera of Chicago, where soaring arias meet spectacular staging! Nestled at 20 N Wacker Dr, this iconic venue boasts a stunning interior and top-notch performances. Whether you’re a seasoned opera buff or a curious newbie, prepare for a night of culture, drama, and unforgettable melodies in the heart of the Windy City!

Eat$$$$$4.5/5

Kumiko

Nestled in the heart of Chicago, Kumiko is a whimsical Japanese-inspired cocktail bar that’s a feast for the senses! Savvy travelers can sip on exquisite drinks crafted with precision and flair, while indulging in delightful bites. With its cozy ambiance and stunning decor, it’s the perfect spot to unwind after a day of urban adventures—konnichiwa to an unforgettable experience!

Eat$$$$4.6/5

avec Restaurant

Nestled in the heart of the West Loop, Avec is a culinary gem that tantalizes taste buds with its Mediterranean-inspired dishes! With its vibrant atmosphere and communal dining setup, this restaurant serves up shareable plates bursting with flavor—think smoky eggplant and spicy merguez. Don’t forget to sip on their fabulous wine selection! It's a must-visit for foodies in Chicago!

Self Care4.6/5

Cowshed Spa Chicago

Nestled in the trendy West Loop, Cowshed Spa Chicago is your ultimate urban oasis! With quirky decor and a vibe that’s both chic and cozy, treat yourself to rejuvenating treatments and pampering that’ll leave you glowing. Perfect for a pre-dinner glow-up or a post-shopping unwind, this spa is a delightful stop for travelers seeking relaxation in the Windy City!

Stays

Stay4.85/5

The Neighborhood Hotel Little Italy

Discover charm and comfort at The Neighborhood Hotel Little Italy, where historic ambiance meets modern amenities, making it an ideal base for exploring Chicago's vibrant culture and iconic cuisine.

Stay3.95/5

Soho House Chicago

Welcome to Soho House Chicago, the ultimate destination for travelers seeking a luxurious and playful experience! Located at 113-125 N Green St, this creative hotspot offers stylish accommodation, exclusive members' spaces, stunning rooftop pool, fully equipped gym, and a buzzing restaurant and bar scene. Immerse yourself in the city's vibrant culture while enjoying the unique hospitality that Soho House is renowned for.

Stay4.55/5

Nobu Hotel Chicago

Nestled in the trendy West Loop, Nobu Hotel Chicago is a chic sanctuary blending modern elegance with world-class hospitality. Savor exquisite sushi at the renowned Nobu restaurant, unwind in stylish rooms with stunning city views, and bask in the vibrant atmosphere. Perfect for foodies and luxury seekers alike, this hotel promises an unforgettable Chicago getaway!

Stay4.45/5

Homewood Suites by Hilton Chicago West Loop Fulton Market Area

Homewood Suites by Hilton Chicago West Loop Fulton Market Area offers spacious accommodations and a vibrant location, blending modern amenities with a rich culinary scene, making it an ideal base for exploring the heart of Chicago.

Stay4.45/5

SpringHill Suites by Marriott Chicago Downtown/River North

Stay4.45/5

Hyatt House Chicago / West Loop-Fulton Market

Hyatt House Chicago in the trendy West Loop-Fulton Market area is the perfect blend of style and comfort. With spacious suites, free breakfast, and a 24/7 gym, this hotel has got you covered. Located near popular restaurants and attractions, it's the ideal spot for exploring Chicago's vibrant scene. Get ready for a memorable stay!

Stay3.6/5

Level Chicago - Fulton Market

Stay4.4/5

Hampton Inn Chicago West Loop Fulton Market Area

Discover the vibrant Hampton Inn Chicago West Loop, nestled in the trendy Fulton Market area! With comfy rooms, a complimentary hot breakfast, and a rooftop terrace boasting stunning skyline views, this hotel is your perfect home base. Explore eclectic eateries, nearby attractions, and the bustling night scene—all just steps away. Get ready to make unforgettable memories in the Windy City!

Stay4.4/5

Courtyard by Marriott Chicago at Medical District/UIC

Experience the vibrant energy of Chicago at Courtyard by Marriott Chicago at Medical District/UIC, where modern comfort meets convenient access to the city's famous attractions and the University of Illinois campus.

Stay4.25/5

The Emily Hotel

Nestled in the heart of Chicago's Fulton Market, The Emily Hotel is your stylish sanctuary! With chic rooms boasting urban vibes and stunning skyline views, you’ll feel pampered yet right at home. Savor delicious bites at the rooftop bar or explore trendy local spots. Get ready to make unforgettable memories in this vibrant gem!

Stay4.2/5

Residence Inn by Marriott Chicago Downtown/Loop

Discover a home away from home at Residence Inn Chicago Downtown/Loop! Nestled in the heart of the Windy City, this cozy gem offers spacious suites complete with kitchenettes—perfect for whipping up midnight snacks after exploring nearby attractions like Millennium Park and the Art Institute. Enjoy a complimentary breakfast and unwind at their rooftop deck with stunning skyline views!

Stay4.2/5

Sonder Market Hall

In the vibrant West Loop, Market Hall Apartments blend luxury living with an iconic urban lifestyle, featuring stylish amenities and easy access to the neighborhood's renowned dining and art scene, making it a must-visit destination.

Stay3.95/5

The Hoxton, Chicago

Nestled in Chicago's vibrant Fulton Market, The Hoxton combines modern charm with cozy vibes! Enjoy stylish rooms with city views, a rooftop bar for sunset sips, and delicious eats at the in-house restaurant. Plus, you're just a stroll away from trendy shops and artsy spots. Perfect for your urban adventure, The Hoxton offers the ultimate Chicago experience!

Stay4.8/5

Suite Home Corporate Housing

Stay4.65/5

The Publishing House Bed and Breakfast

Nestled in Chicago’s vibrant West Loop, The Publishing House Bed and Breakfast is a literary lover’s dream come true! This charming brick beauty boasts uniquely themed rooms, scrumptious homemade breakfasts, and a cozy library nook. Explore nearby trendy eateries and shops, then unwind with a good book in this delightful, bookish oasis. Your literary adventure awaits!

Stay4.1/5

Hyatt Place Chicago/Downtown-The Loop

Discover the vibrant heart of Chicago at Hyatt Place Chicago/Downtown-The Loop! Nestled in the bustling Loop, this sleek hotel offers spacious rooms, a rooftop bar, and 24/7 dining. Perfect for adventurers, you're just steps from iconic sights like Millennium Park and Chicago Riverwalk. Get ready to explore, relax, and indulge in all that Chicago has to offer!

Things To Do
Provided by

5/5

2 h

Small-Group Sightseeing Boat Tour in Chicago

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!

$89.00

5/5

1 h 45 mins

Chicago Walking Tour: Connecting Past and Present

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures connect to new skyline additions. On this tour, we'll make seven stops in downtown Chicago where we can compare the histories and styles of buildings located within sight of each other. The tour features 19th-Century Commercial, Beaux-Arts, Mid-Century Modern and Postmodern buildings, as well as the latest in architecture from Frank Gehry, Renzo Piano and Adrian Smith. At each stop, we’ll look at the connections between the past and present and discover what inspires design today. The tour culminates with a visit to Millennium Park, where world-class art and architecture combine, creating a unique urban fabric. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

$35.00

5/5

1 h 30 mins

Chicago Shoreline Adventure Boat Tour

This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!

$90.00

5/5

1 h

Chicago Photo Walk to Bean and Landmarks

We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean), one of Chicago’s most iconic landmarks. During our time together, we’ll visit a rooftop spot for skyline views, cross the scenic DuSable Bridge, and stop by the elegant Wrigley Building - all perfect for beautiful photos. Along the way, I’ll guide you with natural poses and creative ideas, helping you feel relaxed and confident. By the end of this walk, you’ll not only have a beautiful photo gallery - you’ll have also visited many of the MUST-SEE places in downtown Chicago.

$169.00

5/5

2 h

Private Chicago History Museum Tour

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience led by expert guides who bring Chicago’s vibrant past to life through captivating stories, insider insights, and exclusive information tailored to your interests.

$162.50

5/5

2 h

History and Architecture of Chicago Loop Walking Tour

Discover the rich history and architecture of downtown Chicago with local expert Dave Lineal. Walking underneath the soaring buildings, we will learn how Chicago grew to become a global force in culture, commerce, and architecture. How did this roaring city come to be? We will hear the tales of Chicago history immersed in the places where it happened -- exploring historic building interiors like the world's oldest skyscrapers, City Hall, and the old library. This deep dive in city history and architecture aims to deepen our appreciation of what Chicago is today.

$30.00

5/5

2 h

Chicago Scenic Driving Tour

Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour will start by meeting our knowledgeable Guide/Driver who will pick you up at your hotel or other location provided and then proceed with the exploration of the beautiful windy city.

$315.00

5/5

2 h

Lincoln Park Zoo & Nature Museum Private Tour

Discover the wild heart of Chicago on our guided walking tour through Lincoln Park, where nature and history meet in one unforgettable experience. What sets our tour apart is the seamless blend of three iconic destinations—the Peggy Notebaert Nature Museum, the lush Lincoln Park Conservatory, and the vibrant Lincoln Park Zoo—curated into one dynamic, story-filled journey led by a knowledgeable local guide. You'll marvel at the butterflies in flight, wander through exotic gardens under glass, and encounter wildlife from around the world—all while uncovering the hidden history and surprising beauty of this beloved urban oasis. Whether you're a first-time visitor or a lifelong Chicagoan, this tour offers fresh insights, natural wonders, and photo-worthy moments at every turn. Book now and see why Lincoln Park is one of Chicago’s most treasured gems!

$275.00

5/5

1 h 45 mins

Intro to Chicago Architecture

Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired European styles to bold American Art Deco and Modernist innovations to today’s Contemporary designs that continue to set the pace for world-leading architecture. As you journey through Chicago’s spectacular skyscraper canyons and stunning interiors, you’ll see how economics, technology, creativity, and gritty determination shaped Chicago’s ever-evolving skyline. Whether you’re a visitor or you’re a Chicagoan who has never explored the architectural masterpieces you see every day, join us today on this enlightening adventure.

$35.00

5/5

1 h 30 mins

Chicago River Cycleboat Cruise

Enjoy a fun and scenic 90-minute Cycleboat Cruise along the beautiful Chicago River! Take in stunning skyline views as you pedal, relax, and sip your favorite drinks with friends, family, or that special someone. • 1.5-hour cruise up and down the iconic Chicago River • Comfortable boat with 10 cycle stations and bench seating at the front • Maximum capacity of 16 passengers — perfect for smaller groups or couples • BYOB! Bring your own beverages and snacks to enjoy onboard • Departs from the Water Plaza on the Chicago Riverwalk (between Wells Street and LaSalle Street bridges) Whether you want a lively group outing or a relaxing ride through the city, this Cycleboat Cruise is one of the most unique ways to see Chicago from the water — no full-boat rental required!

$65.00

5/5

3 h

Chicago Movie Locations Tour

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior (Ferris Bueller's Day Off), the Chicago Board of Trade exterior (The Dark Knight), Union Station's staircase (The Untouchables), and Millennium Park's Cloud Gate (Source Code). Enjoy a seamless and comfortable experience exploring these famous sites.

$315.00

5/5

3 h

Chicago in Spanish. Architecture. Mafia, Interiors, Underground

Discover the real Chicago with those who really know it! At ChicaGo Turismo we transform a simple tour into an unforgettable experience. More than visiting monuments, you’ll discover the history, architecture, art, mob, cinema and secrets that made Chicago one of the most influential cities in the world. You’ll walk through iconic places and corners that most visitors never get to know: the Riverwalk, the fascinating Pedway, spectacular Tiffany domes, historic buildings, movie settings like The Intouchables, Batman and Transformers, plus the stories of Al Capone, Eliot Ness, the Dry Law and other characters that marked the city. Our 100% Spanish tours are guided by certified experts who turn each stop into an exciting story. You won’t just know Chicago; you’ll understand why millions of people fall in love and why this experience will be one of the best memories of your trip.

$45.00

5/5

4 h

Private Chicago Foodie Tour

Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza, Garrett’s Popcorn, and Do-Rite Donuts while exploring top city landmarks such as the Tribune Tower, Wrigley Building, and Buckingham Fountain. Led by a friendly local guide, this experience blends Chicago’s most famous eats, rich culture, and great photo ops — the perfect way to enjoy the best of the Windy City in one delicious day. Tour Ticket Includes: • 1 Portillo’s hot dog • 1 small Garrett’s Popcorn • 6" Al’s Italian Beef Sandwich • 1 slice of authentic Chicago deep dish pizza

$288.00

5/5

2 h

Chicago Walking Tour of Highlights with Free Bike or Kayak Rental

This tour is ideal for first-time visitors or anyone eager to discover the city’s most iconic Top Attractions and Highlights on a guided Chicago Walking Tour. During this 2-hour Walking Tour of Chicago, stroll through downtown’s beautiful streets as expert local guides share rich history, colorful characters, and insider tips to enhance your list of Things to do in Chicago. Your experience includes a FREE 2-hour bike or kayak rental—bike the Lakefront Trail or kayak on Lake Michigan for unforgettable skyline views. Bobby’s Bike Hike tours are nationally recognized by National Geographic, USA Today, and Condé Nast Traveler for excellence in storytelling and urban exploration. You’ll see the landmarks that define Chicago: Millennium Park, the Chicago Riverwalk, the Wrigley Building, the Chicago Theatre, and the famed Magnificent Mile. Covering 1.5 miles (2.25 km) of easy, flat terrain, this tour offers a complete and memorable introduction to the city.

$44.99

5/5

2 h

Chicago River Guided Ghost Tour

Explore the Chicago River in a unique way with this 120-minute Guided Ghost Tour. Learn about the city's haunted history, including the Great Chicago Fire and the Eastland Disaster. You are welcome to bring your own beverages and food/snacks to fully enjoy your time on the water. Departing from the Chicago Riverwalk, this is a fun and engaging way to experience the spooky side of the city. This tour is typically smaller allowing for you to interact with the tour guide! Ask all the questions, we are ready! - 120-minute ghost tour on the Chicago River for up to 18 passengers - Fun bring-your-own beverage/snacks experience with a u-shaped bar and coolers - Learn about Chicago's haunted history and significant events - Departures from the Chicago Riverwalk—15-minute early arrival required to allow time for check in and depart on time.

$65.00

5/5

2 h

Chicago Seasonal Stroll Walking Tour of Holiday Attractions

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through the Chicago Loop, Millennium Park, & the Magnificent Mile with an internationally recognized tour company proudly headquartered right here in Chicago. Our entertaining guides will spark your holiday spirit with fun facts, cultural insights, & the very best seasonal décor—like the surprising fact that Rudolph the Red-Nosed Reindeer was created in Chicago! Along the way, you’ll marvel at the iconic Christmas window displays of the original Marshall Field’s store, admire Chicago’s official Christmas tree, Mag Mile lights, and take in the festive Millennium Park ice skating rink. You’ll even enjoy VIP access—no waiting in line—to the legendary Christkindlmarket, the city’s beloved German holiday market. If you’re searching for Things to do in Chicago during the holidays, this experience is a perfect fit. Note: This is a walking tour only.

$44.99

5/5

2 h

Chicago Scavenger Hunt Adventure

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

$23.20

5/5

1 h 30 mins

Private Chicago Highlights Photography Session

Visitors to Chicago who want to capture fantastic vacation photos shouldn’t settle for smartphone selfies when you can book a professional photographer. With this photo shoot experience, simply meet your photographer-guide and enjoy a session with iconic Chicago landmarks as your backdrop. Photo shooting spots in Chicago: Millennium Park (including Cloud Gate) Willis Tower Skydeck Chicago Riverwalk Navy Pier North Avenue Beach The Magnificent Mile Wicker Park Lincoln Park Rooftop Chicago (extra charge may apply depending on the venue) Capture your most memorable moments during this private photo shoot. Return from your trip with beautiful, high-quality vacation photos — the best souvenir you can take home. PLEASE NOTE: This photo shoot package covers only one location from the list. Adding more locations will increase the package fee. The service fee mentioned is per person. This is not a group price. Please specify your preferred location from the list when making your booking.

$200.00

5/5

4 h

Private Chicago Guided Tour with Hotel Pickup

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago. Being a private tour, stop whenver you want to take pictures and also explore by foot specific locations. Pick up is included from your hotel or place of choice inside the city and downtown Chicago. Please include this information as well as a contact number when booking. This private tour will give you a great experience to get to know Chicago. This is a 4 hour private tour with driver and separate tour guide. During this tour, you will explore great locations in Chicago like the Richard J. Daley Center. There will also be a photo stop at the Lakefront Trail and South Michigan Avenue. Don't miss the Grant Park, Cloud Gate and of course the Downtown / The Loop. This private tour will finish off at your hotel in Chicago.

$826.51

5/5

Private Chicago Loop Architecture Walking Tour

Explore the historic Loop District of Chicago on a private walking tour that delves into the city's architectural legacy. With an expert guide, visit iconic skyscrapers and stunning lobbies, learning the fascinating stories behind their designs. This 2.5-hour tour is perfect for architecture enthusiasts and curious travelers alike, providing a unique perspective on the birthplace of modern skyscrapers. Whether you’re a local or a visitor, discover why Chicago's skyline is renowned worldwide. - Private tour lasting 2.5 hours, perfect for families and small groups - Visit landmark buildings like The Sullivan Center and The Rookery - Expert local guide shares insider knowledge about architectural history - Flexible meeting points available for your convenience