Wrigley Building
Chicago River 90-Minute Architecture Tour
Rated 4.7 Stars, based on 8723 Reviews.
Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy and admire. This comprehensive 90 minute tour will navigate through the heart of the city on all three branches of the Chicago River while your professionally-trained architectural guide tells the story of more than 130 years of innovation in design, style and technique and why it is important today. The Chicago River Architecture Tour is the most authentic and encompassing Chicago experience the city has to offer.
Chicago Architecture River Cruise
Rated 4.8 Stars, based on 15124 Reviews.
Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of the river, up the north branch to the East Bank Club, and then south past the iconic Willis Tower (Sears Tower) to the historic Old Post Office Building.
Marvel at the magnificent city skyline as you pass by over 40 notable buildings, including:
John Hancock Center: An iconic skyscraper that defines the Chicago skyline.
Wrigley Building: Known for its distinctive white facade and clock tower.
As you sail, an expert architecture guide will provide fascinating insights into the distinctive designs and history of these architectural marvels. Whether you're a local or visiting for the first time, this tour offers a unique perspective on one of the world's most beautiful cities.
Sit back, relax, and let the architectural wonders of Chicago unfold before your eyes.
Lake Michigan Sunset Cruise in Chicago
Rated 4.5 Stars, based on 1427 Reviews.
The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago River, through the Chicago Lock and out onto Lake Michigan. Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise.
Skydeck Chicago Admission Ticket
Rated 4.2 Stars, based on 1667 Reviews.
Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower — the third-tallest building in the world — the Skydeck offers spectacular sweeping views and is full of interactive exhibits. To complete your exciting Chicago experience, head to the Ledge, a glass balcony showcasing unbeatable views of Chicago’s top attractions like Wrigley Field and the Navy Pier.
We added a brand new Chicago Experience that you start with by the box office prior taking the elevator trip to the 103rd floor. It is a 45,000 sq ft. museum of today. The New Experience is part Chicago History, part Architecural tour, part Selfie Museum and part Children's Museum. This is fun and interactive for all ages. Ride our "L" Train, see our infinity pizza bed, take pictures ontop of Willis Tower and so much more! This is the best way to see Chicago in one setting.
With mobile tickets, simply scan your phone for direct entry into the SkyDeck
Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour, 24/48/72hr Pass
Rated 3.7 Stars, based on 2085 Reviews.
Discover Chicago's best on our Big Bus tour. Board our open-top, double-decker bus and see the city's iconic landmarks, from the Magnificent Mile to Millennium Park. Utilize our convenient stops to explore vibrant neighborhoods and attractions, including Willis Tower, the Chicago Riverwalk, and more.
Spend your day shopping on Magnificent Mile, enjoying Navy Pier's Ferris Wheel, or tasting authentic Chicago Deep Dish Pizza. Our flexible tour lets you create your own itinerary, with a free app to track bus arrivals.
Listen to digital commentary in multiple languages, offering expert insight into Chicago's history and culture, while recommending the best places to eat, drink, and shop. Offering comfortable seating and panoramic views, our Hop-On Hop-Off Sightseeing Tour is an ideal way to explore the city. Hop off as often as you like within your ticket's validity period, and simply hop on again when ready to continue.
Chicago Sightseeing River and Lake Cruise
Rated 4.7 Stars, based on 475 Reviews.
Our popular 90-minute daytime river and lake tour, the Urban Adventure Cruise, delights family members of all ages with incredible views of Chicago's world-renowned architecture and stunning skyline. Lively, knowledgeable tour guides bring Chicago’s rich history to life with fun stories and interesting facts. Relax and unwind on a scenic tour of the city from the unique perspective of the Chicago River and Lake Michigan. Welcome aboard!
Chicago Favorites Ultimate Food and Walking Tour
Rated 4.8 Stars, based on 1719 Reviews.
The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions, all on one tour. Stroll the beautiful streets of downtown Chicago & taste the Windy City’s favorite eats! Bobby’s Bike Hike, whose food tours are ranked Top 10 in America (USA Today) & Top 20 in the world (Tripadvisor), offers this ultimate food & walking tour to explore the hard-working, salt-of-the earth foods Chicago made famous; a slice of deep-dish pizza, a Chicago-style hotdog, Italian beef, popcorn & dessert. Bobby’s expert guides will lead you through downtown Chicago’s most iconic landmarks; Millennium Park, State St, Chicago Theatre, Riverwalk, Michigan Ave, & the Wrigley Building, all the while explaining the tales from Chicago’s rich food-centric history. Enjoy your food tour & receive a bonus 2-hour FREE bike or kayak rental for each ticket bought, adding value to your experience. Bike along the Lakefront Trail or kayak on Lake Michigan.
Chicago City Minibus Tour
Rated 4.9 Stars, based on 411 Reviews.
Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town) and The Buckingham Fountain. You'll also see The Magnificent Mile, Lincoln Park, The Chicago River, Millennium Park, The Gold Coast, Lake Shore Drive and more!
Along the way, your guide will provide historical and informational and at times humorous commentary about the area and its many attractions.
The small-group atmosphere with maximum of 13 people ensures a more personal experience.
Chicago in a Day: Explore Food, History, and Iconic Architecture
Rated 4.9 Stars, based on 1064 Reviews.
Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging in delectable local cuisine. From deep-dish pizza to hidden gems, savor the flavors of Chicago as a knowledgeable guide unveils the city's culinary secrets and fascinating history.
Big Bus Chicago: Sunset Tour by Open-Top Bus with Live Guide
Rated 4.1 Stars, based on 162 Reviews.
Experience the magic of Chicago at dusk on a 90-minute live guided panoramic adventure that captures the city in its most captivating light. Watch the entire skyline come to life, from Magnificent Mile to Museum Campus and beyond. From the top deck of an open-top double decker, you’ll have a perfect vantage point to see the best of Chicago.
Witness the vibrant nightlife of River North brim with energy, trendy bars, and eclectic dining options. Your knowledgeable guide will provide fascinating insights and stories into the history and hidden stories of Chicago.
Next, the journey takes you along the legendary Michigan Avenue. From the upscale shopping and historic architecture of The Magnificent Mile to the cultural treasures of State Street Theater District, you’ll experience the diverse facets of Chicago’s most famous avenues. See renowned attractions like the Wrigley Building, Tribune Tower, and the Art Institute of Chicago, all beautifully illuminated against the evening sky.
Chicago Walking Tour: Must-See Chicago
Rated 4.5 Stars, based on 101 Reviews.
Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art Institute of Chicago, Willis (Sears) Tower and more!
Get a brief overview of more than a dozen buildings—as well as Chicago landmarks like Millennium Park, the Loop and the Chicago River—on this whirlwind tour. There are lots of photo opportunities along the way, so be sure to bring your camera!
As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.
Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
Rated 4.8 Stars, based on 90 Reviews.
Tour the streets of Chicago to see the beauty and legacy left behind by the Prohibition Era. See the amazing architecture, iconic sights (both old and new), the city's best spots along the way as you explore on foot.
Chicago Walking Tour: Historic Treasures of Chicago
Rated 4.8 Stars, based on 385 Reviews.
Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the most memorable buildings, many of which are featured on this tour.
After the World's Columbian Exposition of 1893, Chicago was determined to become a great cultural and commercial metropolis. This tour is a testament to that era's ambitions. See buildings by Daniel Burnham, Louis Sullivan, Holabird and Roche and other noted architects and hear the stories behind the city's architectural gems.
As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.
Eastside Chicago The Heist Exploration Game and Tour
Rated 3 Stars, based on 10 Reviews.
The city sparkles with steel, glass and stolen art. You’ve just pulled off the heist of a lifetime, walking the streets of Chicago with Edward Hopper’s Nighthawks tucked in your bag. Now all you need is to disappear into the crowds, blend in as a tourist, and complete the handoff before anyone notices. No pressure.
This thrilling self-guided quest takes you on a high-stakes escape through the iconic Eastside, from the legendary Millennium Park to striking sculptures, quiet plazas, and hidden corners. Your phone will guide you with precise directions as you solve clues, learn fascinating stories, and admire architectural marvels, all while staying one step ahead of the law.
What makes this tour unique? It's an interactive thriller that turns Chicago’s art and architecture into the backdrop of your great escape combining culture, adventure, and a touch of mischief.
Play solo or with friends. Walk, think, laugh, and see the city in a whole new way.
Magnificent Mile Tour With Optional 360 Chicago Upgrade
Rated 4.5 Stars, based on 73 Reviews.
Experience the story of Chicago through its skyline on a walking tour that stretches from the city’s 19th-century roots to its most striking modern towers. From Beaux-Arts to modernist to Art Deco, this architecture tour has it all.
Start near beautiful Millennium Park to enjoy those lakefront views. Then follow your guide past architectural gems from the 1920s and landmarks like the Wrigley Building and Tribune Tower, plus eye-catching storefronts including the world’s largest Starbucks and a Harry Potter-themed shop.
Step off Michigan Avenue to explore luxury spots like Cartier and St. Laurent before wrapping up at the former John Hancock Center. If you’ve selected the upgrade, you’ll head up 1,030 feet to 360 Chicago to be dazzled by panoramic views of Lake Michigan and the pinnacles of skyscrapers below your feet.
Come see what makes this mile truly magnificent!
Small Group History And Architecture Walking Tour of Chicago
Rated 4.4 Stars, based on 12 Reviews.
Explore Chicago's rich history and vibrant culture on a walking tour starting at Millennium Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. Enjoy breathtaking views on the Chicago Riverwalk, admire the Wrigley Building and Tribune Tower on the Magnificent Mile, and cross the historic Michigan Avenue Bridge. Learn about the Chicago Fire and have the opportunity to enjoy a classic Chicago savory treat (additional cost). Visit Starbucks Reserve Roastery, savoring the flavors that are as rich as the city’s heritage. Pass by several landmarks like the Tribune and Wrigley buildings. Gain a deeper appreciation of Chicago's spirit.
Chicago Highlights Walking Tour with Free Bike or Kayak Rental
Rated 5 Stars, based on 3 Reviews.
The perfect tour for first timers to Chicago or those who want to explore Chicago's top attractions and highlights. Stroll through the beautiful streets of downtown Chicago and learn about the City’s rich history, colorful characters, and get insider tips. Enjoy a 2hr walking tour & receive a bonus FREE 2hr bike or kayak rental, adding value to your experience. Enjoy biking along the scenic Lakefront Trail or kayaking on Lake Michigan. Bobby's Bike Hike walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Magazine. Explore the amazing sites that Chicago made famous; Millennium Park, Chicago Riverwalk, amazing Architecture of the Wrigley Building and Chicago Theater, & Michigan Avenue dubbed ‘the Magnificent Mile’ for it’s world-renowned shopping. Bobby’s local expert guides lead you through downtown Chicago’s most iconic landmarks and share their knowledge about the City along the way. The tour covers 1.5 miles(2.25km) on easy, flat terrain.
Chicago City Boat Tours
Rated 5 Stars, based on 7 Reviews.
Set sail for an unforgettable experience on the water with private boat tours and captained rentals along the Chicago River and Lake Michigan. Whether you're looking to explore the city’s historic waterways or enjoy a relaxing cruise with skyline views, we’ve got you covered.
Cruise past iconic landmarks like the Wrigley Building on the Chicago River before heading out to Lake Michigan, where you'll take in panoramic views of the city’s world-famous skyline. With a comfortable and stylish cruiser boat, every ride is smooth, scenic, and uniquely Chicago.
Want a custom experience? Choose a private boat rental with a licensed captain—ideal for birthdays, date nights, family outings, or simply relaxing with friends. You enjoy the moment, and we handle the navigation.
No boating experience needed. Just bring your favorite snacks, drinks, and good vibes—we’ll provide the boat, the captain, and the unforgettable views.
Book now and experience Chicago like never before—from the water!
Small-Group Tour of Chicago Neighborhoods: North and South Side
Rated 4.8 Stars, based on 47 Reviews.
This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighborhoods in Chicago. Some tours show 1 or 2 neighborhoods, we travel through the South Side, North Side, Southwest, Northwest and a portion of Downtown showing more then 10 neighborhoods and attractions.
Chicago History and Architecture Walking Tour with Boat Cruise
Rated 4.3 Stars, based on 7 Reviews.
Explore the heart of the Windy City Beginning at Millennium Park, home to the world-famous Cloud Gate (“The Bean”), and stroll through lush gardens and striking public art. Uncover hidden gems in the Chicago Pedway, then emerge onto the scenic Chicago Riverwalk for sweeping skyline views.
Continue along the Magnificent Mile, where you’ll admire architectural icons like the Wrigley Building and Tribune Tower before crossing the historic Michigan Avenue Bridge. Along the way, learn fascinating stories about the Great Chicago Fire and even sample a classic local savory treat (optional purchase). Visit the impressive Starbucks Reserve Roastery, celebrating flavors as rich as Chicago’s history.
To finish your adventure, step aboard the Shoreline Architecture Cruise for a narrated boat tour, where you’ll see more than 40 iconic Chicago landmarks—from hidden architectural details to the city’s most famous monuments—while enjoying breathtaking skyline views from the water.