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, includ…
★★★★★★★★★★4.8(17,219)Rated 4.8 out of 5 from 17219 reviews1 h 15 minFree cancellation
The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago. As a cert…
★★★★★★★★★★4.9(7,646)Rated 4.9 out of 5 from 7646 reviews1 h 30 min
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…
★★★★★★★★★★4.7(11,323)Rated 4.7 out of 5 from 11323 reviews1 h 30 minFree cancellation
Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop aboard our world class vessels as our local authentic tour guides showcase our amazing city.
★★★★★★★★★★4.6(3,780)Rated 4.6 out of 5 from 3780 reviews45 minFree cancellation
The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the beautiful streets of downtown & taste the Windy City’s favorite eats on this iconic Chicago Food Tour! Bobby’s Bike Hike & Food Tours, whose food tours rank Top 20 worldwide on Tripadvisor, offers this ultimate walking & food experience featuring the ha…
★★★★★★★★★★4.9(2,405)Rated 4.9 out of 5 from 2405 reviews3 hFree cancellation
Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities. Hear true crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap George Streeter, Leopold & Loeb, H.H. Holmes and more. Visit histori…
★★★★★★★★★★4.6(3,641)Rated 4.6 out of 5 from 3641 reviews2 hFree cancellation
UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's exclusively offered interiors-themed tours in Chicago for more than a decade, and that's INSIDE CHICAGO WALKING TOURS. Our "World Within: Dazzling Interiors of the Loop" tour is Chicago's first and best architecture interiors tour. Accept no imita…
★★★★★★★★★★5.0(1,889)Rated 5.0 out of 5 from 1889 reviews2 hFree cancellation
Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional guide which leads passengers down the Chicago River to discover the city’s most renowned landmarks. In addition to historical insight on well known structures such as the Civic Opera House, Trump Tower & the Merchandise Mart, passengers…
★★★★★★★★★★4.8(1,993)Rated 4.8 out of 5 from 1993 reviews1 h 30 minFree cancellation
An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years of fascinating social, cultural and political history, and explores more than a century of groundbreaking architecture. The journey begins with an up-close perspective of Chicago's internationally-known architecture as seen from the Chicago River. Then vent…
★★★★★★★★★★4.7(2,493)Rated 4.7 out of 5 from 2493 reviews1 h 30 minFree cancellation
Recently voted one of TripAdvisor's top food tours in the US. Discover the sweet side of the Windy City on the Underground Donut Tour, Chicago’s Delicious Donut Adventure. We’ll kick things off at the legendary Doughnut Vault, tucked beside the historic Merchandise Mart, where you’ll enjoy one of Chicago’s most beloved treats. From there, we’ll stroll across the Chicago River, taking in picture-p…
★★★★★★★★★★4.9(1,562)Rated 4.9 out of 5 from 1562 reviews2 hFree cancellation
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.
★★★★★★★★★★4.9(1,464)Rated 4.9 out of 5 from 1464 reviews4 h 30 minFree cancellation
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years. This moving feast incorporates a walk through some of the city's world renowned architecture and public art in the famed Chicago Loop District. Experience our famous de…
★★★★★★★★★★4.9(1,054)Rated 4.9 out of 5 from 1054 reviews3 hFree cancellation
Gain entry into one of the largest interactive torture museums in the USA with this attraction ticket. Explore the museum with an audio guide and learn about the terrible history of punishment, torture, and executions from humanity's darkest times. Enter the 6,000 square foot exhibition and get your audio guide from the greeter. Follow the guide's instructions to learn about the hundreds of examp…
★★★★★★★★★★4.8(1,081)Rated 4.8 out of 5 from 1081 reviews1 h 30 minFree cancellation
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.
★★★★★★★★★★4.5(1,735)Rated 4.5 out of 5 from 1735 reviews1 h 30 minFree cancellation
Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history. Join Bobby’s Bike Hike & Food Tours, whose food tours have ranked Top 10 in America by USA Today & Top 20 in the world by Tripadvisor, for a day of interesting stories and scrumptious eats on this delicious Food Tour in Chinatown. This 3-hour Walking and Chintown Food Tour, you’ll see the bu…
★★★★★★★★★★4.9(851)Rated 4.9 out of 5 from 851 reviews3 hFree cancellation
You will solve a murder as you learn real Chicago history! Play detective as you unravel a murder mystery, and learn about Chicago's true crime legends and Prohibition secrets. This two-in-one experience combines a rich historical walking tour with an exciting award-winning murder mystery game. Perfect for people looking for a history tour of Chicago, and also for people looking for a chance to p…
★★★★★★★★★★5.0(759)Rated 5.0 out of 5 from 759 reviews2 hFree cancellation
Taste all of Chicago’s classic eats on this 4 1/2 hr Adults-only guided food & bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s first city bike tour company, on this exciting & informative adventure which recently ranked Top 20 Food Tours in the World by TripAdvisor. The journey is a leisurely paced 13mi & includes deep dish pizza, Chicago-style hot dog, Italian Beef, & desser…
★★★★★★★★★★4.9(773)Rated 4.9 out of 5 from 773 reviews4 h 30 minFree cancellation
Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking tour reveals the secrets of the city’s skyline and its shadowy history. If it’s raining/too hot the tour is almost all INDOOR. Led by a passionate local guide, you’ll visit architectural gems and hidden landmarks that BOAT TOURS MISS bri…
★★★★★★★★★★5.0(739)Rated 5.0 out of 5 from 739 reviews1 h 45 minFree cancellation
Beat the crowds with an expert art historian guide on this exclusive early morning tour. Immerse yourself among the masterpieces housed within the acclaimed museum and listen as your guide brings each piece to life by sharing the story behind it. Let your guide lead you to the most important pieces of the 300,000-strong collection, taking the hard work out of finding where to go and what to see.…
★★★★★★★★★★5.0(691)Rated 5.0 out of 5 from 691 reviews2 h 30 minFree cancellation
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 attraction…
★★★★★★★★★★4.3(1,958)Rated 4.3 out of 5 from 1958 reviews1 h 30 minFree cancellation
Uncover the Windy City on Chicago’s premier guided minibus tour! Discover 20+ top landmarks with curated photo stops at Cloud Gate ("The Bean"), Museum Campus, and the historic Palmer House. Begin outside the Palmer House, birthplace of the brownie, and see Frank Lloyd Wright’s design at the Rookery. View icons like Willis Tower and Soldier Field while your guide shares local history. Step off at…
★★★★★★★★★★4.9(691)Rated 4.9 out of 5 from 691 reviews2 hFree cancellation
Uncover the Windy City on Chicago’s premier guided minibus tour! Discover 20+ top landmarks with photo stops at Cloud Gate "The Bean", Museum Campus, & the historic Palmer House. Begin at the Palmer House, birthplace of the brownie, & see Frank Lloyd Wright’s design at the Rookery. View icons like Willis Tower & Soldier Field while learning local history. Step off at Buckingham Fountain & Museum…
★★★★★★★★★★4.8(747)Rated 4.8 out of 5 from 747 reviews4 hFree cancellation
The Flyover experience takes 30 minutes from beginning to end. First, on-the-ground stories connect you with the spirit of the Windy City. Then, you’ll discover Chicago from a whole new perspective, as Flyover transports you over, around and through remarkable locations. You'll explore in motion with scenes captured by an award-winning creative team using custom-made drones and helicopter-mounted…
★★★★★★★★★★4.7(787)Rated 4.7 out of 5 from 787 reviews30 minFree cancellation
This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mysterious Chicago Pedway, a system of underground tunnels connecting 40 blocks downtown, popping in and out of buildings to see beautiful and fascinating interior spaces.…
★★★★★★★★★★4.9(593)Rated 4.9 out of 5 from 593 reviews2 hFree cancellation
