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
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
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
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
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
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
Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy bars, sites of real life mob shootouts, and haunted tragedies that shape the city's legacy. This walking tour blends ghost stories, true crime history, and architectural landmarks to reveal the beauty and horror from one of America's most f…
★★★★★★★★★★5.0(490)Rated 5.0 out of 5 from 490 reviews1 h 30 minFree cancellation
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 ambition…
★★★★★★★★★★4.9(462)Rated 4.9 out of 5 from 462 reviews2 hFree cancellation
The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour exclusive guided museum tour, you’ll be able to skip the line and explore it’s most famous pieces with the help of an engaging guide who will lead the way. Highlights Generally Include: (if artwork is not on loan or being restored etc.) Paris Street, Rai…
★★★★★★★★★★5.0(364)Rated 5.0 out of 5 from 364 reviews2 h 30 minFree cancellation
Join us along the historic streets and alleys of Chicago as we walk among the spirits of mobsters and ghosts of the condemned. This tour is for lovers of history, true crime, and haunted mysteries. Expect a sultry and gritty cocktail of Chicago's darkest stories hiding in the shadows of the Loop. From Grant Park to the Alley of Death, your expert local guide will shed light on the city’s secrets.…
★★★★★★★★★★4.7(474)Rated 4.7 out of 5 from 474 reviews2 hFree cancellation
Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore the fascinating history of Chicago and hear some of its most famous and creepy haunted stories. A costumed guide will lead tour goers on a 2.5-hour journey, offering glimpses into the past and revealing the stories of long-dead phantoms and specters who still call Chi…
★★★★★★★★★★4.9(350)Rated 4.9 out of 5 from 350 reviews2 h 30 minFree cancellation
We are the original, top-rated Gangsters and Ghosts tour! Hear the tales of the ghosts, and gangsters, that haunt the city. Explore the Chicago South Loop district with your historian guide, uncovering the many mysteries hidden behind every turn. Walk through Chicago's notorious South Loop, known as a vice district during the 1920s and 30s. Stroll through this now upmarket area of the city which…
★★★★★★★★★★4.8(333)Rated 4.8 out of 5 from 333 reviews2 hFree cancellation
Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience! During our loop around "Da Loop" we will peel back the layers of this Great Big Onion Town, going in and out of extraordinary buildings, admiring amazing art and architecture along the way as we uncover how it all came to be. Expect an engaging, ent…
★★★★★★★★★★5.0(257)Rated 5.0 out of 5 from 257 reviews2 hFree cancellation
The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour semi-private (12 Guest Maximum) guided museum tour, you’ll be able to skip the line and explore it’s most famous pieces with the help of an engaging guide who will lead the way. Highlights Generally Include: (if artwork is not on loan or being restored e…
★★★★★★★★★★5.0(253)Rated 5.0 out of 5 from 253 reviews2 h 30 minFree cancellation
Let our expert local guides share their passion with you for The Art Institute of Chicago on this private 2 hour tour. As you traverse the hallowed halls, you’ll discover an extraordinary collection spanning centuries and cultures, from classical masterpieces to cutting-edge contemporary works. Our expert guides will illuminate the stories behind each brushstroke, sculpture, and masterpiece, prov…
★★★★★★★★★★5.0(135)Rated 5.0 out of 5 from 135 reviews2 hFree cancellation
This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold Coast & River North. Compare two American pizzas vs. two Italian pizzas to understand how pizza evolved as an immigrant food. Explore Deep Dish, Roman, Neapolitan, and Artisanal pizza in just a couple of hours. Discuss how each of these styles is craf…
★★★★★★★★★★5.0(131)Rated 5.0 out of 5 from 131 reviews3 hFree cancellation
Join a local guide for the ultimate foodie adventure in Chicago’s historic Loop, tasting classics like deep‑dish pizza and Chicago‑style hot dogs while discovering insider stories behind the city’s rich food culture.
★★★★★★★★★★4.8(134)Rated 4.8 out of 5 from 134 reviews2 hFree cancellation
We invite you to step inside the city’s most exclusive, jaw-dropping architectural treasures. Led by an expert local storyteller, you’ll discover breathtaking hidden spaces, from Frank Lloyd Wright’s sunlit masterpiece inside the Rookery to the world's largest Tiffany stained-glass domes at the Cultural Center and Marshall Field Building. Walk through the stunning Gilded Age luxury of the Palmer…
★★★★★★★★★★4.9(99)Rated 4.9 out of 5 from 99 reviews2 hFree cancellation
Come on our chilling ghost tour presented by US Ghost Adventures! Book Directly With Windy City Ghosts and save $5/person. Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks below Chicago’s busy streets. Our Ghost Tour transports you back in time to an era of gangsters, bootleggers, bank robbers, and jazz babies. Windy City Ghosts nightly Ghost Tours take you throug…
★★★★★★★★★★4.5(139)Rated 4.5 out of 5 from 139 reviews1 hFree cancellation
Discover Chicago’s dark side on a chilling 2-hour walking tour. Strolling just under 2 miles at an easy pace, we reveal stories of gangsters, tragedies, and restless spirits hidden behind the city’s glamorous façade. Hear of hidden mob headquarters, psychopaths in plain sight, and disasters like the Iroquois Fire and Eastland Disaster. Join us in exploring historic interiors where gangsters once…
★★★★★★★★★★4.9(82)Rated 4.9 out of 5 from 82 reviews2 hFree cancellation
