There’s nothing more magical than downtown Chicago during the holidays. Bobby’s Bike Hike & Food Tours—internationally recognized for quality—presents the Holiday Hike, a 3-hour guided walking and food tour of the city’s top seasonal attractions. You’ll sample Chicago favorites like deep-dish pizza, a Chicago-style hot dog, Italian beef, a chocolate brownie, and hot apple cider. Alcoholic beverag…
★★★★★★★★★★4.9(81)Rated 4.9 out of 5 from 81 reviews3 hFree cancellation
The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both…
★★★★★★★★★★4.2(169)Rated 4.2 out of 5 from 169 reviews1 hFree cancellation
On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor foods from Chicago's best deep dish pizza restaurant, Rick Bayless' amazing Mexican fare and more. In addition to all the delicious food, your guide will discuss the history, culture and food scene of the neighborhood. We have vegetarian options at all t…
★★★★★★★★★★4.6(98)Rated 4.6 out of 5 from 98 reviews3 hFree cancellation
We are Chicago's only paranormal investigation tour, and Chicago's oldest ghost and hauntings tours, founded by Ursula Bielski, Chicago's 35 year paranormal researcher and investigator. Like Ursula, all of our guides are all real investigators and true Chicagoans. We love investigating, we love Chicago history, and we would love to show you Chicago's haunted history. This is the only tour which t…
★★★★★★★★★★4.9(47)Rated 4.9 out of 5 from 47 reviews2 h 15 minFree cancellation
Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious neighborhoods. Learn about Chicago's world-famous cuisine and the gangsters who ate it all in one special unique tour! Sample Chicago’s deep dish – as well as prime steak and the world famous “Chicago hot dog" all while treading the streets of Capone’s closest friends and dr…
★★★★★★★★★★4.7(49)Rated 4.7 out of 5 from 49 reviews2 hFree cancellation
On this nostalgic and educational tour, we will lead you on a "Christmas treasure hunt" through downtown Chicago in search of the most stunning and impressive Christmas trees and other holiday decorations — and we know where they are! This tour includes not only visits to well-known stops like the Christkindlmarkt and the old Marshall Field’s, but also to little-known stops that contain some of t…
★★★★★★★★★★4.9(44)Rated 4.9 out of 5 from 44 reviews2 hFree cancellation
Learn about the life and work of Louis Comfort Tiffany as we visit some of Chicago’s most magnificent art-glass and mosaic installations, each designed and crafted by the Tiffany Glass and Decorating Company. In the late 19th Century, the Arts and Crafts movement revived an interest in decorative glass. New, well-regarded homes and public buildings from the era were considered incomplete without…
★★★★★★★★★★4.7(48)Rated 4.7 out of 5 from 48 reviews1 h 30 minFree cancellation
Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walk among gigantic towers of downtown and learn how Chicago became a global force in culture, commerce, and architecture. Our tour will explore building interiors like the world's oldest skyscrapers, City Hall, the underground Pedway, and the old library. We will observe public art like the Picasso and t…
★★★★★★★★★★5.0(31)Rated 5.0 out of 5 from 31 reviews2 hFree cancellation
Leave the little ones at home and step into the shadows for a spine-chilling evening designed exclusively for adults. Not all spirits in Chicago are content to rest in peace—and not all hauntings are friendly. On our Wind & Souls: Adults-Only Ghost Tour, we’ll peel back the veil of the city’s darker past to reveal the sinister specters that still lurk in its alleyways, abandoned buildings, and fo…
★★★★★★★★★★4.3(48)Rated 4.3 out of 5 from 48 reviews1 h 30 minFree cancellation
Take the best ghost tour in Chicago! Go inside 6/8 old buildings, learn about what makes them haunted and what also makes them cool! Learn from expert guides what makes Chicago one of the spookiest places in the world! Note, tour does not finish where it starts
★★★★★★★★★★5.0(26)Rated 5.0 out of 5 from 26 reviews1 h 45 minFree cancellation
A 60-75-minute guided, behind-the-scenes exploration of the historic Chicago Theatre, one of the city’s most iconic landmarks. Stand on the famed Chicago theatre stage and discover the backstage artist signatures, including from legends like Frank Sinatra, Dean Martin, and Dolly Parton** Access to the grand lobby with its famous marquess, the auditorium with its classic atmospheric design, the ic…
★★★★★★★★★★4.0(59)Rated 4.0 out of 5 from 59 reviews1 h 15 min
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 River…
★★★★★★★★★★5.0(11)Rated 5.0 out of 5 from 11 reviews3 hFree cancellation
Discover Pilsen, one of Chicago’s most vibrant neighborhoods, known for its colorful street art, rich Mexican heritage, historic architecture, and thriving local culture. This locally led Pilsen walking tour offers an authentic, insider experience beyond typical Chicago sightseeing. - Pilsen-based experts with 40+ years of combined experience - Explore iconic sites like 16th Street murals, Thalia…
★★★★★★★★★★5.0(9)Rated 5.0 out of 5 from 9 reviews1 h 15 minFree cancellation
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, a…
★★★★★★★★★★5.0(6)Rated 5.0 out of 5 from 6 reviews4 hFree cancellation
The Experience is more than a food tour. It is an immersive cultural experience that combines food, history, architecture, and storytelling in one of Chicago’s most influential neighborhoods. Guests will enjoy curated tastings from locally owned Black restaurants while learning about the people, businesses, and historical moments that helped shape Chicago’s Black cultural landscape. Along the rou…
★★★★★★★★★★5.0(6)Rated 5.0 out of 5 from 6 reviews2 h 45 minFree cancellation
Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some of the world’s first skyscrapers and venture inside a collection of the city’s most influential and iconic buildings. Your expert local guide will share captivating stories about the rise of Chicago, the Great Fire, and the visionary architects…
★★★★★★★★★★4.8(6)Rated 4.8 out of 5 from 6 reviews3 hFree cancellation
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…
★★★★★★★★★★5.0(5)Rated 5.0 out of 5 from 5 reviews2 hFree cancellation
Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most prominent neighborhoods of the city and immerse yourself in its tastes and flavors. Stroll through the Loop and Millenium Park, wander down the Riverwalk and discover iconic sights and hidden gems from another perspective. Get inside Chicag…
★★★★★★★★★★4.6(5)Rated 4.6 out of 5 from 5 reviews3 hFree cancellation
We'll explore five (5) of our favorite, Handcrafted Local Micro Breweries in two special locations of the historic, Chicago landmark district, Fulton Market; which used to be the meatpacking district, now becoming the Chicago Brewery District. Here you'll experience the fabulous, intricate world of the art of beer creation. We will all meet at the first one, introduce ourselves and try some delic…
★★★★★★★★★★5.0(4)Rated 5.0 out of 5 from 4 reviews1 h 30 minFree cancellation
Let’s take photos at one of Chicago’s most famous spots - the bright red CHICAGO sign at the Chicago Theatre! During this 30-40 minute photo walk, I’ll help you pose and feel comfortable while taking high-quality photos using iPhone, optimized for social media. You’ll receive about 50 digital photos, including 5 professionally color-edited images, delivered via a private online gallery. Please do…
★★★★★★★★★★5.0(4)Rated 5.0 out of 5 from 4 reviews40 minFree cancellation
Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-rises, city planning, and construction history. Get a unique chance to combine touring by foot and by L train, and see the city’s most iconic landmarks like The Rookery Building, Chicago Cultural Center, First Arts Building, and more 19th and early 20th-century maste…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews2 hFree cancellation
This tour is special because it combines a personalized street and night tour experience with expert photography guidance in Chicago. You’ll explore both iconic landmarks and hidden streets, capturing the city’s character from golden hour through to its dazzling night lights. As skyscrapers glow and trains blur past, your professional guide helps you master techniques like composition, long expos…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews3 hFree cancellation
Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary nightlife collide. Beginning near the iconic Palmolive Building, this guided experience takes you through the city’s Gold Coast and beyond, uncovering the eerie aftermath of the Great Chicago Fire and the restless spirits it may have left behind. Along the way, you…
★★★★★★★★★★5.0(1)Rated 5.0 out of 5 from 1 reviews2 hFree cancellation
Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city’s most iconic park. Then, stroll along the picturesque riverside, admire Chicago’s totally unique architecture, and learn the fascinating stories behind the city’s skyline.…
★★★★★★★★★★1.0(1)Rated 1.0 out of 5 from 1 reviews2 hFree cancellation
