Chicago

941 Products

Original Chicago Architecture Interiors Tour: Dazzling Interiors
$35
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Original Chicago Architecture Interiors Tour: Dazzling Interiors
Summary

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 I...

Inclusions
  • Local guide
Itinerary
  • Chicago Board Of Trade Building
  • Downtown / The Loop
  • Chicago Cultural Center
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, Operates in all weather conditions, please dress appropriately
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Delicious Donuts & City Sights: Chicago's Original Donut Tour
$70
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Delicious Donuts & City Sights: Chicago's Original Donut Tour
Summary

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 ...

Inclusions
  • Food tasting
Itinerary
  • The Loop
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, Please advise any specific dietary requirements at time of booking, 100% Money Back Guarantee - If you do not have a good time on the tour, just email us at [email protected] and we will gladly refund your ticket value.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Architecture Center River Cruise aboard First Lady
Summary

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 moder...

Inclusions
  • Local guide (docents)
  • Live commentary on board
  • River sightseeing cruise
  • Climate controlled lower level
Exclusions
  • Drinks & light snacks (available to purchase)
  • Storage for luggage
Itinerary
  • Chicago River
  • Chicago Architecture Center
  • Navy Pier
  • Marina City
  • Merchandise Mart
  • Chicago Mercantile Exchange (CME)
Good to know
  • Wheelchair accessible, Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels, Children must be accompanied by an adult, Not recommended for children younger than 12 years, Operates in all weather conditions, please dress appropriately, IMPORTANT: For safety reasons, motorized scooters and electric wheelchairs cannot be accommodated. Guests who are able to transfer may use the company's manual wheelchair based on availability., WARNING: Tickets are not refundable or transferrable to other departures., Pets are not allowed, IMPORTANT: There is no elevator access to the boat dock., IMPORTANT: Most, but not all, departures are wheelchair accessible, please advise at time of booking if wheelchair assistance is required, All seating is General Admission. Boarding is on a first come, first serve basis, Routes, specific vessels, and schedules are subject to change without notice
Cancellation Policy

All sales are final. No refund is available for cancellations.

Chicago in a Day Walking Tour: Food, History & Architecture
$101
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Chicago in a Day Walking Tour: Food, History & Architecture
Summary

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 ...

Inclusions
  • Hear stories of Chicago’s past from Prohibition to the Great Fire and immigrant history
  • Led by expert local guides, passionate storytelling from true Chicago insiders
  • Visit Millennium Park and snap photos at the famous Bean
  • Explore top sights & hidden gems like Riverwalk, Magnificent Mile, Pedway, Wrigley Building
  • Taste Chicago’s iconic eats, including deep‑dish pizza, Chicago‑style hot dogs, and Italian beef
  • Enjoy a relaxed, small‑group experience (maximum 12 travelers)
  • Travel with purpose on a tour operated by a certified B Corp committed to responsible tourism
Exclusions
  • Gratuity
  • Drinks and additional food
Itinerary
  • The Chicago Theatre
  • Chicago Pedway
  • Chicago River
  • Wrigley Building
  • Tribune Tower
  • Millenium Park
  • Cloud Gate
  • The Loop
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, Suitable for all physical fitness levels, Is this tour child-friendly? Yes! This tour is suitable for families. Children under 4 years old can join free of charge. A reduced child price applies for children aged 4 to 11., Will food options or portion sizes very? Food offerings and portion sizes may vary depending on the season and the stops visited on the day of the tour. However, the total amount of food included is always designed to equal a full meal., Is this tour suitable for all ages and fitness levels? Yes! This tour is suitable for guests of all ages and fitness levels. Please note that it includes approximately 4.8 to 6.4 km (3-4 miles) of walking. at a relaxed pace with regular stops., Can dietary requirements be accommodated? Vegetarian options are available. Unfortunately, we are unable to accommodate other food allergies or dietary preferences. Please let us know in advance if you require a vegetarian option so we can plan accordingly., What happens if the weather isn’t great? Experiences run rain, shine, or snow, so please dress appropriately for the weather on the day of your tour.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Food Tour: 6 Dishes with Deep Dish Pizza & Beef Sandwich

Chicago Food Tour: 6 Dishes with Deep Dish Pizza & Beef Sandwich

3 hrsEco-FriendlyFree cancellationLikely to sell out
$85
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Chicago Food Tour: 6 Dishes with Deep Dish Pizza & Beef Sandwich
Summary

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 wor...

Inclusions
  • Fudgy Brownie
  • Chicago-style Hot Dog
  • Local Foodie Guide to show you Windy City
  • Italian Beef Sandwich
  • Deep Dish Pizza with Sausage
  • Our delicious Secret Dish (to be revealed on the day)
  • Gourmet Popcorn
Exclusions
  • Hotel pickup and drop-off
  • Gratuities (optional)
Itinerary
  • Chicago Public Library - Hall Branch
  • Financial District
  • Calder’s Flamingo
  • The Rookery Building
  • Palmer House Hilton Historic Lobby
Good to know
  • Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels, * Please note: the itinerary and menu is subject to change, based on the locations' availability, weather, and other circumstances., * Please ensure to contact us in advance of the tour for any dietary requirement, to ensure we can cater for them the best we can., * This tour involves a fair amount of walking; comfortable shoes are recommended.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

45-min Chicago River Architecture Cruise by Wendella
Summary

Know before you go What to bring If you wish to purchase refreshments at the snack bar, bring your credit card along, as cash transactions are unavailable. What's not allowed Keep in mind that alcohol, weapons, flammables, and explosives are not allowed on this experience.

Inclusions
  • - 45-min Chicago River architecture cruise (as per option selected)
  • - 90-min Chicago River architecture cruise (as per option selected)
  • - Expert tour guide
Exclusions
  • - Food and beverages (available for purchase onboard)
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
$51
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Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Summary

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 you...

Inclusions
  • All Fees and Taxes
Exclusions
  • Food and drinks
  • In-person guide
  • Parking fee at the garage located at 20 E. Randolph Street: $8 for six hours of parking.
Itinerary
  • Medieval Torture Museum
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, Exhibition not recommended for children under 18 without an adult, Children under the age of 10 are admitted free of charge as long as they are accompanied by a dedicated adult (1 adult to 1 child), Thanksgiving: 11am-7pm, Christmas Eve: 11am-6pm, Christmas Day: 11am-7pm
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Favorites Ultimate Food and Walking Tour

Chicago Favorites Ultimate Food and Walking Tour

3 hrsEco-FriendlyFree cancellation
$85
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Chicago Favorites Ultimate Food and Walking Tour
Summary

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 ra...

Inclusions
  • Deep Dish Pizza slice: Thick, hot, cheesy, saucy, and baked to perfection!
  • Garrett’s Popcorn Chicago sample mix—sweet-salty, cheesy-caramel bliss in every crunchy bite.
  • Italian Beef Sandwich sample—slow-roasted beef, rich au jus, classic peppers, pure Chicago.
  • Led by a local English-speaking guide who’s passionate about Chicago’s eats, streets, & stories!
  • Receive insider tips on must-see attractions, activities, and culinary delights for your stay
  • See iconic Chicago architecture—from historic gems to modern marvels—while tasting city classics.
  • Enjoy a Free 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting)
  • Indulge in the original brownie—rich, fudgy, and born in Chicago(AM only). Other dessert on PM Tours
  • Full Chicago-style hot dog with mustard, relish, onions, pickle, peppers—no ketchup allowed!
Exclusions
  • Hotel pickup and drop-off
  • $10 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)
Itinerary
  • Palmer House Hilton Historic Lobby
  • Millennium Park
  • Cloud Gate
  • The Chicago Theatre
  • The Magnificent Mile
  • Historic Water Tower
  • Crown Fountain
  • Wrigley Building
  • Holy Name Cathedral
  • Jay Pritzker Pavilion
  • The Loop
  • Chicago Pedway
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, If you have dietary restrictions, please add a note in the special requirements section when booking, and email us after booking to confirm they can accommodate., Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets., VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+), TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002., Our groups have exclusive VIP access to locations we visit., Operates in all weather conditions, please dress appropriately, Chicago's famous foods are built on grit, hard work, and on the backs of labor. They are not for everyone, so come with an open mind as we visit Chicago hot dog stand, Deep dish pizza joint, Italian Beef sample, and the original brownie..
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago River 90-Minute Architecture Boat Tour

Chicago River 90-Minute Architecture Boat Tour

1.5 hrsFree cancellationLikely to sell out
$37
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Chicago River 90-Minute Architecture Boat Tour
Summary

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 ...

Inclusions
  • Fully enclosed interior with air conditioning, seats, & windows
  • Outside seating available (seating is first come first serve basis)
  • Guided architecture cruise of the historic Chicago River
Exclusions
  • Full bar & snacks (available for purchase)
  • $12 to $15 discounted parking lot connected to marina
Itinerary
  • Wrigley Building
  • Aqua Tower
  • Chicago Chinatown
  • Merchandise Mart
  • Navy Pier
Good to know
  • Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels, Tour times cannot be changed, Cruises are on rain or shine, Minimum drinking age is 21 years, Please arrive 30 min before your cruise time, Seating is first come first serve. If you have a large group, arrive early, Each guest needs a ticket including children & infants, Refunds will not be issued if tour/activity is missed due to late or non-arrival of cruise ship, Vessel has full bar and restroom, Please take note that parking is about $12.00 - $15.00.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Architecture River Cruise

Chicago Architecture River Cruise

1.5 hrsFree cancellation
$39
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Chicago Architecture River Cruise
Summary

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 Offic...

Inclusions
  • Pet-friendly
  • Live expert commentary on board
  • Guided architecture cruise of the historic Chicago River
Exclusions
  • Drinks (available for purchase)
Itinerary
  • Chicago River
  • Chicago Skyline
  • Navy Pier
  • Tribune Tower
  • John Hancock Center
  • Marina City
  • Skydeck Chicago - Willis Tower
  • Aqua Tower
Good to know
  • Public transportation options are available nearby, Suitable for all physical fitness levels, All boats have full restrooms and a full bar., Some boats are single deck vessels, the type of vessel you are placed on cannot be guaranteed., Wheelchairs or other walking assistance equipment are not provided., Cruises are dog-friendly., Tours can be rescheduled through Viator 24 hours prior to the departure dates., Wheelchair accessible from Navy Pier dock only.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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