25 Products

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 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's Ultimate City Bike Tour of Top Downtown Attractions
$59
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Chicago's Ultimate City Bike Tour of Top Downtown Attractions
Summary

Get acquainted with Chicago’s most iconic landmarks on this riotous guided Chicago bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. Over the course of a 3-hour bike ride (traversed at a nice le...

Inclusions
  • Named Top 20 Tour in the World by TripAdvisor—experience why guests rave about Bobby’s Bike Hike!
  • Bikes, helmets, child equipment, and all gear included on your Chicago Bike Tour
  • Fun, local guides share insider tips, history, food, & hidden gems for an unforgettable experience.
  • See the best of Chicago's downtown attractions & architecture on this scenic, culture-packed ride.
Exclusions
  • $10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
  • Food and drinks
Itinerary
  • Millennium Park
  • Clarence F. Buckingham Fountain
  • Lakefront Trail
  • Museum Campus
  • Navy Pier
  • Northerly Island
  • Soldier Field
  • Chicago Riverwalk
  • The Chicago Theatre
  • Shedd Aquarium
  • Grant Ulysses Park
  • Field Museum
  • Cloud Gate
  • Jay Pritzker Pavilion
  • Crown Fountain
  • Adler Planetarium
  • Daley Bicentennial Plaza
Good to know
  • Public transportation options are available nearby, Suitable for all physical fitness levels, This Chicago Bike Tour is appropriate for most ages and fitness levels. Professional guides blend quality information, group interaction, and most of all, fun, to create an unforgettable Chicago experience. Bikes are provided, TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002., Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund., Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund., Please note: children must be strong, capable riders and be able to bike for 9 miles, All equipment included: Bicycles, Helmets, and Child Equipment
Cancellation Policy

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

Holiday Walking Tour: Underground Chicago via the Pedway

Holiday Walking Tour: Underground Chicago via the Pedway

3 hrsEco-FriendlyFree cancellationLikely to sell out
$65
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Holiday Walking Tour: Underground Chicago via the Pedway
Summary

Take a tour of Chicago's Pedway system (a network of underground tunnels that allows pedestrians to pass from one end of the Loop to the other) and enjoy seasonal holiday decorations and sights along the way. Our tour begins in the lobby of the Swissotel where we descend into the Pedway. After a to...

Inclusions
  • Transit tickets
  • Local expert guide
Exclusions
  • Food and beverages
Itinerary
  • Chicago Pedway
  • Chicago Cultural Center
  • Macy's on State Street
  • Block 37
  • Route 66
  • Cloud Gate
Good to know
  • Not recommended for travelers with spinal injuries, Not recommended for travelers with poor cardiovascular health, Public transportation options are available nearby, Travelers should have at least a moderate level of physical fitness, Should be able to climb stairs as not all train stations are equipped with elevators.
Cancellation Policy

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

History and Architecture of Chicago Loop Walking Tour
$30
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History and Architecture of Chicago Loop Walking Tour
Summary

Discover the rich history and architecture of downtown Chicago with local expert Dave Lineal. Walking underneath the soaring buildings, we will learn how Chicago grew to become a global force in culture, commerce, and architecture. How did this roaring city come to be? We will hear the tales of Chic...

Itinerary
  • Chicago River
  • Cloud Gate
  • The Picasso
  • Chicago Pedway
  • City of Chicago - City Hall
  • Palmer House Hilton Historic Lobby
  • Chicago Cultural Center
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
Cancellation Policy

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

Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline
$48
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Premium Chicago City Tour Small Group ICONIC Landmarks & Skyline
Summary

Discover the architectural soul of Chicago on a thoughtfully curated half-day city tour. Travel through the city’s most influential districts, from historic riverfront landmarks to groundbreaking modern skyscrapers. Explore the Loop’s civic, financial, and architectural core, admire world-renowned t...

Inclusions
  • Travel with an expert Tour Guide/Driver Guide for a Smooth and Insightful Journey
  • Ride in Comfortable and Professionally Maintained Vehicles (vehicle based on number of guests)
Exclusions
  • Personal Expenses
  • Gratuities
  • Meals, Food and Drinks
Itinerary
  • Michigan Avenue Bridge
  • Marina City
  • Merchandise Mart
  • Chicago Board Of Trade Building
  • Route 66 End Sign
  • Millennium Park
  • Cloud Gate
  • Chicago Skyline
Good to know
  • Infants are required to sit on an adult’s lap, Public transportation options are available nearby, Infants and small children can ride in a pram or stroller, Suitable for all physical fitness levels, Age and Safety: Guests under 18 must be with at least one adult. Pregnant women can join the tour only if they are 24 weeks pregnant or less by the end of the trip., Tickets and Charges: We do not accept City Passes or personal tickets for attractions. Admission and meal prices may change without notice. Tickets cannot be refunded if prices drop and no price matches on attractions are allowed., Booking Details: Provide accurate information, including your name, contact details (preferably a mobile number), and flight information. Errors can affect your travel and any losses due to incorrect information will be your responsibility., Leaving the Group: If you choose to leave the group, inform the tour guide in advance and sign a departure agreement. You will not receive a refund for any missed parts of the tour., For state law, Children under the age of 6 require a booster seat in order to participate in the tour group. Please understand that the violations and fines are borne by the guests themselves. There is no need for a booster seat for bus travel on the day of travel., Check-In Documents: Bring a valid photo ID to board the bus. It's also a good idea to have a copy of your email confirmation., Closed Attractions: If attractions are closed or altered due to holidays or other reasons, we will adjust the itinerary and/or replace it with an equivalent attraction to maintain the tour’s quality., Health Requirements: Good health is required to enjoy the tour. Contact us for policies on passengers with disabilities. We do not guarantee accessible buses or seating without prior notification., Tour Adjustments: Guides or drivers may change the tour schedule due to weather, traffic, or other conditions to ensure a smooth trip., Terms and Conditions: We may update these terms occasionally. Check our product website before booking. We are not liable for any consequential or incidental damages related to these terms., Itinerary Changes: We may adjust the tour itinerary if needed, but the included attractions will not be reduced.
Cancellation Policy

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

Chicago Family Food and Bike Tour with Top Attractions

Chicago Family Food and Bike Tour with Top Attractions

4 hrsFree cancellationLikely to sell outFamily friendly
$79
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Chicago Family Food and Bike Tour with Top Attractions
Summary

This Chicago Food & Bike tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago because of it's miles of bike trails, flat terrain and e...

Inclusions
  • Bikes, helmets, and all gear included on your Kid-Friendly Chicago Food and Bike Tour
  • Fun, local guides share insider tips, history, food, & hidden gems for an unforgettable experience.
  • Rated Top 20 Food Tours in the World on TripAdvisor
Exclusions
  • $10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
Itinerary
  • Millennium Park
  • Lakefront Trail
  • Clarence F. Buckingham Fountain
  • Navy Pier
  • Chicago Riverwalk
  • Grant Park
  • North Avenue Beach
  • Gold Coast
  • Oak Street Beach
  • The Art Institute of Chicago
  • Lincoln Park
  • The Chicago Theatre
  • Cloud Gate
  • Crown Fountain
  • Jay Pritzker Pavilion
Good to know
  • Public transportation options are available nearby, Specialized infant seats are available, Suitable for all physical fitness levels, If you have dietary restrictions, please add a note in the special requirements section when booking, and contact 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 Bobby's Bike Hike its highest-level Traveler’s Choice Award each year since 2002., Our Family-Friendly Chicago Food & Bike Tour groups have exclusive VIP access to locations we visit., Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund., Minimum numbers apply for the Kid-Friendly Chicago Food & Bike Tour. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund., Please note: children must be strong, capable riders and be able to bike for 9 miles. There are frequent stops for rest, All Equipment included (bicycles, helmets, child equipment) in the Family Friendly Chicago Food & Bike Tour.
Cancellation Policy

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

Chicago History and Architecture Tour
$49
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Chicago History and Architecture Tour
Summary

Embark on a guided tour through Chicago's vibrant heart, from the bustling Navy Pier to the iconic Cloud Gate, topped off with the option to enjoy a classic Chicago savory treat.

Chicago Art Heist: Millennium Park Puzzle Adventure

Chicago Art Heist: Millennium Park Puzzle Adventure

1.6 hrsPrivate tourFree cancellation
$8
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Chicago Art Heist: Millennium Park Puzzle Adventure
Summary

You just stole Edward Hopper's Nighthawks from the Art Institute of Chicago. Now you need to disappear into the city before anyone notices. This self-guided escape game turns Millennium Park into a thrilling art heist where every landmark hides your next move. Solve 14 puzzles at Chicago's most ico...

Inclusions
  • Real history at every stop, from Calder and Gehry to Louis Sullivan and Lorado Taft
  • Flexible scheduling, start anytime, play at your own pace
  • Self-guided art heist adventure through Millennium Park and Grant Park
  • Interactive puzzles at Cloud Gate, Crown Fountain, Buckingham Fountain, Pritzker Pavilion, and more
Exclusions
  • Live tour guide (self-guided via the app)
Itinerary
  • The Art Institute of Chicago
  • Crown Fountain
  • Cloud Gate
  • Millennium Monument
  • Lurie Garden
  • Clarence F. Buckingham Fountain
  • Seated Lincoln
  • Pritzker Military Museum & Library
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Suitable for all physical fitness levels
Cancellation Policy

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

Chicago Self-Guided Audio Tour
$6
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Chicago Self-Guided Audio Tour
Summary

Discover Chicago like never before with complete freedom to explore at your own rhythm, lingering at fascinating locations or moving swiftly through others as your interests guide you. Our expertly crafted audio experience unveils exclusive historical insights and hidden stories that even longtime r...

Inclusions
  • Private access links validity up to 6 days
  • Private access link to the audio guide in one playlist for 15 attractions
  • Private access link to a tour itinerary map of 15 attractions with audio guide individually
Exclusions
  • Entry fees (wherever required)
  • Transportations (pick-up and drop-off)
Itinerary
  • Union Station
  • Field Museum
  • Clarence F. Buckingham Fountain
  • The Art Institute of Chicago
  • Millennium Park
  • Cloud Gate
  • Chicago Cultural Center
  • Chicago Riverwalk
  • Navy Pier
  • Richard H. Driehaus Museum
  • 360 Chicago Observation Deck
  • Lincoln Park Zoo
  • Chicago History Museum
  • Newberry Library
  • Griffin Museum of Science and Industry
Good to know
  • Public transportation options are available nearby, Suitable for all physical fitness levels, 1. Complete Flexibility - Tour at Your Own Pace: This is a self-guided audio tour, NOT a GPS-guided tour. You have complete freedom to choose which attractions to visit, explore in any order you prefer, start and finish wherever you like, and even split the tour across multiple days. Spend as much time as you want at each location and take breaks whenever needed., 2. How You'll Receive Your Tour Materials: On your selected travel date, before your start time, you'll receive your private access links through your booking platform's messaging system. Link 1 provides your complete audio guide playlist featuring all attractions, and Link 2 gives you your interactive itinerary map with individual guides for each location. Simply click each link and select "Proceed to external site" to access your materials—your links lead directly to trusted platforms (SoundCloud and Google Maps) where your private tour content is hosted. Your private access links remain valid until your tour is complete (maximum 6 days), giving you complete flexibility to explore at your own pace. If you experience any difficulty accessing your audio guides or itinerary map, please contact us and we'll be happy to assist you., 3. Using Your Audio Guides (Link 1 - SoundCloud): Open the SoundCloud link in your web browser (Safari, Chrome, etc.). You'll see a playlist of all attraction audio guides organized in a suggested order. You can listen before your tour to plan which attractions interest you most, or play them as you arrive at each location. Simply scroll through the playlist, tap any attraction to play its audio guide, and use play/pause controls as needed throughout your tour., 4. Using Your Interactive Map (Link 2 - Google My Maps): Open the Google My Maps link in your web browser - not the Google Maps app. You'll see all attractions marked with headphone icons. Navigate by either tapping directly on any headphone icon on the map, or tapping the tour title below the map to view a complete list of attractions. When you select an attraction, a popup window appears with a clickable link to that location's audio guide., 5. What to Bring & Prepare: Essential items: headphones/earphones, fully charged smartphone, and internet access. Before your visit, review both links to familiarize yourself with the attractions and audio content, then decide your priorities and create your own route or follow our suggested order.
Cancellation Policy

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