Chicago Pedway Tours & Tickets

7 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 Architecture Tour: Underground Pedway and the Loop
$35
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Chicago Architecture Tour: Underground Pedway and the Loop

Summary

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 ...

Inclusions

  • Local guide

Itinerary

  • Chicago Pedway
  • The Picasso
  • Macy's on State Street
  • Chicago Cultural Center
  • Block 37
  • New East Side

Good to know

  • Public transportation options are available nearby, Travelers should have at least a moderate level of physical fitness, Operates in all weather conditions, please dress appropriately

Cancellation Policy

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

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour
$35
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Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

Summary

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 cr...

Inclusions

  • Expert Tour Guide
  • Go Inside Famous Hotels

Exclusions

  • Tips and Gratuities for Tour Guide

Itinerary

  • Chicago River
  • River North
  • The Picasso
  • Chicago Pedway
  • Millennium Park
  • 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, This is a walking tour, 1.0 Miles over 1.5 Hours, Not recommended for travelers with a cold

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.

Chicago Guided Tour in Spanish

Chicago Guided Tour in Spanish

2.8 hrsEco-FriendlyFree cancellation
$45
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Chicago Guided Tour in Spanish

Summary

Because we don't just show you the city... we tell you, and we make you live it! At ChicaGo Turismo you will discover the true essence of Chicago: its vibrant history, imposing architecture and hidden corners that few know. Our guides are passionate and certified experts, with charisma, solid knowle...

Inclusions

  • walking tours

Exclusions

  • Tips, Drinks and meals

Itinerary

  • Chicago
  • Chicago Riverwalk
  • The Chicago Theatre
  • Chicago Pedway
  • Daley Bicentennial Plaza
  • Chicago Loop Synagogue
  • The Rookery Building
  • Calder’s Flamingo
  • Chicago Cultural Center
  • Millennium Park

Good to know

  • Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Not recommended for pregnant travelers, Not recommended for travelers with poor cardiovascular health, Travelers should have at least a moderate level of physical fitness

Cancellation Policy

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