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Chicago Favorites Ultimate Food and Walking Tour

Chicago Favorites Ultimate Food and Walking Tour

3 hrsEco-FriendlyFree cancellation
$85
Book now
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 Bike & Classic Food Tour: Bikes, Bites & Views - Adults
$89
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Chicago Bike & Classic Food Tour: Bikes, Bites & Views - Adults
Summary

Taste all of Chicago’s classic eats on this 4 1/2 hr Adults-only guided food & bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s first city bike tour company, on this exciting & informative adventure which recently ranked Top 20 Food Tours in the World by TripAdvisor. The journey ...

Inclusions
  • Named a Top 20 Food Tour in the World by TripAdvisor—experience why guests rave about Bobby’s tours!
  • Water Bottle is provided on this Chicago Classics Bike & Food Tour
  • Fun, local guides share insider tips, history, food, & hidden gems for an unforgettable experience.
  • Two Different Routes to Choose. Day Route to Wrigley or Night Route of Downtown Attractions.
Exclusions
  • $15 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
Itinerary
  • Wrigley Field
  • Lakefront Trail
  • Gold Coast
  • Lincoln Park
  • North Avenue Beach
  • Northalsted
  • Lincoln Park Zoo
  • Chicago Riverwalk
  • Clarence F. Buckingham Fountain
  • Downtown / The Loop
  • Oak Street Beach
  • Millennium Park
  • Museum Campus
  • Navy Pier
  • River North
  • Lake Michigan
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 email us after booking to confirm they can accommodate. You will see our email at your tickets or vouchers., 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., TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002., Minimum age is 16 years, 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., This Tour was rated Top 20 Food Tours in the World by TripAdvisor, VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
Cancellation Policy

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

Chicago City Minibus Tour

Chicago City Minibus Tour

2 hrsFree cancellationLikely to sell out
$50
Book now
Chicago City Minibus Tour
Summary

Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Ca...

Inclusions
  • Transport by 13-passenger, air-conditioned minibus
  • Four photo stops
Itinerary
  • The Magnificent Mile
  • Millennium Park
  • The Rookery Building
  • Clarence F. Buckingham Fountain
  • Museum Campus
  • Lincoln Park
  • Gold Coast
  • The Art Institute of Chicago
  • Chicago Skyline
  • Chicago Lakefront
Good to know
  • Public transportation options are available nearby, Infants are required to sit on an adult’s lap, Suitable for all physical fitness levels, Operates in all weather conditions, please dress appropriately, Infants (0-3 years) must sit on a lap
Cancellation Policy

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

Chicago City Tour with Architecture River Cruise Option

Chicago City Tour with Architecture River Cruise Option

4 hrsEco-FriendlyFree cancellationLikely to sell out
$50
Book now
Chicago City Tour with Architecture River Cruise Option
Summary

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for...

Inclusions
  • Local guide
  • Three photo stops
  • Transport by 13-passenger, air-conditioned minibus
  • Chicago River Architecture Boat Tour (if option selected)
Itinerary
  • The Magnificent Mile
  • Navy Pier
  • Millennium Park
  • Chicago River
  • Clarence F. Buckingham Fountain
  • Museum Campus
  • Lincoln Park
  • Gold Coast
  • The Rookery Building
  • Chicago Skyline
  • The Art Institute of Chicago
  • Shoreline Sightseeing
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Infants are required to sit on an adult’s lap, Suitable for all physical fitness levels, Operates in all weather conditions, please dress appropriately, Infants 0-3 years old, must sit on a lap
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.

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.

Lake Michigan Skyline Cruise in Chicago
$33
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Lake Michigan Skyline Cruise in Chicago
Summary

Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions. Cruise along Lake Michigan and enjoy stunning views of Chicago's renowned skyscrapers from a unique vantage point. This tour offers an amazing opportunity to admire the city's bre...

Inclusions
  • Pet-friendly
  • Pre-recorded commentary on board
  • Scenic skyline cruise on Lake Michigan
Exclusions
  • Food and drinks (available for purchase and you can also bring your own)
Itinerary
  • Lake Michigan
  • Chicago Skyline
  • Skydeck Chicago - Willis Tower
  • Navy Pier
  • Clarence F. Buckingham Fountain
  • Millennium Park
  • Chicago Cultural Center
  • Historic Water Tower
Good to know
  • Public transportation options are available nearby, Suitable for all physical fitness levels, Cruises are dog friendly, Beginning November 11th, 2024 through April 2025, cruises will be 30 minutes in length
Cancellation Policy

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

Chicago Shoreline Adventure Boat Tour

Chicago Shoreline Adventure Boat Tour

1.5 hrsFree cancellationLikely to sell out
$90
Book now
Chicago Shoreline Adventure Boat Tour
Summary

This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Kno...

Itinerary
  • Chicago
  • Soldier Field
  • McCormick Place
  • Adler Planetarium
  • Shedd Aquarium
  • Field Museum
  • Clarence F. Buckingham Fountain
  • Millennium Park
  • Lake Shore Drive
  • Lake Point Tower
  • Jane Addams Memorial Park
  • Milton Lee Olive Park
Good to know
  • Service animals allowed, Infants are required to sit on an adult’s lap, Not recommended for travelers with spinal injuries, Not recommended for pregnant travelers, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels
Cancellation Policy

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

Chicago Scenic Driving Tour

Chicago Scenic Driving Tour

2 hrsFree cancellation
$315
Book now
Chicago Scenic Driving Tour
Summary

Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour will start by meeting our knowledgeable Guide/Driver who will pick you u...

Inclusions
  • Bottled Water
  • Private transportation
  • Free Hotel/Other Location Pickup & Return within 5 Miles of Downtown Chicago Center.
  • Driving Tour-Guide
Exclusions
  • Gratuities not included, but appreciated
  • Food is not included but tourist can be taken to any of the Chicago style Popcorn, Hotdog or Donuts.
Itinerary
  • Wrigley Field
  • Lincoln Park Zoo
  • Chicago History Museum
  • The Magnificent Mile
  • Michigan Avenue Bridge
  • Millennium Park
  • The Art Institute of Chicago
  • Chicago Cultural Center
  • Route 66
  • Grant Park
  • Museum Campus
  • Lake Michigan
  • Clarence F. Buckingham Fountain
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Infants are required to sit on an adult’s lap, Suitable for all physical fitness levels, A minimum of one person, and a maximum of 6 people, is required per booking., This is a small group tour/activity. Your group maybe combined with other small group., All travelers must be able to get in and out of the vehicle by themselves
Cancellation Policy

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

Chicago Movie Locations Tour

Chicago Movie Locations Tour

3 hrsFree cancellation
$315
Book now
Chicago Movie Locations Tour
Summary

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior (Ferris Bueller's Day Off), the Chicago Board of Trade exterior (The Dark Knight), Union Station's staircase (The Untouchab...

Inclusions
  • Bottled water
  • Free Hotel/Other Location Pickup & Return within 5 Miles of Downtown Chicago Center.
  • Driving Tour-Guide
Exclusions
  • Gratuities not included but appreciated
  • Food is not included but tourist can be taken to any of the Chicago style Popcorn, Hotdog or Donuts.
Itinerary
  • Home Alone House
  • Wrigley Field
  • Chicago Board Of Trade Building
  • Union Station
  • Millennium Park
  • Chicago Cultural Center
Good to know
  • Infants are required to sit on an adult’s lap, Service animals allowed, Public transportation options are available nearby, Infants and small children can ride in a pram or stroller, Suitable for all physical fitness levels, A minimum of one person, and a maximum of 6 people, is required per booking., This is a small group tour/activity. Your group maybe combined with other small group., All travelers must be able to get in and out of the vehicle by themselves
Cancellation Policy

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