2-Hour Experiences, Chicago, Dinner & Cocktail Cruises, Evening Experiences, Segway Tours, Tour Reviews, Tours2 Hour Chicago Pier Fireworks & Evening Segway Tour / June 22, 2026 5.0Chicago2 Hour Chicago Pier Fireworks & Evening Segway Tour2 hours$77
Chicago, Ghost & Haunted Tours, Historical Tours, Tour Reviews, Tours, Walking ToursChicago: Ghosts & Haunted History Walking Tour / June 22, 2026 5.0ChicagoChicago: Ghosts & Haunted History Walking Tour$39
Chicago, Sightseeing & City Tours, Tour Reviews, Tours, Walking ToursChicago: Magnificent Mile Walking Tour / June 23, 2026 4.5ChicagoChicago: Magnificent Mile Walking Tour1.5 hours$35
Chicago, Tour Reviews, Tours, Walking ToursChicago: Tiffany Art Glass Works Walking Tour / June 24, 2026 5.0ChicagoChicago: Tiffany Art Glass Works Walking Tour1.5 hours$35
Chicago, Food, Food & Culinary Tours, Private, Tour Reviews, ToursPrivate Chicago Foodie Tour / June 24, 2026 5.0ChicagoPrivate Chicago Foodie Tour4 hours (approx.)$288.00
Chicago, Ghost & Haunted Tours, Self-Guided Tours, Tour Reviews, ToursHaunted Chicago Exploration Game and Tour / June 25, 2026 4.0ChicagoHaunted Chicago Exploration Game and Tour2 hours (approx.)$7.20
Chicago, Ghost & Haunted Tours, Tour Reviews, ToursChicago: Ghost Bus Tour of Haunted Locations / June 24, 2026 4.2ChicagoChicago: Ghost Bus Tour of Haunted Locations3 hours$54
Chicago, Ghost & Haunted Tours, Guided, Tour Reviews, ToursChicago River Guided Ghost Tour / June 24, 2026 5.0ChicagoChicago River Guided Ghost Tour2 hours (approx.)$65.00
Chicago, Ghost & Haunted Tours, Guided, Tour Reviews, ToursChicago: Wind and Souls Adults Only Guided Ghost Tour / June 24, 2026 4.7ChicagoChicago: Wind and Souls Adults Only Guided Ghost Tour1.5 hours$34
Architecture Walking Tours, Chicago, Private, Tour Reviews, Tours, Walking ToursPrivate Chicago Architecture Walking Tour / June 25, 2026 5.0ChicagoPrivate Chicago Architecture Walking Tour3 hours (approx.)$211.00
Chicago, Guided, Self-Guided Tours, Tour Reviews, Tours, Walking ToursChicago Riverwalk Self-Guided Walking Tour / June 24, 2026 4.0ChicagoChicago Riverwalk Self-Guided Walking Tour1 to 2 hours (approx.)$14.99
1-Day Tours, Chicago, Tour Reviews, ToursMilwaukee 1-Day Tour from Chicago / June 24, 2026 4.5ChicagoMilwaukee 1-Day Tour from Chicago$125
Chicago, Chicago River Architecture Cruises, Private, Tour Reviews, ToursChicago: Private Architecture Tour – 3 or 6 Hours / June 25, 2026 4.0ChicagoChicago: Private Architecture Tour – 3 or 6 Hours$780
Chicago, Guided, Tour Reviews, Tours, Walking ToursChicago’s Modern Skyscrapers Guided Walking Tour / June 24, 2026 5.0ChicagoChicago’s Modern Skyscrapers Guided Walking Tour1.5 hours$35
Architecture Walking Tours, Chicago, Historical Tours, Tour Reviews, Tours, Walking ToursChicago: Small-Group History and Architecture Walking Tour / June 25, 2026 5.0ChicagoChicago: Small-Group History and Architecture Walking Tour$49
Chicago, Private, Tour Reviews, ToursPrivate Frida and Friends Tour in Pilsen / June 24, 2026 4.5ChicagoPrivate Frida and Friends Tour in Pilsen2 hours (approx.)
Chicago, Tour Reviews, Tours, Walking ToursChicago’s Midway, Movies, and the 1893 World’s Fair Walking Tour / June 26, 2026 5.0ChicagoChicago’s Midway, Movies, and the 1893 World’s Fair Walking Tour1 hour 30 minutes (approx.)$49.99
2-Hour Experiences, Chicago, Tour Reviews, Tours, Walking ToursChicago: Downtown Loop & Millennium Park 2 Hour Walking Tour / June 26, 2026 5.0ChicagoChicago: Downtown Loop & Millennium Park 2 Hour Walking Tour$49.00
Bike Tours, Canoes & Kayaks, Chicago, Cycling Tours, Sightseeing & City Tours, Tour Reviews, Tours, Walking ToursChicago Walking Tour of Highlights with Free Bike or Kayak Rental / June 26, 2026 5.0ChicagoChicago Walking Tour of Highlights with Free Bike or Kayak Rental2 hours (approx.)$44.99
Chicago, City Tours, Sightseeing & City Tours, Tour Reviews, ToursBoston To New York City: City Highlights Tour / June 25, 2026 3.5ChicagoBoston To New York City: City Highlights Tour1 day$175
Chicago, Guided, Self-Guided Tours, Tour Reviews, Tours, Walking ToursChicago Millennium Park Self-Guided Walking Tour / June 26, 2026 4.5ChicagoChicago Millennium Park Self-Guided Walking Tour1 to 2 hours (approx.)$14.99
Chicago, Tour Reviews, Tours, Walking ToursChicago Seasonal Stroll Walking Tour of Holiday Attractions / June 27, 2026 5.0ChicagoChicago Seasonal Stroll Walking Tour of Holiday Attractions2 hours (approx.)$44.99
Chicago, Chicago River Architecture Cruises, Private, Tour Reviews, ToursPrivate Chicago Architecture Tour / June 27, 2026 5.0ChicagoPrivate Chicago Architecture Tour$539
Chicago, Guided, Private, Tour Reviews, ToursPrivate Chicago Guided Tour with Hotel Pickup / June 25, 2026 5.0ChicagoPrivate Chicago Guided Tour with Hotel Pickup4 hours (approx.)$844.59
Bike Tours, Canoes & Kayaks, Chicago, Cycling Tours, Tour Reviews, Tours, Walking ToursChicago: Best of Attractions Walking Tour +Bike/Kayak Rental / June 27, 2026 5.0ChicagoChicago: Best of Attractions Walking Tour +Bike/Kayak Rental2 hours$44
Chicago, Historical Tours, Sightseeing & City Tours, Tour Reviews, Tours, Walking ToursChicago Black History Highlights Walking Tour / June 26, 2026 4.0ChicagoChicago Black History Highlights Walking Tour$5.00
Architecture Walking Tours, Chicago, Tour Reviews, Tours, Walking ToursChicago: Elevated Architecture Walking Tour / June 27, 2026 4.4ChicagoChicago: Elevated Architecture Walking Tour2 hours$35
Chicago, City Tours, Cruises & Boat Tours, Tour Reviews, ToursChicago City Boat Tours / June 27, 2026 4.0ChicagoChicago City Boat Tours2 to 8 hours (approx.)$299.00
Canoes & Kayaks, Chicago, Evening Experiences, Tour Reviews, ToursChicago: Sunset Kayak Tour on the Chicago River / June 26, 2026 4.2ChicagoChicago: Sunset Kayak Tour on the Chicago River1.5 hours$57
Chicago, Gangster & Crime Tours, Ghost & Haunted Tours, Segway Tours, Tour Reviews, ToursChicago: Gangsters, Ghosts, and Haunted Hotels Segway Tour / June 27, 2026 4.4ChicagoChicago: Gangsters, Ghosts, and Haunted Hotels Segway Tour2 hours$77
Chicago, Dessert Tours, Tour Reviews, ToursChicago Chocolate Tour / June 27, 2026 3.5ChicagoChicago Chocolate Tour2 hours (approx.)$8.00
Chicago, City Tours, Tour Reviews, ToursDevil in the White City Chicago Bus Tour / June 28, 2026 3.5ChicagoDevil in the White City Chicago Bus Tour$50.00
Audio Tours, Chicago, Self-Guided Tours, Tour Reviews, ToursChicago’s Storied Neighborhood: An Audio Tour / June 28, 2026 3.0ChicagoChicago’s Storied Neighborhood: An Audio Tour40 minutes to 1 hour (approx.)
Chicago, City Tours, Hop-On Hop-Off & Bus Tours, Sightseeing & City Tours, Tour Reviews, Tours, VIPLuxury Minibus Chicago City Tour / June 30, 2026 5.0ChicagoLuxury Minibus Chicago City Tour2 hours (approx.)$65.00
2-Hour Experiences, Bike Tours, Chicago, Cycling Tours, E-Bikes, Tour Reviews, Tours2 Hour Chicago Landmarks & Lakefront E-Bike Tour / June 30, 2026 5.0Chicago2 Hour Chicago Landmarks & Lakefront E-Bike Tour2 hours (approx.)$72.15
Chicago, Tour Reviews, ToursWindmill Island Gardens Day Tour from Chicago – Kids Save 50% / June 29, 2026 4.5ChicagoWindmill Island Gardens Day Tour from Chicago – Kids Save 50%10 to 11 hours (approx.)$99.00
Chicago, Tour Reviews, Tours, Walking ToursRetro River North Walking Tour / June 30, 2026 5.0ChicagoRetro River North Walking Tour$0.00
Architecture Walking Tours, Chicago, Guided, Tour Reviews, Tours, Walking ToursChicago: Icons Guided Architecture Walking Tour / June 28, 2026 4.4ChicagoChicago: Icons Guided Architecture Walking Tour1.5 hours$35
Chicago, Cruises & Boat Tours, Lake Michigan Cruises, Tour Reviews, ToursChicago: Lake and River Tour on a RIB Boat / June 30, 2026 5.0ChicagoChicago: Lake and River Tour on a RIB Boat2 hours$85
