Canoes & Kayaks, Cycling Tours, Food, Food & Drink, Tour Reviews, Tours, Walking ToursChicago in a Day: Food & Walk Tour+Free Bike or Kayak Rental / August 8, 2026 ★ 4.2Chicago in a Day: Food & Walk Tour+Free Bike or Kayak RentalFrom $993 reviews
Historical Tours, Tour Reviews, ToursBlack Heritage Tour / August 8, 2026 ★ 5.0Black Heritage TourFrom $1253 reviews
Guided, Private, Tour Reviews, Tours, Walking ToursPrivate Downtown Chicago TV and Movie Sites Guided Walking Tour / August 8, 2026 ★ 4.5Private Downtown Chicago TV and Movie Sites Guided Walking TourFrom $1323 reviews
Architecture Tours, Guided, Tour Reviews, Tours, Walking ToursChicago: Icons Guided Architecture Walking Tour / August 7, 2026 ★ 4.4Icons Guided Architecture Walking TourFrom $354 reviews
Photography Sessions, Tour Reviews, ToursExpress Chicago Photo Tour of Landmarks / August 7, 2026 ★ 5.0Express Chicago Photo Tour of LandmarksFrom $994 reviews
2-Hour Experiences, Cycling Tours, E-Bikes, Tour Reviews, Tours2 Hour Chicago Landmarks & Lakefront E-Bike Tour / August 7, 2026 ★ 5.02 Hour Chicago Landmarks & Lakefront E-Bike TourFrom $724 reviews
City Tours, Tour Reviews, Tours, VIPLuxury Minibus Chicago City Tour / August 7, 2026 ★ 5.0Luxury Minibus Chicago City TourFrom $654 reviews
Tour Reviews, Tours, Walking ToursRetro River North Walking Tour / August 7, 2026 ★ 5.0Retro River North Walking TourFrom $04 reviews
City Tours, Full-Day, Millennium Park Tours, Tour Reviews, ToursChicago, Cloud Gate, Grant Park Full-Day City Tour / August 7, 2026 ★ 4.0Chicago, Cloud Gate, Grant Park Full-Day City TourFrom $1874 reviews
2-Hour Experiences, Private, Tour Reviews, Tours2 Hour Private Chicago Soul House Tour / August 7, 2026 ★ 4.02 Hour Private Chicago Soul House Tour4 reviews
City Tours, Tour Reviews, ToursDevil in the White City Chicago Bus Tour / August 7, 2026 Devil in the White City Chicago Bus TourFrom $504 reviews
Guided, Historical Tours, Tour Reviews, ToursBYOB Chicago River Guided History Tour / August 7, 2026 ★ 5.0BYOB Chicago River Guided History TourFrom $654 reviews
Audio Tours, Self-Guided Tours, Tour Reviews, ToursChicago’s Storied Neighborhood: An Audio Tour / August 6, 2026 ★ 3.0Chicago’s Storied Neighborhood: An Audio Tour4 reviews
2-Hour Experiences, Historical Tours, Tour Reviews, Tours2-Hour Chicago’s Chinatown History and Culture Tour / August 6, 2026 ★ 3.52-Hour Chicago’s Chinatown History and Culture TourFrom $304 reviews
Food, Food & Drink, Millennium Park Tours, Tour Reviews, ToursChicago Food Tour with The Magnificent Mile and Millennium Park / August 6, 2026 ★ 3.0Chicago Food Tour with The Magnificent Mile and Millennium Park4 reviews
Tour Reviews, ToursWindmill Island Gardens Day Tour from Chicago – Kids Save 50% / August 6, 2026 ★ 4.5Windmill Island Gardens Day Tour from Chicago – Kids Save 50%From $994 reviews
Cruises & Boat Tours, Lake Michigan Cruises, Tour Reviews, ToursChicago: Lake and River Tour on a RIB Boat / August 6, 2026 ★ 5.0Lake and River Tour on a RIB BoatFrom $854 reviews
Millennium Park Tours, Tour Reviews, ToursChicago Foods Tour with The Loop, Skyline, Millennium Park / August 6, 2026 ★ 5.0Chicago Foods Tour with The Loop, Skyline, Millennium ParkFrom $1454 reviews
Guided, Private, Tour Reviews, ToursPrivate Chicago Guided Tour with Hotel Pickup / August 6, 2026 ★ 5.0Private Chicago Guided Tour with Hotel PickupFrom $8445 reviews
City Tours, Cruises & Boat Tours, Tour Reviews, ToursChicago City Boat Tours / August 6, 2026 ★ 4.0Chicago City Boat ToursFrom $2995 reviews
Tour Reviews, Tours, Walking ToursChicago Seasonal Stroll Walking Tour of Holiday Attractions / August 6, 2026 ★ 5.0Chicago Seasonal Stroll Walking Tour of Holiday AttractionsFrom $445 reviews
Architecture Tours, Private, Tour Reviews, ToursPrivate Chicago Architecture Tour / August 6, 2026 ★ 5.0Private Chicago Architecture TourFrom $5395 reviews
Dessert Tours, Tour Reviews, ToursChicago Chocolate Tour / August 6, 2026 ★ 3.5Chicago Chocolate TourFrom $85 reviews
Tour Reviews, Tours, Walking ToursChicago’s Midway, Movies, and the 1893 World’s Fair Walking Tour / August 6, 2026 ★ 5.0Chicago’s Midway, Movies, and the 1893 World’s Fair Walking TourFrom $495 reviews
Canoes & Kayaks, Cycling Tours, Tour Reviews, Tours, Walking ToursChicago Walking Tour of Highlights with Free Bike or Kayak Rental / August 6, 2026 ★ 5.0Chicago Walking Tour of Highlights with Free Bike or Kayak RentalFrom $445 reviews
Canoes & Kayaks, Evening Experiences, Tour Reviews, ToursChicago: Sunset Kayak Tour on the Chicago River / August 6, 2026 ★ 4.2Sunset Kayak Tour on the Chicago RiverFrom $575 reviews
Ghost Tours, Guided, Tour Reviews, ToursChicago River Guided Ghost Tour / August 6, 2026 ★ 5.0Chicago River Guided Ghost TourFrom $656 reviews
Architecture Tours, Private, Tour Reviews, Tours, Walking ToursPrivate Chicago Architecture Walking Tour / August 6, 2026 ★ 5.0Private Chicago Architecture Walking TourFrom $2116 reviews
Guided, Self-Guided Tours, Tour Reviews, Tours, Walking ToursChicago Riverwalk Self-Guided Walking Tour / August 6, 2026 ★ 4.0Chicago Riverwalk Self-Guided Walking TourFrom $146 reviews
Tour Reviews, Tours, Walking ToursChicago: Tiffany Art Glass Works Walking Tour / August 6, 2026 ★ 5.0Tiffany Art Glass Works Walking TourFrom $356 reviews
Private, Tour Reviews, ToursPrivate Frida and Friends Tour in Pilsen / August 6, 2026 ★ 4.5Private Frida and Friends Tour in Pilsen6 reviews
Architecture Tours, Tour Reviews, Tours, Walking ToursChicago: Elevated Architecture Walking Tour / August 6, 2026 ★ 4.4Elevated Architecture Walking TourFrom $355 reviews
Ghost Tours, Guided, Tour Reviews, ToursChicago: Wind and Souls Adults Only Guided Ghost Tour / August 6, 2026 ★ 4.7Wind and Souls Adults Only Guided Ghost TourFrom $346 reviews
Canoes & Kayaks, Cycling Tours, Tour Reviews, Tours, Walking ToursChicago: Best of Attractions Walking Tour +Bike/Kayak Rental / August 6, 2026 ★ 5.0Best of Attractions Walking Tour +Bike/Kayak RentalFrom $445 reviews
Historical Tours, Tour Reviews, Tours, Walking ToursChicago Black History Highlights Walking Tour / August 6, 2026 ★ 4.0Chicago Black History Highlights Walking TourFrom $55 reviews
Architecture Tours, Guided, Tour Reviews, Tours, Walking ToursChicago’s Modern Skyscrapers Guided Walking Tour / August 6, 2026 ★ 5.0Chicago’s Modern Skyscrapers Guided Walking TourFrom $356 reviews
Gangster & Mob Tours, Ghost Tours, Segway Tours, Tour Reviews, ToursChicago: Gangsters, Ghosts, and Haunted Hotels Segway Tour / August 6, 2026 ★ 4.4Gangsters, Ghosts, and Haunted Hotels Segway TourFrom $775 reviews
Food, Private, Tour Reviews, ToursPrivate Chicago Foodie Tour / August 6, 2026 ★ 5.0Private Chicago Foodie TourFrom $2886 reviews
Cycling Tours, Food, Food & Drink, Tour Reviews, ToursChicago: Downtown Family Food Tour by Bike with Sightseeing / August 5, 2026 ★ 4.9Downtown Family Food Tour by Bike with SightseeingFrom $797 reviews
Architecture Tours, Private, Tour Reviews, ToursChicago: Private Architecture Tour – 3 or 6 Hours / August 5, 2026 ★ 4.0Private Architecture Tour – 3 or 6 HoursFrom $7806 reviews
3-Hour Experiences, Gangster & Mob Tours, Private, Tour Reviews, Tours, VIPChicago: 3-Hour Private Speakeasy Cocktail VIP Tour / August 5, 2026 ★ 5.03-Hour Private Speakeasy Cocktail VIP TourFrom $9507 reviews
Tour Reviews, Tours, Walking ToursWalking Tour: Pilsen Chicago – Creativity & Community / August 5, 2026 ★ 5.0Walking Tour: Pilsen Chicago – Creativity & Community7 reviews
