Chicago Tours, Cycling Tours, Tour Reviews, ToursBikes, Bites & Views: Chicago’s Signature Dishes Bike Tour-Adults / September 23, 2026 ★ 5.0Bikes, Bites & Views: Chicago’s Signature Dishes Bike Tour-AdultsFrom $89732 reviews
Architecture Tours, Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Tour ReviewsChicago Architectural River Cruise / September 18, 2026 ★ 4.5Chicago Architectural River CruiseFrom $50804 reviews
Architecture Tours, Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Tour Reviews, ToursChicago River Architecture Tour with Small Boat Upgrade Option / September 17, 2026 ★ 5.0Chicago River Architecture Tour with Small Boat Upgrade OptionFrom $49818 reviews
Chicago Tours, Food, Food & Drink, Tour Reviews, ToursChicago Loop District Food Tour with Deep Dish & Beef Sandwich / September 15, 2026 ★ 5.0Chicago Loop District Food Tour with Deep Dish & Beef SandwichFrom $84870 reviews
Audio Tours, Chicago Tours, Ghost & Haunted Tours, Guided, Museums, Self-Guided Tours, Tickets, Tour ReviewsMedieval Torture Museum Ticket with Audio Guide and Ghost Hunting / September 11, 2026 ★ 5.0Medieval Torture Museum Ticket with Audio Guide and Ghost HuntingFrom $35962 reviews
Architecture Tours, Chicago Tours, Food, Food & Drink, Historical Tours, Tour Reviews, Tours, Walking Tours, Walking Tours in ChicagoChicago in a Day: Food, History & Architecture Walking Tour / September 5, 2026 ★ 5.0Chicago in a Day: Food, History & Architecture Walking TourFrom $1001,153 reviews
Chicago Tours, Observation Decks, Tour Reviews360 CHICAGO Observation Deck Admission / September 3, 2026 ★ 4.0360 CHICAGO Observation Deck AdmissionFrom $291,206 reviews
Chicago Tours, City Tours, Tour Reviews, ToursDelicious Donuts & City Sights: Chicago’s Original Donut Tour / August 30, 2026 ★ 5.0Delicious Donuts & City Sights: Chicago’s Original Donut TourFrom $701,389 reviews
Architecture Tours, Chicago Tours, Tour Reviews, ToursOriginal Chicago Architecture Interiors Tour: Dazzling Interiors / August 28, 2026 ★ 5.0Original Chicago Architecture Interiors Tour: Dazzling InteriorsFrom $351,489 reviews
Chicago Tours, Historical Tours, Museums, Tickets, Tour Reviews, Tours, VIPChicago: Field Museum of Natural History Ticket or VIP Tour / August 10, 2026 ★ 4.7Field Museum of Natural History Ticket or VIP TourFrom $29717 reviews
Chicago Tours, Tour ReviewsFlyover in Chicago: An Immersive Flying Theatre Experience / August 10, 2026 ★ 4.8Flyover in Chicago: An Immersive Flying Theatre ExperienceFrom $38362 reviews
Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Tour ReviewsChicago: Shoreline Lake Michigan Skyline Cruise / August 10, 2026 ★ 4.6Shoreline Lake Michigan Skyline CruiseFrom $32758 reviews
Chicago Tours, City Tours, Tour ReviewsCity Cruises Chicago: Seadog Lakefront Speedboat Ride / August 10, 2026 ★ 4.4City Cruises Chicago: Seadog Lakefront Speedboat RideFrom $42642 reviews
Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Tour ReviewsChicago: Lake Michigan Skyline Cruise / August 10, 2026 ★ 4.6Lake Michigan Skyline CruiseFrom $33714 reviews
Chicago Tours, Tour ReviewsChicago: Explorer Pass Save up to 50% – includes SkyDeck / August 10, 2026 ★ 4.3Explorer Pass Save up to 50% – includes SkyDeckFrom $84384 reviews
Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Tour ReviewsChicago: Fireworks Cruise with Lake or River Viewing Options / August 10, 2026 ★ 4.3Fireworks Cruise with Lake or River Viewing OptionsFrom $32551 reviews
Chicago Tours, Hop-On Hop-Off Bus Tours, Tour Reviews, ToursChicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus / August 10, 2026 ★ 4.3Hop-on Hop-off Sightseeing Tour by Open-top BusFrom $451,349 reviews
Chicago Tours, City Tours, Tour ReviewsCity Cruises Chicago: Seadog Lakefront Speedboat Ride / August 10, 2026 ★ 4.5City Cruises Chicago: Seadog Lakefront Speedboat RideFrom $31570 reviews
Chicago Tours, Tour Reviews, ToursChicago: Mob and Crime Bus Tour / August 10, 2026 ★ 4.4Mob and Crime Bus TourFrom $49859 reviews
Architecture Tours, Chicago Tours, Tour Reviews, Tours, Walking Tours, Walking Tours in ChicagoChicago: Secret Interiors Architecture Walking Tour / August 10, 2026 ★ 4.9Secret Interiors Architecture Walking TourFrom $35498 reviews
Chicago Tours, Tour Reviews, ToursChicago: Mob and Crime Bus Tour / August 10, 2026 ★ 4.4Mob and Crime Bus TourFrom $49746 reviews
Chicago Tours, Tour ReviewsChicago Explorer Pass: 2 to 7 Attractions including SkyDeck / August 10, 2026 ★ 4.4Chicago Explorer Pass: 2 to 7 Attractions including SkyDeckFrom $79417 reviews
5-Day Experiences, Aquariums, Chicago Tours, Tour ReviewsChicago: 1-5 Day Attraction Pass with Shedd Aquarium / August 10, 2026 ★ 4.41-5 Day Attraction Pass with Shedd AquariumFrom $139372 reviews
Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Evening Experiences, Tour ReviewsChicago: 1.5-Hour Scenic Sunset Lake Cruise / August 10, 2026 ★ 4.71.5-Hour Scenic Sunset Lake CruiseFrom $45739 reviews
Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Evening Experiences, Tour ReviewsChicago: Narrated River and Lake Cruise by Night / August 10, 2026 ★ 4.6Narrated River and Lake Cruise by NightFrom $45561 reviews
Architecture Tours, Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Tour Reviews, ToursChicago: Architecture Boat Tour with Drinks / August 10, 2026 ★ 4.7Architecture Boat Tour with DrinksFrom $42466 reviews
Architecture Tours, Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Tour ReviewsChicago: Architecture Center Cruise on Chicago’s First Lady / August 10, 2026 ★ 4.7Architecture Center Cruise on Chicago’s First LadyFrom $57456 reviews
Boat Trips in Chicago, Chicago Tours, Cruises & Boat Tours, Evening Experiences, Tour ReviewsChicago by Night River and Lake Cruise / August 10, 2026 ★ 4.6Chicago by Night River and Lake CruiseFrom $45791 reviews
Chicago Tours, Tour ReviewsChicago CityPASS®: Save up to 49% at 5 Top Attractions / August 10, 2026 ★ 4.7Chicago CityPASS®: Save up to 49% at 5 Top AttractionsFrom $142662 reviews
Chicago Tours, Tour ReviewsChicago CityPASS®: Save up to 49% at 5 Top Attractions / August 10, 2026 ★ 4.7Chicago CityPASS®: Save up to 49% at 5 Top AttractionsFrom $142874 reviews
Chicago Tours, Tickets, Tour ReviewsChicago: Art Institute of Chicago Fast-Pass Ticket / August 10, 2026 ★ 4.8Art Institute of Chicago Fast-Pass TicketFrom $40819 reviews
Chicago Tours, Observation Decks, Tickets, Tour ReviewsChicago: 360 Chicago Observation Deck Sip and View Ticket / August 10, 2026 ★ 4.5360 Chicago Observation Deck Sip and View TicketFrom $44355 reviews
Aquariums, Chicago Tours, Tour ReviewsChicago: Attraction Pass with Shedd Aquarium-Save up to 50%* / August 10, 2026 ★ 4.5Attraction Pass with Shedd Aquarium-Save up to 50%*From $139363 reviews