Chicago, Cruises & Boat Tours, Lake Michigan Cruises, Private, Sailing, Tour ReviewsPrivate Sailing on Beautiful Lake Michigan – Navy Pier, Chicago / June 5, 2026 5.0ChicagoPrivate Sailing on Beautiful Lake Michigan – Navy Pier, Chicago2 hours (approx.)$566.82
Chicago, Evening Experiences, Guided, Hop-On Hop-Off & Bus Tours, Tour Reviews, ToursChicago: Sunset Tour by Open-top Bus with Live Guide / June 5, 2026 4.3ChicagoChicago: Sunset Tour by Open-top Bus with Live Guide$50
Chicago, Food, Food & Culinary Tours, Food & Drink, Tour Reviews, ToursChicago: Secret Food Tour / June 5, 2026 4.8ChicagoChicago: Secret Food Tour$94
Chicago, Show, Tour Reviews, ToursChicago Fire TV Show Set Tour / June 5, 2026 5.0ChicagoChicago Fire TV Show Set Tour2 hours (approx.)$315.00
Chicago, Food, Food & Culinary Tours, Food & Drink, Hiking & Trekking, Tour Reviews, Tours, Walking ToursChicago-Style Holiday Hike: Festive Food and Walking Tour / June 5, 2026 5.0ChicagoChicago-Style Holiday Hike: Festive Food and Walking Tour$84.99
Chicago, Historical Tours, Tour Reviews, Tours, Walking ToursChicago Walking Tour: Historic Skyscrapers / June 5, 2026 5.0ChicagoChicago Walking Tour: Historic Skyscrapers$35.00
Chicago, Tour ReviewsChicago Lincoln Park Indoor Skydiving with Two Flights / June 5, 2026 4.5ChicagoChicago Lincoln Park Indoor Skydiving with Two Flights1 hour 15 minutes (approx.)$136.25
Chicago, Chicago River Architecture Cruises, City Tours, Sightseeing & City Tours, Tickets, Tour Reviews, Tours, Train ExperiencesChicago City Tour: Elevated Architecture Tour with Train Ticket Included / June 5, 2026 5.0ChicagoChicago City Tour: Elevated Architecture Tour with Train Ticket Included$41.00
Architecture Walking Tours, Chicago, Tour Reviews, Tours, Walking ToursChicago Architecture Walking Tour: What’s New / June 5, 2026 5.0ChicagoChicago Architecture Walking Tour: What’s New$35.00
Chicago, Food, Food & Culinary Tours, Food & Drink, Private, Tour Reviews, ToursPrivate Chicago Food Tour with Deep Dish and Beef Sandwich / June 6, 2026 5.0ChicagoPrivate Chicago Food Tour with Deep Dish and Beef Sandwich3 hours (approx.)$224.99
Chicago, Tickets, Tour ReviewsChicago: Chicago Bulls Basketball Game Ticket / June 6, 2026 4.5ChicagoChicago: Chicago Bulls Basketball Game Ticket2.5 hours$47
Chicago, City Tours, Cruises & Boat Tours, Dinner & Cocktail Cruises, Tour ReviewsCity Cruises Chicago: Premier Plus Brunch Cruise on Chicago River / June 6, 2026 4.5ChicagoCity Cruises Chicago: Premier Plus Brunch Cruise on Chicago River2 hours (approx.)$84.74
Breweries, Chicago, Drinking Tours, Food & Culinary Tours, Tour Reviews, ToursChicago: Craft Brewery Tour by Barrel Bus / June 6, 2026 5.0ChicagoChicago: Craft Brewery Tour by Barrel Bus4 hours$99
Chicago, Museum & Attraction Tickets, Museums, Tickets, Tour ReviewsVolo Auto Museum: Admission Ticket / June 6, 2026 4.5ChicagoVolo Auto Museum: Admission Ticket1 to 5 hours (approx.)$24.10
Airport Transfers, Chicago, Private, Private Drivers, Tour ReviewsPrivate Transfer Chicago Airport MDW to Chicago Downtown / June 6, 2026 3.5ChicagoPrivate Transfer Chicago Airport MDW to Chicago Downtown30 minutes to 1 hour (approx.)$50.00
Chicago, Tour Reviews, Tours, Walking ToursChicago Loop Walking Tour / June 6, 2026 5.0ChicagoChicago Loop Walking Tour2 hours (approx.)$60.00
Architecture Walking Tours, Chicago, Tour Reviews, Tours, Walking ToursChicago Walking Tour: Art Deco Skyscrapers Riverfront / June 6, 2026 5.0ChicagoChicago Walking Tour: Art Deco Skyscrapers Riverfront$35.00
Chicago, Food, Food & Culinary Tours, Food & Drink, Private, Sightseeing & City Tours, Tour Reviews, Tours, Walking ToursChicago in a Day: Food and Architecture Private Walking Tour / June 6, 2026 5.0ChicagoChicago in a Day: Food and Architecture Private Walking Tour$272.50
Chicago, Segway Tours, Tour Reviews, ToursChicago Insider Segway Tour / June 6, 2026 5.0ChicagoChicago Insider Segway Tour2 hours 20 minutes (approx.)$72.00
Chicago, Historical Tours, Museum & Attraction Tickets, Museums, Tickets, Tour ReviewsField Museum of Natural History Early Access Ticket / June 7, 2026 4.5ChicagoField Museum of Natural History Early Access Ticket2 to 4 hours (approx.)$73.00
Chicago, Lake Michigan Cruises, Tickets, Tour ReviewsChicago’s Navy Pier Centennial Wheel Ticket / June 7, 2026 4.0ChicagoChicago’s Navy Pier Centennial Wheel Ticket$24.20
Chicago, Tour Reviews, ToursSmall-Group Tour of Chicago Neighborhoods: North and South Side / June 7, 2026 4.5ChicagoSmall-Group Tour of Chicago Neighborhoods: North and South Side4 hours 30 minutes (approx.)
Chicago, Tour Reviews, Tours, Walking ToursChicago Walking Tour: Modern Architecture / June 7, 2026 5.0ChicagoChicago Walking Tour: Modern Architecture$35.00
Art Institute of Chicago Tours, Chicago, Guided, Skip the Line, Tour Reviews, ToursChicago: Art Institute Skip-the-Line Tour with Guide / June 7, 2026 5.0ChicagoChicago: Art Institute Skip-the-Line Tour with Guide2.5 hours$90
Bike Rentals, Bike Tours, Chicago, Cycling Tours, Full-Day, Rental Bikes, Scooter Rentals, Tour ReviewsChicago Full Day Bike Rental / June 7, 2026 5.0ChicagoChicago Full Day Bike Rental1 day (approx.)$29.99
Bike Tours, Chicago, City Tours, Cycling Tours, Tour Reviews, ToursChicago: Ultimate City Attractions Bike Tour / June 7, 2026 4.9ChicagoChicago: Ultimate City Attractions Bike Tour3 hours$59
Chicago, Food & Culinary Tours, Tour Reviews, Tours, Walking ToursDelicious Donuts & Sweet Treats: West Loop Walking Tour / June 7, 2026 5.0ChicagoDelicious Donuts & Sweet Treats: West Loop Walking Tour1 hour 30 minutes to 2 hours (approx.)$70.00
Airport Transfers, Chicago, City Tours, Private, Private Drivers, Tour ReviewsChicago: ORD Airport Private Transfer to Chicago City|Hotels / June 7, 2026 4.2ChicagoChicago: ORD Airport Private Transfer to Chicago City|Hotels$40
Chicago, Cruises & Boat Tours, Evening Experiences, Gangster & Crime Tours, Ghost & Haunted Tours, Historical Tours, Tour ReviewsChicago: Historic Gangsters & Ghosts Night Cruise / June 7, 2026 3.9ChicagoChicago: Historic Gangsters & Ghosts Night Cruise$45
Chicago, Chicago River Architecture Cruises, Cruises & Boat Tours, Historical Tours, Sailing, Tour Reviews, ToursChicago River Architecture Tour Aboard a Historic Yacht / June 8, 2026 5.0ChicagoChicago River Architecture Tour Aboard a Historic Yacht$49
Chicago, City Tours, Cruises & Boat Tours, Dining Experiences, Dinner & Cocktail Cruises, Dinner Experiences, Lake Michigan Cruises, Tour ReviewsCity Cruises Chicago: Lake Michigan Fireworks Dinner Cruise / June 8, 2026 3.8ChicagoCity Cruises Chicago: Lake Michigan Fireworks Dinner Cruise$135
Chicago, City Tours, Ghost & Haunted Tours, Tour Reviews, Tours, Walking ToursChicago: Ghosts & Hauntings of the Windy City Walking Tour / June 8, 2026 4.4ChicagoChicago: Ghosts & Hauntings of the Windy City Walking Tour$27
Chicago, Tour Reviews, Tours, Walking ToursWorkers Cottages of Oldtown Triangle Walking Tour / June 8, 2026 5.0ChicagoWorkers Cottages of Oldtown Triangle Walking Tour$45.00
Chicago, Christmas, Tour ReviewsThe Christmas Tree Crawl Experience Chicago at the Holidays / June 8, 2026 5.0ChicagoThe Christmas Tree Crawl Experience Chicago at the Holidays2 hours (approx.)$35.00
Chicago, Tour Reviews, Tours, Walking ToursChicago Walking Tour: Tiffany Treasures / June 8, 2026 4.5ChicagoChicago Walking Tour: Tiffany Treasures$35.00
Chicago, Dining Experiences, Dinner Experiences, Skydeck & Observation Decks, Tour Reviews, VIPSkydeck Chicago: Pie in the Sky VIP Dinner at Willis Tower / June 8, 2026 3.5ChicagoSkydeck Chicago: Pie in the Sky VIP Dinner at Willis Tower2 hours (approx.)$154.00
Chicago, Historical Tours, Tour Reviews, Tours, Walking ToursHistoric Homes and Cottages of Wicker Park Walking Tour / June 8, 2026 5.0ChicagoHistoric Homes and Cottages of Wicker Park Walking Tour1 hour 30 minutes (approx.)$45.00
Chicago, Sightseeing & City Tours, Tour Reviews, WorkshopsChicago Perfume Making Classes on Magnificent Mile / June 8, 2026 5.0ChicagoChicago Perfume Making Classes on Magnificent Mile1 hour 15 minutes (approx.)$85.00
Chicago, Show, Tour Reviews, ToursChicago Fire TV Show Set Tour / June 9, 2026 4.9ChicagoChicago Fire TV Show Set Tour2 hours$315
