Private, Tour Reviews, ToursPersonalized Private Chicago Tour for 1-3 People / August 13, 2026 ★ 5.0Personalized Private Chicago Tour for 1-3 PeopleFrom $3951 reviews
Cruises & Boat Tours, Lake Michigan Cruises, Tour Reviews, ToursChicago: Lake Michigan Sightseeing Boat Tour / August 12, 2026 ★ 5.0Lake Michigan Sightseeing Boat TourFrom $611 reviews
Tour Reviews, Tours, VIPLuxury SUV 4 Hour Sightseeing Tour / August 12, 2026 ★ 4.0Luxury SUV 4 Hour Sightseeing TourFrom $3501 reviews
Guided, Tour Reviews, Tours, Walking ToursChicago: Graceland Cemetery Guided Walking Tour / August 12, 2026 ★ 5.0Graceland Cemetery Guided Walking TourFrom $401 reviews
3-Hour Experiences, Architecture Tours, Tour Reviews, Tours3 Hours Chicago Architecture Tour – Skyscrapers and Photo Ops / August 12, 2026 ★ 5.03 Hours Chicago Architecture Tour – Skyscrapers and Photo OpsFrom $1351 reviews
Scavenger Hunts, Tour Reviews, Tours, Walking ToursMagnificent Mile Scavenger Hunt: Chicago Walking Tour and Game / August 12, 2026 ★ 5.0Magnificent Mile Scavenger Hunt: Chicago Walking Tour and GameFrom $241 reviews
Gangster & Mob Tours, Ghost Tours, Tour Reviews, ToursChicago Mobsters Gangsters Ghosts and Prohibition Tour / August 11, 2026 Chicago Mobsters Gangsters Ghosts and Prohibition TourFrom $281 reviews
Tour Reviews, ToursChicago Scenic Driving Tour / August 11, 2026 ★ 5.0Chicago Scenic Driving TourFrom $3151 reviews
Guided, Private, Tour Reviews, Tours, Walking ToursChicago Loop Private Walking Tour with a Guide / August 11, 2026 ★ 1.0Chicago Loop Private Walking Tour with a GuideFrom $1321 reviews
Show, Tour Reviews, ToursShameless TV Show Location Tour / August 11, 2026 ★ 5.0Shameless TV Show Location TourFrom $3151 reviews
Cycling Tours, Drinking Tours, Food & Drink, Pizza Tours, Tour Reviews, ToursFun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer / August 11, 2026 ★ 5.0Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and BeerFrom $1791 reviews
Private, Tour Reviews, ToursChicago Private Instagram Car Tour (Private & All-Inclusive) / August 11, 2026 ★ 5.0Chicago Private Instagram Car Tour (Private & All-Inclusive)From $7501 reviews
Tour Reviews, Tours, Walking ToursLatino Culinary Walking Tour of Chicago / August 11, 2026 Latino Culinary Walking Tour of ChicagoFrom $452 reviews
Food, Food & Drink, Tour Reviews, ToursTaste of Chicago’s Chinatown Food Tours / August 11, 2026 ★ 5.0Taste of Chicago’s Chinatown Food ToursFrom $852 reviews
City Tours, Tour Reviews, Tours4-Hour Chicago City Tour by SUV / August 10, 2026 ★ 5.04-Hour Chicago City Tour by SUVFrom $8002 reviews
Private, Tour Reviews, Tours, Walking ToursPrivate Wicker Park and Bucktown Walking Tour / August 10, 2026 ★ 5.0Private Wicker Park and Bucktown Walking TourFrom $1952 reviews
Tour Reviews, ToursWalkin’ with Colin: Chicago Tour du Jour / August 10, 2026 ★ 5.0Walkin’ with Colin: Chicago Tour du JourFrom $442 reviews
City Tours, Tour Reviews, ToursChicago 6-Hour City Tour by Sedan / August 10, 2026 ★ 5.0Chicago 6-Hour City Tour by SedanFrom $9602 reviews
Markets, Shopping Tours, Street Art, Tour Reviews, ToursOffbeat Fulton Market Graffiti and Murals Street Art Tour / August 10, 2026 ★ 3.0Offbeat Fulton Market Graffiti and Murals Street Art TourFrom $402 reviews
Audio Tours, Guided, Scavenger Hunts, Self-Guided Tours, Tour Reviews, ToursChicago Scavenger Hunt and Highlights Self Guided Audio Tour / August 10, 2026 ★ 5.0Chicago Scavenger Hunt and Highlights Self Guided Audio TourFrom $82 reviews
Drinking Tours, Nightlife, Tour Reviews, Tours, Walking ToursChicago Hidden Gem: Mid-Century Cocktail Bars Walking Tour / August 10, 2026 ★ 5.0Chicago Hidden Gem: Mid-Century Cocktail Bars Walking TourFrom $512 reviews
Cycling Tours, E-Bikes, Museums, Tour Reviews, ToursChicago: Lakefront, Parks, and Museums E-Bike Tour / August 10, 2026 ★ 5.0Lakefront, Parks, and Museums E-Bike TourFrom $722 reviews
Museums, Private, Tour Reviews, Tours, Walking Tours, ZoosLincoln Park Nature Museum & Zoo Private Walking Tour / August 10, 2026 ★ 5.0Lincoln Park Nature Museum & Zoo Private Walking TourFrom $2502 reviews
City Tours, Private, Tour Reviews, ToursPrivate City Tour 6-10ppl / August 9, 2026 ★ 5.0Private City Tour 6-10pplFrom $7702 reviews
Drinking Tours, Nightlife, Tour Reviews, Tours, Walking ToursNOT OPERATING Walking tour to Chicago dive bars / August 9, 2026 ★ 5.0NOT OPERATING Walking tour to Chicago dive barsFrom $452 reviews
Canoes & Kayaks, Cycling Tours, Food, Food & Drink, Full-Day, Tour Reviews, Tours, Walking ToursChicago Full-Day Walking Food Tour with Free Bike or Kayak Rental / August 9, 2026 ★ 5.0Chicago Full-Day Walking Food Tour with Free Bike or Kayak RentalFrom $992 reviews
Private, Tour Reviews, Tours, Walking ToursBest of Chicago: Private Walking Tour with a Local / August 9, 2026 ★ 5.0Best of Chicago: Private Walking Tour with a LocalFrom $482 reviews
Private, Tour Reviews, Tours, Walking Tours️ Chicago Instagram Walking Tour (Private & All- Inclusive) / August 9, 2026 ★ 5.0️ Chicago Instagram Walking Tour (Private & All- Inclusive)From $2362 reviews
City Tours, Guided, Tour Reviews, Tours, Walking ToursChicago: Art of a City, Downtown Chicago Guided Walking Tour / August 9, 2026 ★ 5.0Art of a City, Downtown Chicago Guided Walking TourFrom $512 reviews
Architecture Tours, Gangster & Mob Tours, Tour Reviews, Tours, Walking ToursChicago: Roaring ’20s, Art Deco, and Gangsters Walking Tour / August 9, 2026 Roaring ’20s, Art Deco, and Gangsters Walking TourFrom $352 reviews
360 Chicago Observation Deck, Tour Reviews, ToursChicago: Magnificent Mile Tour With Optional 360 Chicago / August 9, 2026 ★ 5.0Magnificent Mile Tour With Optional 360 ChicagoFrom $393 reviews
Architecture Tours, Tour Reviews, Tours, Walking ToursChicago: Architecture and Engineering Marvels Walking Tour / August 9, 2026 Architecture and Engineering Marvels Walking TourFrom $303 reviews
Guided, Private, Tour Reviews, Tours, Walking ToursChicago Highlights Private Walking Tour With A Guide / August 8, 2026 ★ 3.9Chicago Highlights Private Walking Tour With A GuideFrom $1293 reviews
2-Hour Experiences, Photography Sessions, Tour Reviews, Tours2 Hour Magnificent Chicago Tour with Photos and Popcorn / August 8, 2026 ★ 2.52 Hour Magnificent Chicago Tour with Photos and PopcornFrom $353 reviews
City Tours, Private, Tour Reviews, ToursPrivate Holiday City Tour / August 8, 2026 ★ 5.0Private Holiday City TourFrom $4993 reviews
Ghost Tours, Guided, Self-Guided Tours, Tour Reviews, Tours, Walking ToursChicago Haunted Ghost Tour GPS Self-Guided Walking Tour / August 8, 2026 ★ 4.5Chicago Haunted Ghost Tour GPS Self-Guided Walking TourFrom $93 reviews
Architecture Tours, Canoes & Kayaks, Guided, Historical Tours, Tour Reviews, ToursChicago: History and Architecture Guided Kayak Tour / August 8, 2026 ★ 5.0History and Architecture Guided Kayak TourFrom $643 reviews
Self-Guided Tours, Tour Reviews, Tours, Walking ToursMichigan Avenue Rendezvous Walking Tour with Smartphone App / August 8, 2026 ★ 3.2Michigan Avenue Rendezvous Walking Tour with Smartphone AppFrom $173 reviews
City Tours, Tour Reviews, Tours, VIPChicago’s Luxury Minibus City Sightseeing Tour / August 8, 2026 Chicago’s Luxury Minibus City Sightseeing TourFrom $1013 reviews
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
City Tours, Guided, Self-Guided Tours, Tour Reviews, ToursSelf-Guided Chicago Loop Tour Explore the City at Your Own Pace / August 8, 2026 ★ 5.0Self-Guided Chicago Loop Tour Explore the City at Your Own PaceFrom $93 reviews
