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
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
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
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
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
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
Tour Reviews, Tours, Walking ToursRetro River North Walking Tour / August 7, 2026 ★ 5.0Retro River North Walking TourFrom $04 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
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
Architecture Tours, Private, Tour Reviews, Tours, Walking ToursPrivate Chicago Architecture Walking Tour / August 6, 2026 ★ 5.0Private Chicago Architecture Walking TourFrom $2116 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
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
Architecture Tours, Tour Reviews, Tours, Walking ToursChicago: Elevated Architecture Walking Tour / August 6, 2026 ★ 4.4Elevated Architecture Walking TourFrom $355 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
Gangster & Mob Tours, Tour Reviews, Tours, Walking ToursChicago: Mobsters and Movies Walking Tour / August 5, 2026 ★ 4.9Mobsters and Movies Walking TourFrom $357 reviews
Tour Reviews, Tours, Walking ToursChicago: Magnificent Mile Walking Tour / August 5, 2026 ★ 4.5Magnificent Mile Walking TourFrom $357 reviews
Food, Food & Drink, Tour Reviews, Tours, Walking ToursChicago: Food and Culture Walking Tour / August 5, 2026 ★ 3.4Food and Culture Walking TourFrom $397 reviews
Ghost Tours, Historical Tours, Tour Reviews, Tours, Walking ToursChicago: Ghosts & Haunted History Walking Tour / August 5, 2026 Ghosts & Haunted History Walking TourFrom $397 reviews
Tour Reviews, Tours, Walking ToursWalking Tour: Pilsen Chicago – Creativity & Community / August 5, 2026 ★ 5.0Walking Tour: Pilsen Chicago – Creativity & Community7 reviews
Audio Tours, Guided, Historical Tours, Self-Guided Tours, Tour Reviews, Walking ToursChicago’s Gold Coast Hidden History: A Self-Guided Audio Walk / August 5, 2026 ★ 4.5Chicago’s Gold Coast Hidden History: A Self-Guided Audio WalkFrom $77 reviews
Guided, Pizza Tours, Tour Reviews, Tours, Walking ToursChicago: Downtown Pizza Guided Walking Tour with Tastings / August 4, 2026 ★ 5.0Downtown Pizza Guided Walking Tour with TastingsFrom $739 reviews
Tour Reviews, Tours, Walking ToursThe Deep Pockets Of Graceland Cemetery Walking Tour / August 4, 2026 ★ 5.0The Deep Pockets Of Graceland Cemetery Walking TourFrom $459 reviews
Architecture Tours, Tour Reviews, Tours, Walking ToursChicago Walking Tour: See Inside Art Deco Masterpieces / August 4, 2026 ★ 4.9Chicago Walking Tour: See Inside Art Deco MasterpiecesFrom $358 reviews
Drinking Tours, Historical Tours, Tour Reviews, Tours, Walking ToursWalking Tour: Historic Chicago Pubs in River North and the Loop / August 4, 2026 ★ 5.0Walking Tour: Historic Chicago Pubs in River North and the LoopFrom $659 reviews
Cruises & Boat Tours, Tour Reviews, Tours, Walking Tours, Willis Tower Skydeck TicketsChicago Highlights Walking Tour with Skydeck & Cruise / August 4, 2026 ★ 4.2Chicago Highlights Walking Tour with Skydeck & CruiseFrom $1898 reviews
Architecture Tours, Historical Tours, Tour Reviews, Tours, Walking ToursSmall Group History And Architecture Walking Tour of Chicago / August 4, 2026 ★ 4.5Small Group History And Architecture Walking Tour of ChicagoFrom $648 reviews
Gangster & Mob Tours, Guided, Scavenger Hunts, Self-Guided Tours, Tour Reviews, Walking ToursChicago Gangsters: Self-Guided Crime Story Puzzle Walk / August 4, 2026 ★ 2.5Chicago Gangsters: Self-Guided Crime Story Puzzle Walk3 reviews
2-Hour Experiences, Millennium Park Tours, Tour Reviews, Tours, Walking ToursChicago: Downtown Loop & Millennium Park 2 Hour Walking Tour / August 4, 2026 ★ 5.0Downtown Loop & Millennium Park 2 Hour Walking TourFrom $495 reviews
Guided, Millennium Park Tours, Self-Guided Tours, Tour Reviews, Tours, Walking ToursChicago Millennium Park Self-Guided Walking Tour / August 4, 2026 ★ 4.5Chicago Millennium Park Self-Guided Walking TourFrom $145 reviews
Architecture Tours, Historical Tours, Tour Reviews, Tours, Walking ToursChicago History and Architecture Walking Tour / August 4, 2026 ★ 4.6Chicago History and Architecture Walking TourFrom $4913 reviews
Breweries, Drinking Tours, Tour Reviews, Tours, Walking ToursOktoberfest Walking Brewery Tour in Logan Square / August 4, 2026 ★ 5.0Oktoberfest Walking Brewery Tour in Logan SquareFrom $2510 reviews
Food, Food & Drink, Tour Reviews, Tours, Walking ToursChicago: River North Walking Food Tour / August 4, 2026 ★ 4.7River North Walking Food TourFrom $9911 reviews
Ghost Tours, Historical Tours, Tour Reviews, Tours, Walking ToursChicago Ghosts & Haunted History Walking Tour / August 4, 2026 ★ 5.0Chicago Ghosts & Haunted History Walking TourFrom $4911 reviews
