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
Private, Private Drivers, Tour ReviewsMeet and Greet Private SUV Transfer from MDW to Downtown Chicago / August 9, 2026 ★ 5.0Meet and Greet Private SUV Transfer from MDW to Downtown ChicagoFrom $3002 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
Tour Reviews, VIPLuxury Sedan O’Hare/Midway Airport (Curbside) <-> Chicago Ony Way / August 9, 2026 ★ 3.0Luxury Sedan O’Hare/Midway Airport (Curbside) <-> Chicago Ony WayFrom $1332 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
Tour ReviewsChicago: Same-Day Luggage Delivery & Storage To/From Airport / August 9, 2026 ★ 5.0Same-Day Luggage Delivery & Storage To/From AirportFrom $452 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
Private Drivers, Tour Reviews, VIPChicago 4-Hour Sightseeing Transfer by Luxury SUV / August 9, 2026 ★ 4.5Chicago 4-Hour Sightseeing Transfer by Luxury SUVFrom $3603 reviews
Private, Private Drivers, Tour ReviewsPrivate SUV Transfer from Chicago Downtown to Midway airport / August 9, 2026 ★ 5.0Private SUV Transfer from Chicago Downtown to Midway airportFrom $2403 reviews
Airport Transfers, Private Drivers, Tour ReviewsAirport transfer between Chicago O’Hare and Milwaukee / August 9, 2026 ★ 4.7Airport transfer between Chicago O’Hare and MilwaukeeFrom $383 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
Tour ReviewsO’Hare or Midway Airport Curbside Transport One Way / August 9, 2026 ★ 5.0O’Hare or Midway Airport Curbside Transport One WayFrom $1753 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
Farms, Tour ReviewsExplore Chicago’s Indoor Mushroom Farm Experience / August 8, 2026 ★ 4.5Explore Chicago’s Indoor Mushroom Farm ExperienceFrom $203 reviews
Cruises & Boat Tours, Dining Experiences, Dinner Cruises, Dinner Experiences, Lake Michigan Cruises, Tour ReviewsMother’s Day Signature Dinner Cruise on Lake Michigan / August 8, 2026 ★ 3.5Mother’s Day Signature Dinner Cruise on Lake MichiganFrom $493 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
Sports Game Tickets, Tickets, Tour ReviewsChicago White Sox Baseball Game Ticket at Guaranteed Rate Field / August 8, 2026 ★ 4.5Chicago White Sox Baseball Game Ticket at Guaranteed Rate FieldFrom $223 reviews
City Tours, Private, Tour Reviews, ToursPrivate Holiday City Tour / August 8, 2026 ★ 5.0Private Holiday City TourFrom $4993 reviews
Photography Sessions, Private, Tour ReviewsPrivate Vacation Photoshoot with Photographer in Chicago / August 8, 2026 ★ 3.5Private Vacation Photoshoot with Photographer in ChicagoFrom $1543 reviews
Private, Private Drivers, Tour ReviewsPrivate Transfer from Chicago Airport (ORD) / August 8, 2026 ★ 3.5Private Transfer from Chicago Airport (ORD)From $763 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
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
Tour ReviewsHarry Potter Shop Chicago: Confectionary Collection / August 8, 2026 ★ 4.5Harry Potter Shop Chicago: Confectionary CollectionFrom $393 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, Cruises & Boat Tours, Lake Michigan Cruises, Tour ReviewsCity Cruises Chicago: Signature Brunch Cruise on Lake Michigan / August 8, 2026 ★ 4.5City Cruises Chicago: Signature Brunch Cruise on Lake MichiganFrom $1013 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
Half-Day, Observation Decks, Private, Tour Reviews, ToursWelcome to Chicago: Private Half-Day Tour with 360 Observation Deck / August 8, 2026 ★ 5.0Welcome to Chicago: Private Half-Day Tour with 360 Observation DeckFrom $2403 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
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
Tour ReviewsTravel between Chicago O’Hare and Madison / August 7, 2026 ★ 4.5Travel between Chicago O’Hare and MadisonFrom $384 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
Airport Transfers, Private, Private Drivers, Tour ReviewsOne-Way Private Airport Transfer by Sedan / August 7, 2026 ★ 4.0One-Way Private Airport Transfer by Sedan4 reviews
Airport Transfers, Private Drivers, Tour Reviews, VIPMidway Airport Transfer to Chicago by Luxury SUV – Curbside / August 7, 2026 ★ 5.0Midway Airport Transfer to Chicago by Luxury SUV – CurbsideFrom $1554 reviews
Photography Sessions, Tour Reviews, ToursExpress Chicago Photo Tour of Landmarks / August 7, 2026 ★ 5.0Express Chicago Photo Tour of LandmarksFrom $994 reviews
Pasta, Tour Reviews, WorkshopsArtisan Italian Pasta Class in Chicago (Includes 3-Course Meal) / August 7, 2026 ★ 5.0Artisan Italian Pasta Class in Chicago (Includes 3-Course Meal)From $1254 reviews
City Tours, Tour Reviews, Tours, VIPLuxury Minibus Chicago City Tour / August 7, 2026 ★ 5.0Luxury Minibus Chicago City TourFrom $654 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
Breweries, Drinking Tours, Tour ReviewsChicago Local Brewery Expedition with Homemade Guacamole / August 7, 2026 ★ 5.0Chicago Local Brewery Expedition with Homemade GuacamoleFrom $634 reviews
Tour Reviews, Tours, Walking ToursRetro River North Walking Tour / August 7, 2026 ★ 5.0Retro River North Walking TourFrom $04 reviews
