All Outdoor Adventures
Boating
Chicago, Illinois
Chicago Architecture River Cruise
Cruise Chicago's harbor lasting 1 hour 15 minutes (approx.) with views of Chicago River from the water.
★ 4.8 (17010 reviews)
From $53.70
Chicago Tours & Activities
Chicago, Illinois
Sightseeing & City Tours
Private Chicago Scenic Driving Tour
Price: From $425.00
5.0 rating • 87 reviews
Duration: 3 hours (approx.)
Meeting point: Pickup from your Chicago hotel, vacation rental, or confirmed downtown meeting point.
This tour is operated by an independent third-party provider.All Outdoor Adventures is a marketplace that connects travelers with local tour operators.
Overview
Private Chicago Scenic Driving Tour is a city sightseeing outing in Chicago, Illinois centered on Magnificent Mile, Gold Coast, and surrounding destination landmarks. The route emphasizes Magnificent Mile, Gold Coast, Lincoln Park, Lake Shore Drive, and Lincoln Park and Lake Shore Drive viewpoints. The experience emphasizes Private three-hour scenic driving tour of Chicago, Magnificent Mile and Gold Coast routing, and Lincoln Park and Lake Shore Drive viewpoints. Scheduled stops include Magnificent Mile, Gold Coast, Lincoln Park, and Lake Shore Drive. Landmarks referenced in the route include Lincoln Park. The route combines local history and cultural context, landscape features and scenic viewpoints, and neighborhood landmarks and open views. The outing typically lasts 3 hours (approx.). Travel is organized as walking travel with route pacing matched to the destination.
Highlights
- Private three-hour scenic driving tour of Chicago
- Private vehicle with hotel pickup options
- Lincoln Park and Lake Shore Drive viewpoints
- Flexible photo stops tailored to your group
- Magnificent Mile and Gold Coast routing
What’s included
- Private driver-guide
- Private vehicle transport
- Hotel pickup and drop-off
Itinerary
Stop
30 minutesMagnificent Mile
Visit Magnificent Mile during the 30 minutes stop.
Stop
25 minutesGold Coast
Visit Gold Coast during the 25 minutes stop.
Stop
25 minutesLincoln Park
Visit Lincoln Park during the 25 minutes stop.
Stop
20 minutesLake Shore Drive
Visit Lake Shore Drive during the 20 minutes stop.
FAQs
How long is the Private Chicago Scenic Driving Tour?
The planned duration is 3 hours.
Where does the tour depart from in Chicago?
Pickup from your Chicago hotel, vacation rental, or confirmed downtown meeting point.
Additional info
- Not wheelchair accessible
- Confirmation will be received at time of booking
- Near public transportation
- Most travelers can participate
READY TO BOOK?
Lock in your Chicago adventure today.
Secure your spot, confirm the latest availability, and review final departure details before checkout.
Other Tours in Chicago
Sailing
Chicago, Illinois
Lake and River Architecture Tour
Sail Chicago's bay lasting 2 hours (approx.) with views of Chicago River from the deck of a private or small-group yacht.
★ 4.7 (2440 reviews)
From $49
Sailing
Chicago, Illinois
Lake Michigan Sunset Cruise in Chicago
Sail Chicago's bay lasting 1 hour 30 minutes (approx.) with views of Chicago River from the deck of a private or small-group yacht.
★ 4.5 (1692 reviews)
From $45
Sailing
Chicago, Illinois
Lake Michigan Skyline Cruise in Chicago
Sail Chicago's bay lasting 1 hour (approx.) with views of Navy Pier from the deck of a private or small-group yacht.
★ 4.4 (951 reviews)
From $33
Sailing
Chicago, Illinois
Chicago Skyline Sunset Sail Aboard a Tall Ship
Sail Chicago's bay lasting 1 hour 30 minutes (approx.) with views of Navy Pier from the deck of a private or small-group yacht.
★ 4.8 (842 reviews)
From $55
Air Tours
Chicago, Illinois
Chicago by Night Helicopter Tour
Lift off over Chicago on a helicopter flight lasting 15 minutes (approx.) with aerial views of skyline and landmark rooftops.
★ 4.9 (412 reviews)
From $249
Air Tours
Chicago, Illinois
Chicago City Sights Helicopter Tour
Lift off over Chicago on a helicopter flight lasting 15 minutes (approx.) with aerial views of skyline and landmark rooftops.
★ 4.9 (638 reviews)
From $189
Walking Tours
Chicago, Illinois
Chicago Gangster and Food Walking Tour
Taste local specialties while exploring historic downtown around Loop District on a guided walking route.
★ 4.8 (367 reviews)
From $89
Food & Wine
Chicago, Illinois
Chicago Private Walking Food Tour With Secret Food Tours
Taste local specialties while exploring historic downtown around River North on a guided walking route.
★ 5.0 (87 reviews)
From $299
Walking Tours
Chicago, Illinois
Best of Chicago: Architecture and Highlights City Private Tour
Explore Chicago and Millennium Park on a guided route with well-placed stops for views and photos.
★ 5.0 (118 reviews)
From $245
Walking Tours
Chicago, Illinois
Your Way or the Highway: Customized Private Walking Tour in Chicago
Follow a curated route between hand-selected estate wineries such as Route Planning across Chicago's vineyard country.
★ 5.0 (76 reviews)
From $350
Walking Tours
Chicago, Illinois
Walking Tour: Underground Chicago via the Pedway and Riverwalk
Explore Chicago and Chicago Pedway on a guided route with well-placed stops for views and photos.
★ 4.8 (441 reviews)
From $65
Cycling
Chicago, Illinois
Chicago Bike Tour
Cycle through Chicago, linking Millennium Park, on a guided bike route with neighborhood context and photo stops.
★ 4.9 (1189 reviews)
From $60
Cycling
Chicago, Illinois
Tastes of Chicago Bike Tour
Cycle through Chicago, linking West Loop, on a guided bike route with neighborhood context and photo stops.
★ 4.9 (767 reviews)
From $75
Boating
Chicago, Illinois
Chicago Odyssey Fireworks Dinner Cruise
Cruise Chicago's harbor lasting 2 hours 30 minutes (approx.) with views of Navy Pier from the water.
★ 4.6 (512 reviews)
From $180
Boating
Chicago, Illinois
Private Lake Michigan Sailing Charter and Sightseeing Cruise
Sail Chicago's bay lasting 2 hours (approx.) with views of Burnham Harbor from the deck of a private or small-group yacht.
★ 5.0 (54 reviews)
From $450
Sightseeing & City Tours
Chicago, Illinois
Chicago's Original Gangster Tour by Bus
Explore Chicago and Biograph Theater on a guided route with well-placed stops for views and photos.
★ 4.6 (179 reviews)
From $42
Cycling
Chicago, Illinois
Bike Tour of Chicago's Lakefront Neighborhoods
Cycle through Chicago, linking Lincoln Park, on a guided bike route with neighborhood context and photo stops.
★ 4.9 (263 reviews)
From $55
Walking Tours
Chicago, Illinois
Gangs and Mobsters Crime Tour at Chicago
Explore Chicago and Art Institute of Chicago on a guided route with well-placed stops for views and photos.
★ 4.7 (256 reviews)
From $45
Sailing
Chicago, Illinois
Small-Group River Boat Tour in Chicago
Sail Chicago's bay lasting 1 hour 30 minutes (approx.) with views of Chicago River from the deck of a private or small-group yacht.
★ 4.9 (174 reviews)
From $89
Food & Wine
Chicago, Illinois
Chicago Walking Food Tour With Secret Food Tours
Taste local specialties while exploring historic downtown around Chicago Loop on a guided walking route.
★ 4.9 (1012 reviews)
From $89
Walking Tours
Chicago, Illinois
Spray Paint 'n' Sip- Chicago
Spray Paint 'n' Sip- Chicago is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple and the scenery front and…
Walking Tours
Chicago, Illinois
Open Your Eyes: Chicago's Underground Pedway & Other Secrets of the Loop
Open Your Eyes: Chicago's Underground Pedway & Other Secrets of the Loop is a guided outdoor experience based in Chicago, Illinois that keeps the…
History TourMuseumPrivate
Chicago, Illinois
Art Institute of Chicago Skip-the-Line Tour (Semi-Private)
Art Institute of Chicago Skip-the-Line Tour (Semi-Private) is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple…
History TourMuseumPrivate
Chicago, Illinois
Art Institute of Chicago Skip-the-Line Tour (Private)
Art Institute of Chicago Skip-the-Line Tour (Private) is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple and…
Rental
Rentals
Chicago, Illinois
Private Luxury Yacht Rental (12 Person Max)
Private Luxury Yacht (12 Person Max) is a self-guided equipment rental in Chicago, Illinois. This equipment rental includes flexible duration options, clear pickup details, and rental terms so you can explore at your own pace.
Walking Tours
Chicago, Illinois
The World Within (Part One): Dazzling Interiors™ of the Loop
The World Within (Part One): Dazzling Interiors™ of the Loop is a guided outdoor experience based in Chicago, Illinois that keeps the logistics…
Cycling
Chicago, Illinois
Miami Beach Ultimate City Bike Tour
Miami Beach Ultimate City Bike Tour is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple and the scenery front…
Chicago, Illinois
Captain Trooper Moores
Captain Trooper Moores is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple and the scenery front and center.…
Likely to sell out
Walking Tours
Chicago, Illinois
The Christmas Tree Crawl: The Magic of Chicago at the Holidays
The Christmas Tree Crawl: The Magic of Chicago at the Holidays is a guided outdoor experience based in Chicago, Illinois that keeps the logistics…
Walking Tours
Chicago, Illinois
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour is a guided outdoor experience based in Chicago, Illinois that keeps the…
Likely to sell out
Walking Tours
Chicago, Illinois
All That Glam: Chicago’s Art Deco Masterpieces
All That Glam: Chicago’s Art Deco Masterpieces is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple and the…
Chicago, Illinois
Glow- A Neon Street Art Workshop
Glow- A Neon Street Art Workshop is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple and the scenery front and…
Chicago, Illinois
Captain Nick Bieker
Captain Nick Bieker is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple and the scenery front and center.…
Sightseeing & City Tours
Chicago, Illinois
Art Institute of Chicago Tour with Skip-the-Line Tickets (Semi Private)
Art Institute of Chicago Tour with Skip-the-Line Tickets (Semi Private) is a guided outdoor experience based in Chicago, Illinois that keeps the…
Likely to sell out
Walking Tours
Chicago, Illinois
The World Within (Part Two): Secret Interiors of the Riverfront
The World Within (Part Two): Secret Interiors of the Riverfront is a guided outdoor experience based in Chicago, Illinois that keeps the logistics…
Likely to sell out
Walking Tours
Chicago, Illinois
Marvels & Masterpieces: An Engineer's Guide to Chicago Architecture
Marvels & Masterpieces: An Engineer's Guide to Chicago Architecture is a guided outdoor experience based in Chicago, Illinois that keeps the…
Cycling
Chicago, Illinois
Bikes, Bites & Brews: Chicago's Signature Dishes Bike Tour
Bikes, Bites & Brews: Chicago's Signature Dishes Bike Tour is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple…
Likely to sell out
Walking Tours
Chicago, Illinois
Chicago in the Roaring '20s: Art Deco, Flappers, Gangsters, & Prohibition
Chicago in the Roaring '20s: Art Deco, Flappers, Gangsters, & Prohibition is a guided outdoor experience based in Chicago, Illinois that keeps the…
Chicago, Illinois
Captain Pat Erwin
Captain Pat Erwin is a guided outdoor experience based in Chicago, Illinois that keeps the logistics simple and the scenery front and center. Expect…