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Chicago Private Tours

clock 3 to 4 hours
  • PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 4 PASSENGERS TOTAL.  Thank you for contacting Chicago Private Tours! We would love to help your group discover Chicago.  Our services include pick up from your downtown Chicago hotel, a 3-4 hour private City Tour in a chauffeured vehicle, and the services of one of our knowledgeable guides. This means...Read more

Chicago Elopement! City Landmark Photoshoot, Private Driver, and More!

clock 2 to 3 hours
  • Chicago Elopement Package! What a way to say, "I Do." Chicago is a city full of great architecture and beautiful waterways, which make the best wedding photo backdrops. Your wedding coordinator will walk you through the paperwork process and help you pick a location in one of our city's most picturesque parks (if you want an indoor location, this...Read more

Private 2-Hour Chicago Sightseeing Tour by Luxury Stretch Limo

clock 2 hours
  • Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view. Limo service Hop on - hop off, call today to customize your tour.
    This particular tour is for 2 hours, any additional time will...Read more

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

clock 3 hours
  • This is a drive by tour, no tour guide included, admission not included.

    Choose the number of hours & the vehicle type and we can help you schedule it. The list has been build with efficiency in mind and all stops are arranged in such a way so that you can make the most out of our time.

    Book a VIP treatment to enjoy this...Read more

1-Day Chicago City Tour(Chicago Departure) CH1

clock 7 to 8 hours
  • Itinerary:
    Millennium Park & Cloud Gate (20 mins) ? Grant Park (10 mins) ? Chicago Theater (Optional, 60 mins) ? The Art Institute of Chicago (Optional, 120 mins) ? Chicago Water Tower (15 mins) ? Michigan Avenue (30 mins) ? Chicago Cruise (Optional, 75 mins) ? 360 Chicago (Optional, 75 mins, including...Read more

1-Day Route 66 Tour (Chicago Departure) CR1

clock 7 to 8 hours
  • Itinerary:
    Chicago downtown ? The crossing of Adams Street and Michigan Avenue?15 mins? ? Lou Mitchell's?Optional, 45 mins? ? Joliet ? the Old Joliet Prison Park where the famous TV series Prison Break was made, Old Joliet Prison (Optional, 75 mins) ? Pontiac ? Route 66 Hall of Fame ?Optional, 60 mins?? the Pontiac Oakland Automobile Museum...Read more

1-Day Harley-Davidson Museum+Lake Geneva (Chicago Departure) CW1

clock 8 to 10 hours
  • Itinerary:
    Milwaukee ? Harley-Davidson Museum (Optional, 75 mins) ?Miller Brewery (Optional, 75 mins) ? Lake Geneva ? Lake Geneva Bay Cruise (Optional, 60...Read more

Original Chicago Haunting Ghost Bus Tour

clock 150 to 180 minutes
  • Our classic Chicago Hauntings Chicago Ghost tour is a 2.5 to 3-hour fully-narrated tour by coach bus, with numerous stops along the tour route at some of the most actively haunted sites in Chicago, including the site of the Eastland Disaster, where 844 souls perished on the Chicago River; Death Alley, where more than six hundred children and their...Read more

Chicago Private Instagram Car Tour (Private & All-Inclusive)

clock 6 hours
  • If you're looking for an exciting and stress-free day exploring the wonders of Chicago, then this is the tour for you. We can’t wait to show you around!

    The morning will start with a private pickup from your hotel by one of our friendly, local guides. From there your tour will begin as you start your drive in one of our comfortable and...Read more

First Timer's Tour of Chicago

clock 3 hours
  • Private tour in high end SUV with chauffeur and guide. Build in photo stops during the tour or by customer...Read more

Private Chicago Highlights Driving Tour

clock 3 hours
  • See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt around town. Your guide will pick you up directly from your Chicago accommodation, after which you’ll be whisked away to see the sights. From the storied Magnificent Mile to the glamour of the Gold Coast, you’ll encounter the best of the Windy...Read more

Private Chicago Mafia and Blues Evening Tour

clock 2 hours 30 minutes
  • It isn’t Chicago history without a dose of mafia intrigue — and some killer blues tunes, too. This lively and fascinating private tour in Portuguese sends you back to the Chicago of the 1920s, 1930s, and 1940s, when Prohibition was in effect, when Al Capone roamed the streets, and when live music had never been hotter. See the site of the St....Read more

Full-Day Small-Group Tour of Chicago Neighborhoods with Lunch and Dinner

clock 8 hours 30 minutes
  • This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighborhoods in Chicago. Some tours show 1 or 2 neighborhoods, we travel through the South Side, North Side, Southwest, Northwest and a portion of Downtown showing more then 10 neighborhoods and...Read more

Chicago Barrel Bus Craft Distillery Tour

clock 4 hours
  • Indulge in some of Chicago’s uniquely crafted spirits on this all-inclusive distillery tour. Have samples at three local distilleries and tour one distilling production facility while being whisked around town in our one of a kind barrel bus. Our Prohibition-era experts will relive the trials and triumphs of the historical and modern day figures...Read more

Discover Chicago's Historic Neighborhoods

clock 1 hour 30 minutes
  • Experience a tour that explores Chicago's various neighborhoods. Discover five charming communities from the seats of an open-top bus and get a stimulating look at the art, architecture, and history of Greektown, Little Italy, Pilsen, Chinatown, and...Read more

Chicago Holiday Lights Trolley and Christmas Market Tour

clock 1 hour 30 minutes
  • Get into the holiday spirit with this trolley tour in Chicago! See famous landmarks such as Lincoln Park, the Magnificent Mile and Daley Plaza, all beautifully lit up with Christmas lights. Then, spend an hour at the Christkindlmarket, a German-inspired Christmas market full of vendors and family-friendly...Read more

Big Bus Chicago Hop-On Hop-Off Tour

clock 2 hours
  • The lakeside metropolis of Chicago is famous for its striking skyscrapers, world-class museums and colorful history. Explore the “Windy City” at your own pace, with the choice of a Classic, Premium or Deluxe ticket, all which include a hop-on, hop-off sightseeing bus tour with stops strategically located near the city’s top attractions. Hop...Read more

Big Bus Chicago Night Tour

clock 1 hour 15 minutes
  • Enjoy a panoramic night-time sightseeing bus tour and be dazzled by the bright lights of Chicago. See the entire skyline lit up from the Museum Campus, discover River North’s vibrant nightlife scene, and travel every inch of Michigan Ave from The Magnificent Mile to The Cultural Mile, all in one exciting...Read more

Chicago City Minibus Tour

clock 2 hours
  • Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town) and...Read more

Private Speakeasy Pub Crawl in Chicago with Local Historian

clock 3 hours
  • Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local historian, dressed in period clothing, the tour makes stops at:
    • Al Capone’s neighborhood
    • Old Chicago...Read more