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34 results | All Chicago Tours

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Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
796
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4.5
701
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while live commentary onboard gives you insight into the city's colorful history.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$26.10
From
$26.10
Taking safety measures

Chicago City Minibus Tour with Optional Architecture River Cruise

Chicago City Minibus Tour with Optional Architecture River Cruise

star-4.5
368
Explore Chicago's iconic landmarks on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore downtown and Northside neighborhoods. You have a chance to get out and visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.
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  • 2 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$39.95
From
$39.95
Taking safety measures

Go Chicago Explorer Pass with SkyDeck and 360 Chicago

Go Chicago Explorer Pass with SkyDeck and 360 Chicago

star-4.5
199
The easiest and most affordable way to explore some of Chicago's top attractions at your own pace, the Go Chicago Explorer Pass saves you up to 45 percent on regular ticket prices. Create your own sightseeing itinerary by choosing 2, 3, 4, or 5 attractions, tours, and activities from among more than 30 top sites, including SkyDeck, 360 Chicago, the Field Museum, a shoreline sightseeing cruise, a hop-on hop-off Big Bus tour, Lincoln Park Zoo, Navy Pier, and LEGOLAND® Discovery Center. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
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  • 60 days
From
$59.00
From
$59.00

Chicago Private Tours

Chicago Private Tours

star-5
133
Have only a short stay planned in Chicago? Make the most of your time in the Windy City, and see more of the city in less time, when you book a private driving tour of Chicago. Pick between several convenient tour times, and meet your guide and driver directly at your hotel. Over the course of your excursion, you’ll make stops at highlight attractions like the Lincoln Park Conservatory, Millennium Park, and Museum Campus. You’ll also learn about Chicago’s history and can spy other remarkable sights as you go.
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  • 3 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$425.34
per group
From
$425.34
per group
Taking safety measures

Chicago Night Crimes Bus Tour

Chicago Night Crimes Bus Tour

star-4.5
54
Discover the ‘dark side’ of the Windy City thanks to this 2.5-hour, bus-based, nighttime crime history tour of Chicago. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you explore infamous crime scenes like the St. Valentine’s Day Massacre, learn about ‘The Enforcer’s Safe,’ and stop by local watering holes.
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  • 2 hours to 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Big Bus Chicago Night Tour

Big Bus Chicago Night Tour

star-4
39
See Chicago's dazzling skyscrapers lit up for the night during this 75-minute Big Bus tour. The entire loop takes passengers from the Magnificent Mile to Michigan Avenue, through the Museum Campus and around the architectural gems on the Loop skyline. Live commentary in English.
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  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$26.10
From
$26.10
Taking safety measures

Chicago's Original Gangster and Prohibition Tour

Chicago's Original Gangster and Prohibition Tour

star-4
69
Book in advance to take this popular tour that details the mob history of Chicago during the Prohibition Era (1920s-1930s). Learn about the exploits of gangsters like Capone, Dillinger, Moran, and others as you travel by minibus to sites like the Biograph Theater, Holy Name Cathedral, and St. Valentine's Day Massacre. Your guide adopts gangster attire and characteristics that add dramatic flair to the historical commentary.
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  • 1 hour 45 minutes
From
$41.60
From
$41.60

Chicago City Minibus Tour

Chicago City Minibus Tour

star-5
20
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), Millennium Park (The Bean), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its many attractions. The small-group atmosphere with maximum of 10 people ensures a more personal experience. 
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$39.00
From
$39.00
Taking safety measures

Chicago Craft Brewery Barrel Bus Tour

Chicago Craft Brewery Barrel Bus Tour

star-4.5
25
Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided brewery tour. Visit unique breweries for craft beer samples plus an additional brewing production facility for an in-depth tour. Discover the science behind the brewing process, complete with step-by-step procedures, and enjoy plenty of beer samples throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$89.60
From
$89.60
Taking safety measures

Private Chicago Architecture Tour

Private Chicago Architecture Tour

star-5
4
Ever since Chicago became the birthplace of the modern skyscraper, the city has been renowned for its architectural creativity and ingenuity. Led by an expert guide, explore some of the city’s most iconic buildings such as Sears Tower, The John Hancock Building, historic brownstones, and the homes of Oak Park designed by beloved architect Frank Lloyd Wright. You will be able to explore the insides of some locations on this completely customizable tour.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$660.00
per group
From
$660.00
per group
Taking safety measures

Private Chicago Highlights Driving Tour

Private Chicago Highlights Driving Tour

star-5
12
Get an insider’s look at the Windy City’s most iconic monuments during this 3-hour private tour. Travel through Chicago aboard a private vehicle as you discover some of the city’s top neighborhoods, including the Loop, River North, the Magnificent Mile (along Michigan Avenue), Streeterville, the Gold Coast and much more. Your private driver-guide and vehicle, bottled water and round-trip hotel transport are all included.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$190.00
Price varies by group size
From
$190.00
Price varies by group size
Taking safety measures

Private Al Capone Gangster Tour in Chicago

Private Al Capone Gangster Tour in Chicago

star-5
2
Chicago’s mob history has long been immortalized in popular media. Embark on this Chicago Gangster Tour to learn the true story. With an expert historian as your guide, you’ll visit notorious hangouts of John Dillinger, The Untouchables, and the legendary Al Capone. You’ll stop at former speakeasies, historic hotels, and epic crime sites like that of the Saint Valentine’s Day Massacre.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Taking safety measures

Original Chicago Haunting Ghost Bus Tour

Original Chicago Haunting Ghost Bus Tour

star-5
1
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 chaperones lost their lives in the worst single building fire in American history; the site of the infamous St. Valentine’s Day Massacre in storied Lincoln Park, the original and the now abandoned City Cemetery, where an estimated 13,000 unmarked graves remain. Some of our most common stops include murder sites, disaster sites, cursed skyscrapers, gangland sites, Chicago’s most haunted house, and others. You are welcome to take photos at all of our stops — sometimes your camera may capture more than just spooky scenery.
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  • 2 hours 30 minutes to 3 hours
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

Private Custom City Tour in Chicago

Private Custom City Tour in Chicago

See Chicago the way you want to see it. This private tour is fully customizable to your specifications. Whether you are interested in the architecture and history, the art, the cool neighborhoods, or peaceful parks and happening beaches, this tour will cater to your tastes. Work with a guide to discover Chicago your way.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Taking safety measures

Private Chicago City Minibus Tour

Private Chicago City Minibus Tour

Don’t miss Chicago’s famous sights and fabulous views on this award-winning private 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), Millennium Park (The Bean), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its beautiful attractions. Your private tour ensures a more personal experience. If you would like to take the tour at a time other than what is offered, please note in special requests field when booking. The best way to tour at this time! Sanitized vehicles with just your group.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$299.00
per group
From
$299.00
per group
Taking safety measures

1-Day Chicago City Tour(Chicago Departure) CH1

1-Day Chicago City Tour(Chicago Departure) CH1

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 Tilt)
More
  • 7 to 8 hours
From
$97.34
From
$97.34

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

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

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 spacious vehicles. This full-day tour will be fully packed with famous landmarks, vintage architecture, secret spots and much much more! ==== Full schedule 10:00 AM – Pick up from Hotel 10:15 AM – Check out Buckingham Fountain 10:45 AM – Arrive at Michigan Avenue Bridge 11:15 AM – Awe at the Chicago Cultural Center 12:15 PM – See Cloud Gate and explore Millennium park 1:00 PM – Lunch time 2:00 PM – Go to Chicago Theater 2:30 PM – See Garfield Park Conservatory 3:00 PM – Check out the Greetings from Chicago mural 3:30 PM – Snap a cool pic outside of Wrigley Field 3:45 PM – Return to hotel 4:00 PM – Arrive at hotel
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$798.94
Price varies by group size
From
$798.94
Price varies by group size
Taking safety measures

Half-Day Small-Group Chicago Highlights Tour with Pick Up

Half-Day Small-Group Chicago Highlights Tour with Pick Up

This Tour is the quickest, best way to explore a place that you are visiting for the first time, we take you to all the hot spots in the city in less than a day. We take care of everything for you, from picking you up at your hotel, to making reservations, parking, helping you with photos, all the way to dropping you off back where you started. zero worries and 100 percent enjoyment.
More
  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$198.00
From
$198.00
Taking safety measures

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

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

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 can also be arranged at a minimal fee.) Once your ceremony is finished, a private driver will be whisk you away you up and take you around the city to capture some wedding day photos with some of Chicago's most iconic landmarks. ***Please note: After you book, we will schedule a phone call within 7 days. If at this point, you do not feel this is the right fit, I will refund you 100%....no questions asked.***** email us for more details.
More
  • 2 to 3 hours
From
$1,600.00
per group
From
$1,600.00
per group

Private Haunted History of Chicago Ghost Tour

Private Haunted History of Chicago Ghost Tour

Discover spooky stories in the Windy City on a private haunted history tour. Visit places with names such as the Murder Castle and Death Alley, and hear about Al Capone and the Old Congress Hotel. See all three locations on one tour that reveals fascinating details about historical events, and rumors of murder and mayhem in Chicago.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Taking safety measures

1-Day Route 66 Tour (Chicago Departure) CR1

1-Day Route 66 Tour (Chicago Departure) CR1

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 (45 mins)→ the Museum of the Gilding Art(45 mins)→ Chicago
More
  • 7 to 8 hours
From
$97.34
From
$97.34

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

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 architectural tour in your private car. Stop at any of the sites and take as many pictures as you like. The actual tour hours may vary due to traffic conditions. Each tour starts when we pick you up and ends when we drop you off. It takes roughly 20 minutes between downtown Chicago and Oak Park. You can combine this architectural tour with any other city tours that we offer. We are open 24/7, every day. Book today with the highest rated limousine service in Chicago! Call today to customize your tour.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$500.00
per group
From
$500.00
per group
Taking safety measures

Private 2-Hour Chicago Sightseeing Tour by Luxury Stretch Limo

Private 2-Hour Chicago Sightseeing Tour by Luxury Stretch Limo

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 be charged separately. The time starts a the prearranged pick-up time and it ends when we drop you off at your final stop.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$250.00
per group
From
$250.00
per group
Taking safety measures

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