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19 results | All Chicago Tours

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Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
6506
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
More
  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$44.69
From
$44.69
Taking safety measures

90-Minute Chicago River Architecture Tour

90-Minute Chicago River Architecture Tour

star-4.5
1157
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

360 CHICAGO Observation Deck Admission (Hancock Center)

360 CHICAGO Observation Deck Admission (Hancock Center)

star-4
301
Tower above the Windy City’s world-famous skyline with admission to 360 Chicago (John Hancock Observatory). Ascend 94 stories to the observation deck of one of the tallest buildings in North America aboard its lightning-fast elevator. Then check out bird’s-eye views of landmarks like the famous Willis (Sears) Tower and the lakefront shoreline, and enjoy a variety of educational exhibits on site. Upgrade your ticket to include TILT, a thrill ride that offers visitors unique, downward facing views from 1,030 feet. Or, choose the Sun and Stars package for two visits to the observation deck within 48 hours. With mobile tickets, simply scan your phone for direct entry into 360 Chicago.
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  • 1 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-4.5
1948
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1050
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

Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
509
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

Lake Michigan Sightseeing Cruise

Lake Michigan Sightseeing Cruise

star-4.5
310
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this 40-minute Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
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  • 40 minutes
  • Free Cancellation
  • Taking safety measures
From
$27.25
From
$27.25
Taking safety measures

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
873
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 audio 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 CityPASS

Chicago CityPASS

star-4.5
334
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium, Skydeck Chicago (Opening with reimagined experience in Spring 2021), and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck. Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers.
More
  • 9 days
  • Free Cancellation
From
$109.00
From
$109.00

Chicago Architectural River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architectural River Cruise

star-4.5
704
See the towers, piers and iconic landmarks along the Chicago River on an architectural cruise through the heart of the city. Enjoy complimentary refreshments on deck as you cruise down the historic waterway, while listening to fun stories and facts throughout the tour. Spot gargoyles that keep watch high above the city, and buildings that range from Neoclassical to Art Deco. Take in over fifty sites from Lake Point Tower to the Navy Pier, and see the Second City from the water.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.05
From
$49.05
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 Al Capone Gangster Tour in Chicago

Private Al Capone Gangster Tour in Chicago

star-5
3
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

Private Haunted History of Chicago Ghost Tour

Private Haunted History of Chicago Ghost Tour

star-5
1
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

Private Custom City Tour in Chicago

Private Custom City Tour in Chicago

star-4
1
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 Speakeasy Pub Crawl in Chicago with Local Historian
Likely to Sell OutLikely to Sell Out

Private Speakeasy Pub Crawl in Chicago with Local Historian

star-5
2
Travel back in time to the 1920s, when Chicago was a prohibition era hub for lively speakeasies. Your guide, a local historian in period dress, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters like Al Capone. Order prohibition era cocktails (additional cost) and listen to stories about bootlegging and racketeering in 1920s Chicago. Guests are welcome to come in period dress.
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

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
$1,900.00
per group
From
$1,900.00
per group

6 Hours of Chicago City Tour Sedan

6 Hours of Chicago City Tour Sedan

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$620.00
per group
From
$620.00
per group
Taking safety measures

First Timer's Tour of Chicago

First Timer's Tour of Chicago

Private tour in high end SUV with chauffeur and guide. Build in photo stops during the tour or by customer request.
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  • 3 hours
  • Free Cancellation
From
$599.00
per group
From
$599.00
per group

4 Hours of Chicago City Tour Sedan

4 Hours of Chicago City Tour Sedan

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$480.00
per group
From
$480.00
per group
Taking safety measures

Filters

What people are saying about Luxury Car Tours in Chicago

star-5
Chicago Architecture River Cruise
"Beautiful architecture wonderful historic and fun info from guide Clean and organized boat friendly staff"..."
star-5
90-Minute Chicago River Architecture Tour
"The guide did an excellent job of describing the history of the city and the features of the buildings we were seeing!"..."
star-5
360 CHICAGO Observation Deck Admission (Hancock Center)
"From the moment you enter the attention is very special from the staff, it is nice to see all of Chicago from above and the special feeling when you are bent over the void is unique"..."
star-5
Gangsters and Ghosts Tour in Chicago
"It was such a fun tour! I’m so glad I booked it! And the tour guide Lizzy was great too! If you are looking to book a tour, Do it with Viator!"..."
star-5
Chicago Crime and Mob Bus Tour
"Liked it all. Second time we’ve went on the tour. Would tell anybody to go and it’s very interesting!"..."
star-5
Chicago Lake and River Architecture Tour
"It was questionable whether the lake portion of the tour could take place because of the high winds that day. The captain determined we could proceed. He was very experienced and handled the waves very well. We never felt at risk. It was a great tour with a very knowledgeable guide."..."
star-5
Lake Michigan Sightseeing Cruise
"We were nervous about wind conditions but the captain and crew were great. We were very safe and thoroughly enjoyed the trip."..."
star-5
Big Bus Chicago Hop-On Hop-Off Tour
"Definitely the best hop on/off tour I’ve been on. Driver…Anton was super informative and funny. He also held the bus back to allow the Blue Man Group visit us on the bus! Nice things to visit at every stop.👍"..."
star-5
Chicago CityPASS
"I took my grandson to Chicago for his 17th birthday. He wanted to check out all the museums and the Lincoln park zoo. We did all that and more. The city pass and making advanced reservations for specific events made our trip so fun and easy."..."
star-5
Chicago Architectural River Cruise
"Knowledgeable & professional staff. The buildings were unbelievable and the history lesson was great."..."
star-5
Private Chicago Architecture Tour
"Lauren was amazing. She shared so much history with us and we covered a great deal of ground in 3 hours. Our weather wasn't great that day, but Lauren still made sure we got to see some of the most beautiful buildings in the city. Great experience overall, and would do it again."..."
star-5
Private Al Capone Gangster Tour in Chicago
"Steve was a great guide. He allowed us to make the tour our own and went off the path to show us cool things based on our questions. We learned things about the early gangsters and some things about Chicago, it's buildings and neighborhoods. We wouldn't have seen or known these things if we were left to explore on our own in the few days we had here. He took pictures of our group for us and showed us some great spots for photos.. Overall very informative and casual. Our driver was great as well. Courteous and a gentleman who kept us safe in the traffic."..."
star-5
Private Speakeasy Pub Crawl in Chicago with Local Historian
"Stefan was an excellent Guide with lots of historic knowledge. The venues were interesting and not something we would have been able to find on our own."..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Luxury Car Tours in Chicago?
Q:
What Luxury Car Tours in Chicago are taking additional safety precautions?
Q:
What Luxury Car Tours in Chicago are good for avoiding crowds?