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12 results | All Chicago Tours

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Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-5
2649
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
From
USD35.00
From
USD35.00

Big Bus Chicago Night Tour

Big Bus Chicago Night Tour

star-4
80
See Chicago's dazzling skyscrapers lit up for the night during this 75-minute Big Bus tour. The entire loop takes passengers from Navy Pier, down the Magnificent Mile to Michigan Avenue, through the Museum Campus and around the architectural gems on the Loop skyline. Live and audio commentary available in English.
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  • 1 hour 15 minutes
  • Free Cancellation
From
USD31.49
From
USD31.49

Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

star-4
50
Discover the beauty of Chicago at night during a 1.5-hour cruise on the Chicago River and Lake Michigan. Watch the city sparkle as you pass landmarks such as Museum Campus, Willis Tower, Aon Center and the John Hancock Building, and the illuminated waters of Buckingham Fountain. You'll learn about the history of the city from live commentary by your knowledgeable guide as you glide along the waterfront of Chicago.
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  • 1 hour 30 minutes
From
USD45.00
From
USD45.00

Chicago Night Crimes Bus Tour

Chicago Night Crimes Bus Tour

star-5
157
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
From
USD52.00
From
USD52.00

Chicago Hauntings Original Ghost Bus Tour
Likely to Sell OutLikely to Sell Out

Chicago Hauntings Original Ghost Bus Tour

star-3.5
104
Calling all fans of the paranormal, this 2.5 to 3-hour ghost bus tour of Chicago takes you into the city’s darkest recesses to reveal its dark past. Travel with ease between locations of reputed haunting and listen to spine-chilling tales delivered by a historian guide. The City Cemetery, the Levee Vice district, and Prairie Avenue all feature on the itinerary, in addition to the site of the notorious St. Valentine’s Day massacre.
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  • 2 hours 30 minutes
From
USD49.00
From
USD49.00

Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
8019
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).
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  • 1 hour 15 minutes
  • Free Cancellation
From
USD46.87
From
USD46.87

90-Minute Chicago River Architecture Tour
Likely to Sell OutLikely to Sell Out

90-Minute Chicago River Architecture Tour

star-4.5
1827
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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD42.00
From
USD42.00

Chicago Sunset Cruise

Chicago Sunset Cruise

star-4.5
286
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD42.00
From
USD42.00

Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

star-4.5
243
Escape the bustle of the city on a sailboat tour through Lake Michigan with a convenient departure from Navy Pier. The cruise offers plenty of frame–worthy photo opportunities, including sweeping views of the Chicago skyline rarely seen by visitors. As a popular choice for both locals and visitors, your experience is guaranteed to be family–friendly and tailored to your needs. Select from Pirates and Maritime Stories Sail at 1pm, Skyline/Architectural Theme at 3pm and 5pm, and Skyline Sunset Sail at 7pm. This sail is approximately 75 minutes. The ship leaves promptly at the scheduled time, please allow for time to park, off the pier if necessary.
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  • 1 hour 15 minutes
  • Free Cancellation
From
USD49.00
From
USD49.00

Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1427
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 to 2 hours
  • Free Cancellation
From
USD46.00
From
USD46.00

Chicago 3D Fireworks Cruise
Likely to Sell OutLikely to Sell Out

Chicago 3D Fireworks Cruise

star-4
81
Enjoy Chicago’s fireworks in 3D during a 2-hour boat cruise on the Chicago River or Lake Michigan. Capture stunning photos of Chicago’s skyline from the Lake on Saturdays or from the mouth of the river on Wednesdays. Before the fireworks begin, learn about the history of The Windy City as your boat cruises along the waterfront, passing sights including Buckingham Fountain, Museum Campus and the John Hancock Building. Hear informative commentary from your onboard guide about the landmarks, the locks system and more, then sit back with the best seats in the city for the spectacular fireworks show.
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  • 2 hours
From
USD45.00
From
USD45.00

Private Evening Sail in Chicago Ending with Navy Pier Fireworks

Private Evening Sail in Chicago Ending with Navy Pier Fireworks

star-5
3
Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyline. You’ll have the perfect vantage point to enjoy the incredible fireworks from Navy Pier. This customizable experience allows you to choose your own, route, music, and guest list.
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  • 2 hours
  • Free Cancellation
From
USD483.96
per group
From
USD483.96
per group

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What people are saying about Night Tours in Chicago

star-5
Gangsters and Ghosts Tour in Chicago
"Conor, our tour guide was very enthusiastic and has a plethora of information about Mobsters and ghosts. He was very helpful in directing me to the meeting place when my cab dropped me off on S. Wacker instead of East Wacker. Thanks for an interesting evening in Chicago."..."
star-5
Big Bus Chicago Night Tour
"We enjoyed the entire tour. Especially the sunset view over the water and the dim tourist recording."..."
star-5
Chicago by Night: 90 Minute River and Lakefront Cruise
"Awsome experience and the tour guide,i believe his name was Mark was expectional..best ride i have been on"..."
star-5
Chicago Night Crimes Bus Tour
"We really enjoyed this tour. Our tour guide was really knowledgeable and entertaining. We liked that we got to get on and off the bus to see different things. A really good experience!"..."
star-5
Chicago Hauntings Original Ghost Bus Tour
"Great tour and highly recommend. Loved learning about the histories and opportunities to get out at the locations and walk around."..."
star-5
Chicago Architecture River Cruise
"Excellent experience! Knowledgeable and fun facts! Great tour guide,boat,etc!! Worth every penny!!!!"..."
star-5
90-Minute Chicago River Architecture Tour
"Very informative tour on the Chicago river. The guide was very knowledgeable on the history and architecture of Chicago."..."
star-5
Chicago Sunset Cruise
"Chicago at night was out of this world! We also saw fireworks! That was a plus and we were not expecting it. It was awesome!"..."
star-5
Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship
"The crew was great. Very friendly and informative. I don’t think you can tell this when buying tickets through Viator but the 1:00 sailing is pirate themed and the 3:00 talks about the architecture of Chicago."..."
star-5
Chicago Crime and Mob Bus Tour
"Everything was interesting. From learning about the Southside and Northside gangsters to John Dillinger’s final hours."..."
star-5
Chicago 3D Fireworks Cruise
"The experience was great! I have only one complaint I think they should wipe down before sailing I was very uncomfortable spiders were all over on the edge I literally was freaking out! Other than that great ride"..."
star-5
Private Evening Sail in Chicago Ending with Navy Pier Fireworks
"The sail itself and looking at the fireworks while you’re in the middle of the lake. Appreciate the view of the Chicago skyline at night, it’s actually awesome!"..."
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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 Night Tours in Chicago?
Q:
What Night Tours in Chicago are taking additional safety precautions?
Q:
What Night Tours in Chicago are good for avoiding crowds?
A:
These hidden gems in Chicago may have limited interaction with crowds: