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Top Chicago Night Tours

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12 Chicago Night Tours

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Did you know?
You can reserve your spot today and pay when you're ready.Learn more

Chicago by Night Helicopter TourHelicopter Tours

Chicago by Night Helicopter Tour

star-5
Fly over the sparkling Chicago skyline at night on this helicopter tour. During this 15-minute tour, listen to engaging commentary from your expert pilot as you fly over sights like the Willis Tower (formerly the Sears Tower), Millennium Park, Lincoln Park and the Shedd Aquarium. Comfortable in a state-of-the-art, heated helicopter, enjoy panoramic views of the Lake Michigan shoreline and the city sprawling out below you. Tour route is subject to change.
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  • 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$179.00 
From  
US$179.00 
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  • 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Night Crimes TourBus Tours

LIKELY TO SELL OUT

Chicago Night Crimes Tour

star-4.5
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
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  • Free Cancellation
From  
US$45.00 
From  
US$45.00 
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  • 2 hours to 2 hours 30 minutes
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  • Free Cancellation

Chicago Architecture Fireworks CruiseNight Cruises

Chicago Architecture Fireworks Cruise

star-4.5
Take advantage of a rare chance to experience Chicago’s illuminated skyline beneath a fantastic fireworks display. This summer evening cruise (available on selected nights), takes you past more than 40 significant works of architecture like the Wrigley Building, Chicago Tribune Tower, John Hancock Center, and more. Your expert guide shares each building’s story, and the cruise concludes with a stunning view of the fireworks from Navy Pier.
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  • 1 hour 30 minutes
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  • Free Cancellation
From  
US$45.40 
From  
US$45.40 
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  • 1 hour 30 minutes
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  • Free Cancellation

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Chicago Helicopter Tour Nighttime ExperienceCity Packages

Chicago Helicopter Tour Nighttime Experience

star-4.5
Soar above the city lights of Chicago on a nighttime helicopter ride with live narration by experienced pilots. Enjoy birds-eye views of downtown landmarks, then bank past Navy Pier to Millennium Park. Hear about the history of the city as you take in unforgettable views of downtown’s bristling skyscrapers, and see Willis Tower and Soldier Field. This unique experience offers a once in a lifetime view of the Second City at its most stunning.
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  • 12 to 15 minutes
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  • Free Cancellation
From  
US$169.99 
From  
US$169.99 
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  • 12 to 15 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Big Bus Chicago Night TourBus Tours

Big Bus Chicago Night Tour

star-4
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
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  • Free Cancellation
From  
US$29.00 
From  
US$29.00 
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  • 1 hour 15 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

20 Minute Chicago Helicopter Tour With Fireworks ShowLuxury Tours

20 Minute Chicago Helicopter Tour With Fireworks Show

Get a front row seat to Chicago’s fireworks display during a 25 to 30-minute helicopter ride above the Windy City.  The nighttime tour takes you over Navy Pier, the Loop, and North Side. Listen to in-flight commentary through a provided headset, which also mutes outside noise. Then, fly to Navy Pier and photograph the stunning fireworks from above before returning to the Earth.
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  • 18 to 20 minutes
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  • Free Cancellation
From  
US$279.00 
From  
US$279.00 
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  • 18 to 20 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Sites at Night Bike TourBike & Mountain Bike Tours

Chicago Sites at Night Bike Tour

star-5
See Chicago light up at night with a 3-hour bicycle tour of the Windy City’s most iconic sights and neighborhoods. Follow your guide along a leisurely route, watch the Buckingham Fountain light show and take in evening views of Millennium Park and the Museum Campus. Pedal through downtown streets, capture unforgettable images of Chicago’s magnificent skyline then finish your tour in the heart of the city.
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  • 3 hours
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  • Free Cancellation
From  
US$46.99 
From  
US$46.99 
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  • 3 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Private Evening Sail in Chicago Ending with the Spectacular Navy Pier FireworksDay Cruises

LIKELY TO SELL OUT

Private Evening Sail in Chicago Ending with the Spectacular Navy Pier Fireworks

star-5
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
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  • Free Cancellation
From  
US$530.43 
per group
From  
US$530.43 
per group
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Hauntings Original Ghost Bus TourBus Tours

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Chicago Hauntings Original Ghost Bus Tour

star-3.5
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
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  • Free Cancellation
From  
US$18.90 
US$27.00
US$8.10 savings
From  
US$18.90 
US$27.00
US$8.10 savings
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  • 2 hours 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

2 HR Haunted Halloween Segway TourLuxury Tours

2 HR Haunted Halloween Segway Tour

star-4.5
Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a Segway at night! Venture through the dark with your local guide, and see alleys, hotels and sites of some of the most gruesome disasters and murders in Chicago’s history. During your spooky adventure through the city, you’ll also see Chicago's famous landmarks lit up in glistening lights. Join in the Halloween fun all October long! Costumed guides and ghoulish tales--this haunting good-time is not to be missed!
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  • 2 hours
From  
US$75.58 
From  
US$75.58 
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  • 2 hours

2 HR City Lights & Skyline Segway TourLuxury Tours

2 HR City Lights & Skyline Segway Tour

star-4
Experience Chicago like never before on this guided, 2-hour, small-group Segway tour. Visit popular Grant Park and see famous Buckingham Fountain’s breathtaking, evening light show, with an illuminated Windy City skyline as the perfect backdrop. Glide along the lakefront, taking in views of the Field Museum of Natural History, Shedd Aquarium, Soldier Field and Michigan Avenue. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
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  • 2 hours
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  • Free Cancellation
From  
US$75.58 
From  
US$75.58 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago by Night: 90 Minute River and Lakefront CruiseDay Cruises

Chicago by Night: 90 Minute River and Lakefront Cruise

star-4.5
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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$40.00 
From  
US$40.00 
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation


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