Night Tours · This Weekend

(9 activities)
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    Devil & the White City Tour

    (16)
    Are serial killers sorta your thing? Well, first thing, you probably shouldn't say that too loudly (except when on this tour, of course). Second, get ready for an exciting tour chronicling the life and setting of chilling serial killer H.H. Holmes and his infamous murder-spree. See the site where his famous "Murder Castle" -- a 3-story building constructed by Holmes that included a maze of over 100 windowless rooms, brick walls, stairs that lead to nowhere, and other labyrinthine constructs for his ravenous preying on victims-- once stood. Also explore the site of the 1893 World Fair integral to some of Holmes' most famous murders, all the while hearing ghost stories and learning about the history of this curious, murderous figure.
    Devil & the White City Tour

    600 N Clark St, Chicago

    • Enjoy a tour through the history, mystery, and hauntings of H.H. Holmes
    • Explore the sites of H.H. Holmes' famous murders while learning the history of this frightening figure
    • See remnants of the 1893 World Fair and the "Murder Castle" where Holmes tortured his victims
    • Thrill yourself with spooky tales and ghost stories
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    16 positive reviews
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    Haunted History Tour

    (16)
    Boo! Scared? No? Oh. How about a ghost tour? But, wait, this isn't just another run-of-the-mill ghost tour your family dragged you through. Explore the exciting thrills that mix ghosts with gangsters, and more! It's like Mario Puzo meets Ghostbusters, but in Chicago! Experience the strangeness and haunted history first-hand on a tour that does so much more than just drive past spooky places. See them up close and personal for an experience in the Windy City guaranteed to send chills up your spine. Scared now? You should be.
    Haunted History Tour

    600 N Clark St, Chicago

    • See some of the scariest and spookiest sites in Chicago with a tour that gets up close and personal
    • Learn the history and background that make these locations so seductively sinister
    • Take a ghost tour that has access to unique places and all-around strangeness
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    16 positive reviews
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    Original Chicago Hauntings Tour

    (1)
    Check out the hauntings tour that's inspired more shivers than nails on a chalk board! You'll check out the sites of famous tragedies like the Eastland disaster and the Iroquois Theater Fire, the locations of famous ghosts like Resurrection Mary, the body dump of serial killer H.H. Holmes, the house that inspired "Rosemary's Baby" and more! This is not a "spook show"or haunted house tour filled with cheap thrills and scares. Rather, it's darkly historical, sometimes deeply disturbing, and not recommended for highly sensitive children or adults. After this tour, you'll feel a whole new connection to the city -- and all its restless, roving spirits.
    Original Chicago Hauntings Tour

    520 S Michigan Ave, Chicago

    • Let veteran paranormal researcher Ursula Bielski show you some of Chicago's most haunted locations
    • Visit the sites of massive tragedies, including the Eastland disaster, the Iroquois Theatre Fire, the Fort Dearborn Massacre, and more
    • Explore the death site of "Resurrection Mary" and the dump of legendary serial killer H.H. Holmes
    • See the infamous Hull House, the inspiration for "Rosemary's Baby"
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    0 positive reviews
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    1893 World's Fair Tour with Bars and Food

    (6)
    Take a walk back in time to explore the 1893 World's Fair! You'll spend three hours delving into the history of the fair alongside a knowledgeable host and visit notable sites tied to the renowned event. Highlights include a hotel built specifically for the fair, the Auditorium Building's magnificently expansive lobby, a ride on an elevator manned by a human operator, the last standing pre-Chicago Fire building, and the Chicago Athletic Hotel, which once served as an exclusive men's club. Enjoy anecdotes, fun facts, and engage in in World's Fair history through clue-based games and visual scavenger hunts with a chance to win prizes! You'll also enjoy enough food samples to amount to a light meal, highlighted by a visit to the Berghoff Restaurant. At check-in, you will have the option of adding either a water, beer or glass of wine to the package. It's fair to say that this innovative Chicago tour is going to be a world of fun!
    1893 World's Fair Tour with Bars and Food

    520 S Michigan Ave, Chicago

    • Explore the history of the 1893 Chicago World's Fair with a knowledgeable guide
    • Hear stories and fun facts while playing clue-based games with a chance to win prizes
    • Enjoy enough food samples for a light meal and add a beer or glass of wine to the package
    • Get to know Chicago's history with an innovate and educational touring experience
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    6 positive reviews
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    Downtown Chicago Night Helicopter Tour

    Most tours are on a bus, Segway, or your own two feet. This tour takes you a little higher. On this 45-minute helicopter ride, you'll fly over Downtown Chicago and experience the Loop in a way you'll never forget. Soaring over the city, you will see Willis Tower (formerly Sears Tower), John Hancock Building, Navy Pier, and get up close and personal with the Chicago River. You'll rise above the cityscape and experience Chicago's art, architecture, and all-around ambiance from the skies. It can only be described as breathtaking and unforgettable.
    Downtown Chicago Night Helicopter Tour

    Schaumburg Regional Airport, Schaumburg

    • Soar over Chicago in a helicopter and enjoy breathtaking bird’s-eye views of the city
    • Discover the art and architecture of this historic city, like you’ve never before seen them
    • See famous sites, like Willis Tower, Millennium Park, Navy Pier and Chicago River
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    By Night Mafia and Blues Tour

    First, you will visit the chilling spot where the St. Valentine's Day Massacre murders took place and talk about the events that "lead" up to it. You'll learn about prohibition and how it still happens today in a different form and see how the music of the slaves known as the Blues became a powerful tool to help grow the Mafia in Chicago. Next you will explore some of the bars and nightlife that now dominates Chicago's north-side and will make a stop at a legendary bar previously owned by Al Capone, a Chicago Landmark. There will be some time to enjoy a drink (not included) and possibly some live music in the spirit of the 1920s. This tour will then end with a short sightseeing drive to enjoy the view of Chicago's skyline at night.
    By Night Mafia and Blues Tour

    Downtown Chicago Hotels, Chicago

    • Get inside tips from a local and expert tour guide
    • The small tour group ensures personal service for you and guests
    • This private tour is operated with just your party and a guide/driver
    • See the sights illuminated at night
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    1960's Nightlife in the Gold Coast Tour

    Mad about the 1960s? Get in touch with Chicago's seismic past with a sweeping walk through time! Journey alongside a local guide and historian, and enjoy fun facts and anecdotes designed to bring the past to life. Video, music, and vintage images help further shade modern-day destinations in black and white, and technicolor. The infamous Drake Hotel is up first for a peek at a provocative nightlife underscored by the Playboy Club and the influence of Hugh Hefner. Then, it's on to Rush Street, where class and vice used to dance arm in arm. A meander among the mansions and gaslights of the Gold Coast are up next, before ending your racy walk at the Pump Room, where Frank Sinatra kept a private booth, and celebrities came to unwind. Better bring a hanky. You’re going to need something to wipe that brow with.
    1960's Nightlife in the Gold Coast Tour

    140 E Walton Pl, Chicago

    • Explore 1960s Chicago on this multimedia nightlife tour
    • Visit the Drake Hotel, Rush Street, the Gold Coast, and the Pump Room
    • Overlay the experience with video, music, and vintage photographs
    • Sweep your imagination back to an era that now seems strangely foreign
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    Glide at Night Segway Tour

    (5)
    Maybe the lights from the gorgeous skyline aren’t enough for you. How do fireworks sound? Here’s your opportunity to see both! This tour highlights the Navy Pier fireworks display as well as allows you to enjoy the subtle Chicago skyline at dusk. View the festive background of lights from the Buckingham Fountain as the breeze and mist sweep past you. As Lake Michigan glistens with dazzling fireworks, experience the picturesque city of Chicago like you've never seen before--and watch it come alive!
    Glide at Night Segway Tour

    505 N Lake Shore Dr, Chicago

    • Watch fireworks light up the sky from Chicago’s Navy Pier
    • Take in picturesque sights as you explore the pier and its surrounding areas by Segway
    • Enjoy the cool breeze and festive atmosphere on this unique tour
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    5 positive reviews
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    Night Segway Tour

    (42)
    Hop on the most innovative tour to hit Chicago in years! Gliding through the Windy City on an eco-friendly Segway is the coolest ride of the 21st century. Far easier than walking, and more unique and personalized than a coach tour, riding a Segway personal transporter is a once-in-a-lifetime experience. See all the famous Chicago sights light up for the night, such as Buckingham Fountain, Navy Pier, and Lake Michigan. You'll receive a great orientation of Chicago from the informative commentary highlighting the city's past and present. Who knew learning about your city could be this much fun!
    Night Segway Tour

    910 S Michigan Ave, Chicago

    • Glide through the Windy City on an eco-friendly Segway
    • Visit the famous Chicago sights that light up the night, such as Buckingham Fountain and Navy Pier
    • Enjoy your guide’s stories and commentaries that highlight the city’s past and present
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    42 positive reviews

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