Night Tours · This Weekend

(6 activities)
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    City Lights Paddle

    (28)
    This nighttime adventure is so riveting you're basically guaranteed to wet yourself. Hop into a kayaking and explore the Chicago River during a guided tour in which you over six miles of water. As you row, you'll be mesmerized by the lights of Chicago at night rising high on either side of you and reflecting off of the water all around you. Your guide will point out some of the historical sights along the way, but this ride is more about letting the thrill of an evening excursion take over your imagination and fuel your sense of awe. Whether you've got some experience paddling or a you're a complete novice, you'll appreciate this intimate perspective of the urban landscape. Quench your thirst for fun with journey through the heart of Chicago.
    City Lights Paddle

    1220 W LeMoyne Ave, Chicago

    • Kayak across the city on the Chicago River during this energizing nighttime adventure tour
    • Learn about history and architecture Chicago as you paddle by several famous sites
    • Let a certified instructor show you the ropes during a safe row
    • Feel adrenaline of adventure consume your senses and fuel your sense of wonder
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    28 positive reviews
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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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    Original Chicago Hauntings Tour

    (9)
    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 Chicago, 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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    8 positive reviews
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    Downtown Chicago Night Helicopter Tour

    (1)
    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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    1 positive reviews
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    1893 World's Fair Tour with Bars

    (7)
    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 a couple of light snacks, and pause for a drink during 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

    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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    7 positive reviews
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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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