Night Tours · Tomorrow

(6 activities)
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    Haunted Chicago Segway Tour

    (19)
    Steeped in violence, mafia-related crimes, and deadly fires that claimed hundreds of thousands of lives, Chicago's a city filled with haunts. On this tour, you'll glide around the streets of Chicago on a Segway, stopping at places like the Michigan Avenue hotel, allegedly the most haunted hotel in the city, and Death Alley, where victims of the terrible Iroquois Theater fire were found. At these eerie locales, hear stories about the creepy things that've happened like unexplainable deaths and self-playing pianos. Pass the site of the Iroquois Theatre fire where over six-hundred Chicagoans perished in a single day. Here, you'll have fun in the creepiest of ways. Just make sure you're sleeping with one eye open at night...
    Haunted Chicago Segway Tour

    238 E Monroe St, Chicago

    • Feel chills standing at infamous haunted hot spots throughout Chicago, such as Death Alley and the former site of Fort Dearborn
    • Glide on a Segway through the city streets to creepy locales like the Michigan Avenue hotel, considered the most haunted hotel in Chicago
    • Learn the stories and tales behind the ghosts that haunt the city today
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    19 positive reviews
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    1950s In The Loop Tour

    (3)
    Ah, the 1950's. The era of cozy suburban homes, white picket fences, train commuting. Like something out of a John Cheever story. Come find out more about this pivotal era in American history with a thoroughly entertaining tour of Chicago's 1950s nightlife. You'll start out in the theater district, exploring what going out in Chicago meant in the 50s. Then it's off to 2 gems of the Windy City -- the Berghoff, with its quirky history and excellent beer, and the great Palmer House Hotel. You'll hang out in the swanky lobby -- enjoying classic drinks, appetizers, and dessert -- all while learning the fascinating story of the hotel and its role in the city. This tour might just make you wish you had a time machine, so you could STAY in the 50s. At least until the 50s become the 60s... Then you can go back to your iPhones and Kindles.
    1950s In The Loop Tour

    16 W Randolph St, Chicago

    • Take a tour of some of Chicago's hippest 1950's-esque nightlife spots
    • Visit the theater district and learn what constituted "going out"back in the day
    • Walk to the Berghoff and the Palmer House Hotel, two fine Windy City attractions
    • Shmooze in luxury in the lobby of one of the nicest hotels in the country
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    3 positive reviews
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    1950's Nightlife in the Loop Tour

    (2)
    What was Chicago nightlife like 70 years ago? There's a 100% chance of finding out during this 50-themed tour! Walk through time on this immersive experience contextualized by video, music, and vintage photographs. Kick the show off in the Theater District, before heading off to get acquainted with the peculiar history and delicious brews of The Berghoff. Next, relax in the luxurious lobby of the Palmer House Hotel. Sip cocktails and savor nibbles, all while learning about the royal couple behind the hotel, Potter and Bertha Palmer. Plus, check out the Empire Room nightclub, which for forty years hosted some of the biggest names in entertainment. Tales and cocktails. Drink it all in.
    1950's Nightlife in the Loop Tour

    250 E Superior St, Chicago

    • Explore 1950s Chicago during a multimedia nightlife tour
    • Visit the Theater District, The Berghoff, and Palmer House Hotel
    • 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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    2 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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    Haunted Chicago Segway Tour

    (1)
    Do you believe in ghosts? If not, you may start to after this tour. As you follow your guide through the streets of Chicago on a personal Segway, you'll travel down secluded alleys, visit hotel lobbies, and glide along the Chicago River, listening as your guide recounts terrific tales of the city's haunted past, including disasters and gangster murders. Was that just a breeze you felt on your neck? Feel goosebumps on your arms and legs as you stand in the alley where more than 600 Chicagoans perished in 1903. Listen for the faint sound of an unmanned piano playing in the ballroom of the Michigan Avenue Hotel. Stand at the shore of the Chicago River -- the sight of Chicago's most tragic maritime disaster that claimed the lives of 800 people in 1915. Watch out, you don't want to become the haunter.
    Haunted Chicago Segway Tour

    100 S Michigan Ave, Chicago

    • Traverse Chicago's haunted alleys, hotel lobbies, and waterfront on a Segway
    • Recount the tales of the city's haunted past including disasters and infamous gangster murders
    • Embrace the dark side of Chicago's history as you visit the scariest sights the city has to offer
    • Enjoy views of the city lit up at night
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    1 positive reviews
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    Night Segway Tour

    (54)
    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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    54 positive reviews

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