Date Night · This Weekend

(7 activities)
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    Earn Your Wings in Naperville

    (9)
    Have you always wanted to feel the thrill of free falling without having to, well, jump out of an airplane?! What if you could feel the adrenaline rush of skydiving MINUS your totally understandable fear of heights? Well, here's your chance! iFLY is an indoor skydiving facility that creates true free fall conditions. You'll float inside iFLY's 1,000 hp vertical wind tunnel -- with absolutely NOTHING attaching you to planet earth. And with the Earn Your Wings package, you'll get the ultimate beginner-level package for a great introduction to indoor skydiving: 2 unforgettable one-minute flights, plus hands-on assistance and a comprehensive training session from your personal flight instructor. You'll even get to take home a personalized flight certificate to show off to your friends. This is one indoor aerial experience you don't want to miss! Note: The total duration of the activity is 2 hours, which includes 1 hour of training. Includes use of all the flight gear. If you have had a prior shoulder dislocation, back, or neck problems or if you are pregnant, you should not fly. Those less than 6 feet tall must weigh less than 230 pounds, and those over 6 feet must weigh less than 250 pounds. Flyers can be as young as 3 years of age; there is no upper age limit. Participants under 18 years must have parent or legal guardian present to sign Release of Liability.
    Earn Your Wings in Naperville

    1752 Freedom Dr, Naperville

    • Experience the adrenaline rush of skydiving without having to jump out of an airplane
    • Benefit from the ultimate beginner's package, with everything you need to have a great first flight
    • Feel safe and prepared with hands-on assistance from your personal flight instructor
    • Channel your inner super hero as you float in iFLY Chicago's 1,000 hp vertical wind tunnel
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    9 positive reviews
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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, New York

    • 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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    The Railcar Escape game

    (14)
    It was just another normal day in the city. You rub the sleep out of your eyes as you struggle onto the train. Ugh, Mondays. All of the sudden -- the lights cut out and the train comes to a screeching halt! A screen flickers to life and a face appears. A crazed hacker has commandeered your train and has programed it to slam into the center of Chicago! You and your team members will have to use your wits to avert this catastrophe and save your own lives. You have 60 minutes to outsmart the hacker or you'll be blown to bits and the city of Chicago will be left with a gaping wound that may never heal. Good luck!.
    The Railcar Escape game

    1579 N Milwaukee Ave #350, Chicago

    • Prevent your train from hurtling into the center of Chicago killing all the passengers and innocent civilians in the process
    • You and your fellow passengers will have to work together to thwart an evil hackers plans
    • Use your brains and your creativity to find clues and solve puzzles
    • Immerse yourself in an exciting adventure and beat the hacker before your time runs out
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    14 positive reviews
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    Tommy Gun's Garage Interactive Theater (Wed, Thurs, Sun)

    (20)
    Welcome to the only speakeasy dinner show in Chicago! At Tommy Gun's Garage, just say the password, and you'll be transported back to the roaring twenties -- the era of speakeasies and flappers! See silent movies playing and memorabilia from the 1920's. After a great dinner of pasta, steak, fish or chicken, join "Vito", "Gloves", the "Mugs," and the "Molls" for non-stop comedy and dangerous fun. They will entertain you with singing, dancing, and a LOT of audience participation. It's a night out in Chicago you'll never forget!
    Tommy Gun's Garage Interactive Theater (Wed, Thurs, Sun)

    2114 S Wabash Ave, New York

    • Transport to a roaring twenties speakeasy, filled with silent movies and 1920s memorabilia
    • Enjoy a delicious dinner and show, filled with comedy, dance, and lots of audience participation
    • Be entertained as gangsters and flappers dance the Charleston to the music of Cole Porter and George Gershwin
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    20 positive reviews
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    Pizza & Cocktails Tour

    (6)
    Sometimes when you're in Chicago, a pizza tour isn't a party until you throw in adult beverages. The Pizza & Cocktails Tour combines the best of Chicago... Pizza & Wine/Beer! Start off in the neighborhoods with the locals and some of the best pizza, paired with cocktails and fun. The tour includes a full slice of pizza and a wine or beer at each stop. Red wine, white wine, or maybe even a microbrew... whatever your preference for pairing with each unique style of pizza is fair game. You'll get dinner and drinks at four of the best local pizzerias, with five types of pizza, as well as transportation, provided via Dough Force One. Now, who's ready for some fun?!
    Pizza & Cocktails Tour

    1310 S Wabash Ave, Chicago

    • Tour Chicago through its neighborhoods, uncovering the best pizza available
    • Pair each delicious slice with a cocktail and a bit of fun
    • Enjoy dinner and drinks at four of the best local pizzerias
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    6 positive reviews
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    Pizza & Beer Tour

    (13)
    Pizza and beer -- can the world get any better? Wait, it can. Chicago deep dish and beer! On this Chicago pizza-tasting tour, visit four local pizzerias to try the Windy City's famous pizza, and pair it with a cold beer or glass of fine wine. Relax and mingle with the locals as you indulge in the city's famous pizza. Your tour will include four famous pizzerias: Flo and Santos with their original Polish Pizza; Sono Wood Fired and their intense toasty and lightly charred flavors and fresh ingredients; Coalfire, whose signature coal oven delivers an American spin on the classic Neapolitan-style pizza; and to top it off, classic Chicago deep-dish pizza at Pizano's Pizza and Pasta. The best part, in between stops, have some fun with the onboard karaoke machine. Who's singing some Foreigner? Note: You must be 21 years old to attend the tour.
    Pizza & Beer Tour

    1310 S Wabash Ave, Chicago

    • Embark on a food adventure as you visit four local pizzerias, try famous Chicago pizza, and relax over cold beer or fine wine
    • Relax and mingle with locals as you enjoy some famous slices
    • Enjoy a ride on a mini-coach bus, while using the onboard karaoke machine
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    12 positive reviews
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    Intro Tango Dance

    (3)
    It takes two to tango -- but at least one of you needs to know the steps to the dance. You're an expert in your field. You've boldly brokered billion dollar deals, tussled with abstract mathematical equations, and pleaded your case to the highest court. But when it comes to the dance floor, you have flashbacks to your first middle school dance. Needless to say, it did not go well. Shake off the jitters and learn to move like a god(dess) across the dance floor as Al shows you the basics of the Argentine Tango. You'll spend your first class learning some easy steps that will have you dancing in no time. The Tango is a fluid, relaxing dance that will improve your confidence and your self-awareness. Don't let your dance demons hold you back. Learn to dance like nobody's watching -- and the next time someone asks you to tango, you'll be ready!
    Intro Tango Dance

    735 W 35 St , Chicago

    • Explore the history, musicality, and culture behind Argentine tango
    • Understand the fundamental movements of tango, such as the embrace and basic steps
    • Learn proper body control needed for these elegant and seductive moves
    • No experience necessary
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    3 positive reviews

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