Cultural & Sightseeing · Tomorrow

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    Chicago Ghost Tour

    (9)
    The Windy City is known for her food, architecture, and haunting history! Join this walking tour as the sun sets through downtown Chicago, and hear some of the most gruesome and creepy local stories recounted by your expert guide. First stop is the Congress Hotel, known as the most haunted hotel in Chicago. Walk along the streets that H. H. Holmes, Chicago's first serial killer, wandered as he stalked his prey. Then, visit Death Alley and the site of the Eastland Disaster, and catch a glimpse of Chicago's sordid past through stories of the Everleigh Club, the 1900’s Red Light district, and famous downtown prison breaks. But consider yourself warned: this tour is not meant for the faint of heart, taking only those who seek a good thrill and are interested in the underbelly of Chicago.
    Chicago Ghost Tour

    520 S Michigan Ave, Chicago

    • Enjoy a spooky insider’s look at the haunted history of The Windy City on this after hours walking tour
    • Visit the locations where H. H. Holmes, Chicago’s first serial killer, wandered as he stalked his prey
    • Hear stories of gruesome and creepy happenings in Chicago
    • Gain a unique perspective on Chicago, and mingle with fellow tour goers
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    9 positive reviews
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    Historic Chicago Bar Tour

    (16)
    On this pub crawl with an educational twist, you'll explore Chicago's entertainment history and learn about prohibition, jazz, vices, and social clubs. You will interact with historic photos and videos on shared iPads and visit historic buildings for three drink stops. On this walking tour of Chicago, visit some magnificent lobbies and really engage with beautiful historic architecture. Historic photos and video clips are presented on shared iPads along with expert tour guide commentary.
    Historic Chicago Bar Tour

    435 N Michigan Ave, Chicago

    • Join a historic pub crawl with an educational twist as you enjoy delicious beverages
    • Explore Chicago's entertainment history and observe storied architecture
    • Learn about local prohibition, jazz, theater, vices, and social clubs
    • Interact with Chicago in one of the most unique ways imaginable
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    16 positive reviews
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    Amazing Local Flavors of Chicago Food Tour

    (9)
    Pig out, chow down, or buy yourself a first-class ticket to Nom Nom Town -- however you want to phrase it, there's no doubt about it: You're gonna be eating well during this one. The Amazing Local Flavors Tour combines the beauty and history of Chicago's Gold Coast, with fabulous unique local eats along the Magnificent Mile. You'll stop for 5-6 different food tastings. Potential stops could be at Pizano's Pizza, Drake Hotel, L'Appetito, Downtown Dogs, Billy Goat Tavern Grill, and Fanny Mae. Make sure you come hungry!
    Amazing Local Flavors of Chicago Food Tour

    864 N State St, Chicago

    • Tour Chicago's Gold Coast and Magnificent Mile, stopping at delicious local eateries along the way
    • Learn about the culture and history of the neighborhoods you pass through
    • Stop at Pizano's Pizza for a deep dish slice, or Billy Goat Tavern Grill for one of their famous cheeseburgers
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    9 positive reviews
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    Interior Architecture Loop Tour

    (13)
    Step inside magnificent lobbies, corridors, and the underground Pedway System for an in-depth look at architecture and a personal, cultural approach to experiencing downtown. Great for any time of year, you'll stay indoors for most of the walking tour. Highlights include a historic department store, a skyscraper church, the infamous Block 37, and the sparkling mosaics of the Chicago Cultural Center. You will also engage with photos and video clips on shared iPads, while a live tour guide shares expert commentary on this architectural and historical tour.
    Interior Architecture Loop Tour

    10 S Dearborn St, Chicago

    • Take an in-depth look at the architectural interiors of several Chicago landmarks
    • Explore the famous underground Pedway system
    • Engage with photos and video clips at each location
    • Uncover Chicago's marvelous history through architecture
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    13 positive reviews
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    Lincoln Park and Gangster Tour

    Before the Great Chicago Fire in 1871, Lincoln Park was home to German and Polish immigrants, but since the fire only reached the edge, it grew with the "worthy families" who had been forced out of downtown. On this guided walking tour, learn about the fascinating history of Lincoln Park, and how it has become a cultural center and youthful area with nearby DuPaul University and Notebaert Nature Center! Explore the dark side of this neighborhood beyond its beautiful scenery and collegiate history, including the bloody gang killings on Valentines Day and the capture and eventual death of the infamous Depression-era outlaw John Dillinger. Stop by at the Wise Fool’s pub before ending your night with passes to the Kingston BLUES club for a fully encompassing Chi-town experience!
    Lincoln Park and Gangster Tour

    2391 N Stockton Dr, Chicago

    • Learn about the fascinating history of Lincoln Park on this informative guided walking tour
    • Explore a cultural center and youthful area of Chicago with nearby DuPaul University
    • Follow your expert guide to hear about the Valentines Day massacre and the death of the infamous John Dillinger
    • Stop by at the Wise Fool’s pub, and end your night with passes to the Kingston BLUES club
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    Grand Chicago Tour and Pizza

    (6)
    What does Chicago really taste like? It can't be all hot dogs and skyscrapers, can it? Experience a real taste of the city and take a bite out of it. Here, you'll travel through the North Side and South Side business and residential districts, like the Loop, Downtown Chicago, and the Lakefront. As you wander through the city, you will view the new Millennium Park, Museum Campus, and Shedd Aquarium. Photo stops at Adler Planetarium and Lincoln Park Conservatory are definitely required and recommended. Once the tour closes, grab a bite of deep dish pizza and dream about the life of a Chicagoan.
    Grand Chicago Tour and Pizza

    17 E Monroe St, Chicago

    • Travel through Chicago's famous districts like North Side, South Side, the Loop, and Museum Campus
    • Stroll past the skyscrapers, Millennium Park, and Shedd Aquarium
    • Learn about the unique history of this gorgeous city
    • Nosh on authentic Chicago deep dish pizza
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    2 positive reviews
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    Chicago South Side Food and History Tour

    (13)
    “Food should be fun.” - Thomas Keller Is your food not fun enough? Try this cool food tour that will take you through Bronzeville, Hyde Park, Englewood, and Bridgeport! You'll get your fill on some of America’s best food, and learn a little bit about the food, history, and culture of the area. The neighborhood’s history includes stories of mayors, literary giants, politicians, entrepreneurs, musicians, and Barack Obama -- so you know that the tour’s got to be interesting! The best part? You'll be driven around by a chef who can teach you all about the history, process, and culture behind the delicious eats! Come get your fun on!
    Chicago South Side Food and History Tour

    455 North Park Drive, Chicago

    • Tour Bronzeville, Hyde Park, Englewood, and Bridgeport and discover its tastes
    • Learn about the South Side’s rich history, that includes barons of industry, Blues and Jazz immortals, and more!
    • Taste some of the more scrumptious delights the neighborhood has to offer!
    • Drive around with an experienced chef at the wheel
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    12 positive reviews
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    Sports History and Landmark Tour

    See the homes of Chicago's iconic sports teams as you are escorted in a comfortable van to the city’s top sports parks, learning the history of each during your journey. Begin by visiting the home of the Chicago Cubs—Wrigley Field. Originally built in 1914 as Weeghman Park for the Chicago Federal League baseball team, the Chicago Whales, the stadium name was changed when chewing-gum titan William Wrigley Jr. purchased the team in 1921. Next, stop at the United Center, home of the Chicago Bulls basketball team and Blackhawks hockey team, to see the bronze Michael Jordan statue, officially known as The Spirit. A tourist favorite, the statue was created shortly after Jordan’s retirement to commemorate his 3-consecutive NBA championships as a Chicago Bull. Your next destination is the oldest NFL stadium, Soldier Field. This lakefront field is home to the Chicago Bears.
    Sports History and Landmark Tour

    Hotel pickup, Chicago

    • If you are a sports fanatic, this tour is for you!
    • This tour shuttle you and your friends to the top sports parks in Chicago for the ultimate photo op
    • You will visit Chicago's historic Wrigley Field - built in 1914, the United Center - home of the Chicago Bulls and Blackhawks
    • End the tour at the Harry Caray's Water Tower with admission to the Chicago Sports Museum!
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    Crime and Criminals Bus Tour

    (1)
    Escape into the city's underworld of criminals and gangsters on a luxury bus with Chicago Crime Tours. Some of the world’s most famous criminals, mobsters and gangsters bamboozled their way through Chicago. Sit comfortably and enjoy seeing famous Chicago crime scenes from the 19th century through modern times. You'll stakeout crime scenes like the Biograph Theater and the site of the St. Valentine’s Day Massacre. You will also walk the notorious path that John Dillinger walked just before his death. Unlike basic Chicago walking tours, this crime and gangster bus tour can't be stopped by the Windy City weather.
    Crime and Criminals Bus Tour

    835 N Michigan Ave, Chicago

    • Investigate Chicago’s architectural landmarks where some of Chicago’s most notorious cases were tried and killed
    • Stakeout famous crime scenes like the Biograph Theatre and the site of the St. Valentine’s Day Massacre
    • Escape into the criminal past of Chicago’s various neighborhoods
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    1 positive reviews
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    1950s Nightlife in the Loop Tour

    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 Nightlife 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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