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Gangster And Ghost Tour Chicago

Gangster History Of Chicago

Chicago Gangsters & Ghosts TOUR

Throughout the years, Chicago became famous for its flamboyant gangster influence that started throughout the 1920s and 30s with slayings and chaos in every alleyway and street.

Interactions with gangsters became a daily ordeal with organized crime shootings leading the latest news headlines from Chicagos luxury hotels, speakeasies, and sidewalks. Although these infamous activities have settled, it is still alive, whether you want to believe it or not.

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What To Expect On The Gangsters And Ghosts Tour

One of the best ways to learn about the infamous city of Chicago is to do it from the streets, through a guided Chicago Gangster Tour or Ghost Tour, detailing the crimes, deals, and charisma that turned the city into what it is today.

This tour is a live guided tour, and the local expert stays with you all through the experience.

There are four Gangsters and Ghosts Tours daily at 11 am, 1 pm, 4 pm, and 8 pm.

The tour lasts around two hours and includes only ten travelers, guaranteeing an intimate experience.

During these two hours, you will walk 2.5 km in the area of The Loop.

This area was known as the vice district during the 1920s and 30s, and shady partying, deal-making, threats, speakeasy saloons, bootlegging, etc., were part of daily life here.

Visiting these haunted locations and old crime scenes where it all went down 100-years ago is an adrenalin-rush like no other.

Chicagos Gangsters and Ghosts Tour is not a theatrical tour but is led by historians.

You can cancel this tour ticket up to 24 hours in advance to receive a full refund.

Cost of ticket: US $35

Tens of thousands of tourists go on the Chicago Crime and Mob Bus Tour every year.

Or all the crime tours, the best is offered by Chicago Crime Tours and Experiences LLC.

On this 90 minutes to two-hour mafia tour, which happens on an air-conditioned coach, you learn about Chicagos gangster background.

Cost of tickets

Brief History Of Chicago

The history of the city of Chicago stretches back to the 17th century when different groups of people, from missionaries to French explorers, made their way to the shores of what is now known as the United States, although the beginning of the modern city known to the world today began in the 1830s when the area was incorporated as a town in 1833 and then a city in 1837. Its incorporation into a city was due to the major role it played in the transportation network and food production in the country. With business continuing in the area, development came to the area swiftly, as did the arrival of African American immigrants, Mexicans, Puerto Ricans, and many other groups of people from different parts of the world.


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It would not be long before this growing city experienced one of its saddest moments in history. This was 1871 when a fire disaster destroyed up to 18,000 people and led to the death of 300 people.

Soon the city became a place of music, vibrant saloons, and politics, as well as violent racial conflicts, gambling, and extreme pollution. Much of this history filled with good and bad characteristics is what makes up the city of Chicago known to the world today, and those visiting can take a peek at this city by engaging on tour.

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About Gangsters And Ghosts Tour

During the Roaring 20s, Chicagos business district served as the stomping grounds for Al Capone and other historic gangsters. Today, the district, known as the Loop, still contains remnants of that bygone time, and the Gangsters and Ghosts Tour exposes guests to those gangster gems. Each nights walking tour starts near Wyndham Grand Chicago Riverfront hotel and explores 1.5 miles over about two hours. During the tour, an historian leads guests to famous and little-known spots that once housed underground tunnels and speakeasies, relaying verified ghost stories along the way.

Gangsters and Ghosts Tour

Explore Chicago From A Different Perspective With The Gangster And Ghosts Tour

Explore the History of the City With the Best Chicago Tours

Get a close look at the #1 Gangster and Ghost Tours in Chicago!

For those who are interested in exploring Chicago from a different perspective a mix of ghosts and gangsters, this is a unique experience worth trying out during your stay in Chicago. Learn about the history of this distinguished American city on the places that started it all.

Enjoy the cream of the crop of both worlds with the 2 in 1, a history-based tour with a guide where you will learn about Chicagos gangsters and ghost stories, starting from the well-known Chicago Loop Vice District.

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Weird Chicago Haunted Tour

There are a number of tour companies that run haunted Chicago tours, but your best bet is Weird Chicago. Their regular tours hit all the hot spots and famous hauntings, but they also have specialized tours ranging from Ghost Hunter Thursdays to the more risqué Red Light District tour. If your group is large enough you can even book a private tourbut whatever you do, book early. October is the busy season, and this is an experience you dont want to miss.

The Weird Chicago bus tours pick up in front of the Hard Rock Café in downtown Chicago. The tours start later in the evening and can run for two or three hours, so grab a bite at any of the nearby restaurants before getting on the bus. Decked out with Halloween masks and pictures of famous ghosts and infamous denizens of the Windy City, the tour bus is a small refitted school bus. The tour makes enough stops that passengers can stretch regularly, so the less-than-plush transportation shouldnt dampen a night of ghost-hunting.

Each Weird Chicago Tour travels to different locations, and the guides have been known to take requests from knowledgeable patrons. There are places like the site of the Eastland disaster and the Iroquois Theatre where you can get off the bus to get closer to the haunting. The tour guides encourage people to bring cameras when they get off the bus to try to capture evidence of the world beyond the veil, though some nights seem to have greater ghostly activity than others.

The Congress Plaza Hotel

The Congress Plaza Hotel was built in 1893 and is undisputed by most as the most haunted hotel in Chicago.

The building is rumored to have been mobster Al Capones headquarters. There have been reports that his ghost is frequently seen near his old suite on the 8th floor.

People also talk about Peg Leg Jonny who is said to have been killed in an alley behind the hotel and is known to cause mischief such as rearranging furniture.

Theres another story of two children who were pushed from a 12th-story window by their mother. Its said all of these guests still roam the hallways of the Congress Plaza Hotel.

Guests have reported the elevators mysteriously stopping at the most haunted floors, blankets being pulled off them in the middle of the night, and sounds of whispering at the bottom of their beds.

Room 441 is considered the most haunted room in the Old Congress Hotel and has had the most ghost sightings, including the silhouette of a woman. Past guests of room 441 have reported objects being moved without being touched and the lights flickered on and off during the night.

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What Youll See On A Gangsters And Ghost Tour

Exploring the Chicago Loop Vice District, Gangsters and Ghosts tour groups typically meet at the Wyndham Grand Riverfront Hotel and spend time walking throughout the local area. The district got its name during the 20s and 30s when the area was riddled with speakeasy saloons, secret underground tunnels and shady deal-making.

Guests of the tour will visit various crimes scenes andhaunted locations where all kinds of infamous activities happened a centuryago, including:

  • The Congress Hotelconstructed in 1893, the visitation site of the ghost of Dr. Henry H. Holmes, Chicagos first serial murderer
  • Death Alleyalso known as Couch Place, this location is where more than 600 people fell or were trampled to death as they tried to escape a fire in the theater next door
  • Palmer Houseiconic for its importance during days of big bands and jazz starlets
  • Chicago Athletic Associationjust down the street from Al Capones former headquarters
  • Gangsters and Ghosts Tours typically end at the Congress Hotel

Book A Gangsters And Ghost Tour

Chicago Gangsters & Ghosts Tour| November 2021 Vlog II

Tickets for Gangsters and Ghost Tours should be purchased in advance online. Tours often sell out. Booking with is easy online. Online bookings show weekly availability including tour times as well as revealing tours that are already sold out. Pay for your tour in advance with a credit card and receive an email with all of the information you need about where and when tours meet as well as what to expect.

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Where To Begin To Explore Chicagos Seedy Side

There are many ways to explore the history of the city of Chicago. One can visit one of the numerous museums in the city and read about the history, but this exploration method is limited as it does not take one to visit the sites where some historic occurrences took place. This is why itâs important to join a tour, as it ensures guests are told the history of the city verbally while being taken to the historic sites around the city. When exploring Chicagoâs history, one interesting place to start is the gangster era of the city, as it was one of the most interesting.

Best Haunted Tour Chicago: Ghosts In The Windy City

Theres no better time to explore the seamier side of Chicagos past than on a blustery fall day as Halloween approaches. Wear something warm, bring a camera and someones hand to hold, and spend an evening finding out just how scary the Second City is on a haunted tour of Chicago.

After the haunted tour of Chicago we have our favorite picks for the most haunted restaurants and bars to visit and if you are truly daring, the most haunted hotel to stay the night!

From the massacre at Fort Dearborn in 1812 to the famous gangsters of the Prohibition, Chicago is a city steeped in historyand not all of it is savory. Every neighborhood has its scary stories and sordid histories. There is no better way to get the eerie details of the Chicago ghost stories than on a tour!

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Know More About This Tour

The area most associated with gangster era crime and haunting is know as The loop. This was the cities vice district during the roaring 20s and 1930s riddled with speakeasy saloons, secret underground tunnels used by bootleggers and the headquarters O|hare international airportf famous gangsters such as Al Capone. Guests O|hare international airportf the tour will have the rare O|hare international airportpportunity to visit some O|hare international airportf these famous haunted locations and old crime scenes throughout Chicagos downtown. Places like the haunted Congress Hotel, Death Alley and the Palmer house will all be visited along this tour. Bring your camera because you never know when you might see a ghost!

This tour is guided by a Historian. It is not theatrical, but rather the tales are told in a more around the campfire fashion. Spooky and verified ghost stories will be shared throughout the tour along with visiting the famous gangster hang outs.

Tour Length and Distance

This is a 2 2.5 hour walking tour through The loop area of the citys downtown district. The tour is about 1.5 miles long with frequents stops and a refreshment/restroom break.

Tour Time and Meeting Location

The tour meets at 8 p.m. nightly next to the Wyndham Grand Riverfront Hotel at 73 E. Upper Wacker Drive on the corner of Wacker Drive and N. Wabash.

The Best Tours In The Windy City Accept No Imitations

Chicago: Gangsters and Ghosts 2

WEIRD CHICAGO TOURS THE WINDY CITYS BEST!All Weird Chicago Bus Tours!Bus Tours: $30 Bus Tours: $25 Pub Crawls: $35 BUS TOURS DEPART FROM:Just Outside of McDonalds on Clark Street

WEIRD CHICAGO TOURS COME EXPECTING THE UNEXPECTED WITH US!Were not like any other tour in the Windy City were the tour that other companies come to when theyre looking for ideas. Why dont we offer an itinerary of our stops? Because we always want to want to keep you guessing! Plus, our tour often changes so that we can keep offering you a unique and exciting experience! Weve been voted the best tour in Chicago for a reason, so see the schedule and join us soon!

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Gangsters And Ghosts Tours

As we mentioned in previous sections, some tours focus on both the dark and twisted stories from Chicagos criminal history and reported hauntings that have taken place in the city.

If youre interested in learning about both subjects while youre exploring Chicago, these tours provide an excellent opportunity to discover a side of the windy city that some visitors never get to see.

One popular option is a 2-hour walking tour which includes stops at several notable locations in the Chicago Loop such as the Congress Hotel, the Palmer House, and Death Alley.

Weird Chicago Tours General Information

H.H. Holmes from Weird Chicagos The Devil & the White City Tour

  • See the public tour schedule above or arrange a private tour for your group! All Reservations made online!

  • The Weird Chicago Bus Tours run about 3 hours in length. We travel all over the city and we do get on and off the bus throughout the tour. We use air-conditioned and heated buses, but are frequently off the bus, so be sure to dress for the weather! We do not offer an itinerary or list of stops for the tour. It can sometimes change and sadly, other companies copy our tours so wed rather keep that info to ourselves and share it with our guests during the tour! Just come expecting the unexpected and youâll be glad you did!

  • All tours take place rain or shine. We do get off the bus. If itâs raining, bring an umbrella. We donât cancel because of weather . Dress according to the temperature and conditions!

  • This is also the case for walking tours we offer the tour even if it rains and ask you to bring an umbrella.

  • Children over the age of 10 are welcome on the tours, but its not recommended for kids under the age of 10. Sorry, no babies or infants in strollers on bus tours. No one under the age of 21 is allowed on our pub crawls or the Roaring 20s Tour when operating.

  • Our walking tours are offered for people of all ages, including children. We do have one pub stop on the walking tour but it is family-friendly.

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Exploring Chicagos Murder Cases

The numerous deaths that occurred in Chicago have made the city one of ghosts and haunted sites. Most sites that now seem normal were locations for some horrific murders committed by serial killers and gangsters.

The Murder Castle is one of the popular haunted sites associated with mass murder in Chicago. The story surrounding this castle can be traced to Americas first serial killer, a man who took the name – H.H Holmes, actively operated in Chicago and oversaw the murder of 27 people, including two of his daughters, according to his confessions. This number remains one of discussion to this day as some sources claim he oversaw the murder of up to 200 individuals while others claim he only murdered nine people.

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His most popular mission is said to have been carried out during the Chicago World Fair when he lured people into a place he touted as a hotel with comfortable rooms. With visitors coming to Chicago from all over the country for the event, H.H. Holmes succeeded in taking some to the said hotel. Those visitors never came out, and the details that follow are gruesome. While the original building was destroyed in 1938, one can still visit the site today, which now hosts the Englewood Post Office.

Gangsters And Ghost Tours

Gangster Tour of Chicago | Al Capone, Frank Nitti, Sam Giancana, Dean O’Banion and more!

Interested in the secret pursuits of mobsters, hoodlums andeven ghosts? Then Chicago is the right place for you! Get a two in one tourthat features dark occurrences in the shadows: both the criminal underworld aswell as the world of strange happenings related to the paranormal.

Bootleggers and criminals, such as the disreputable Al Capone, are featured in this exciting and informative tour of one of Americas favorite cities with a seedy past. Offering guided walking tours based on nefarious history and shocking events, Gangsters and Ghosts Tours tells stories and secrets of infamous happenings, underground activities and illegal endeavors throughout the two-hour outing.

Visitors to Chicago wont want to miss out on the opportunityto immerse themselves in the City of Bullets, a nickname referring to thecriminal history of Chicagos past. Even natives of the city can gleaninteresting information and see old sites from a new perspective by taking alook at the darker side. Guests on this exploration will follow in thefootsteps of some scandalous characters, such as Scarface, while hearinghair-raising stories of death by fire, or tales of a Murder Castle.

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