Viator Rating : 5 (18 reviews)
Chicago
Unearth Chicago's Dark Side: A Haunted History Walking Tour
120
Overview
Chicago Ghosts & Haunted History Walking Tour: Explore Chicago's eerie past with chilling tales of serial killers and haunted sites like the Congress Hotel. Led by paranormal expert guides, this walking tour unveils the city's gruesome history and infamous red-light district. A super fun and spooky night out! 
Highlights
Congress Hotel Hauntings: Discover why the Congress Hotel is known as one of Chicago's most haunted locations, with tales of resident ghosts and eerie occurrences.
H.H. Holmes' Dark Legacy: Trace the footsteps of H.H. Holmes, America's first serial killer, and learn about his chilling crimes in Chicago.
Red Light District History: Uncover the scandalous history of Chicago's Everleigh Club and the Red Light District during the early 1900s.
Paranormal Expert Guidance: Benefit from the expertise of paranormal tour guides who provide insightful and captivating commentary on Chicago's haunted history.
Sentiment Analysis
Engaging storytelling by knowledgeable guides
-
Exploration of unique and lesser-known historical sites
-
Thrilling and spooky atmosphere
-
Well-organized and paced walking tour
Some stories may be too intense for sensitive individuals
-
Weather conditions can impact the enjoyment of the outdoor tour
Review Summary
The Chicago Ghosts & Haunted History Walking Tour receives high praise for knowledgeable and entertaining guides who vividly tell gruesome and spooky tales about Chicago’s haunted past. Guests appreciate the authentic locations like the Congress Hotel and the engaging storytelling that makes the history come alive. The tour duration of around 2 hours is well-balanced, and the sunset timing adds atmosphere. Some negative notes are minimal but include the walking nature of the tour possibly challenging for some and the lack of family-friendliness due to the mature content. Overall, travelers highly recommend this tour for an immersive and chilling look at Chicago’s ghostly history.
This page is synthesized and developed by Dyvarcity Team
More like this
Chicago
$100.95
Chicago Food, History & Architecture Walking Tour
4.9
(1152 reviews)
Duration: 270
minutes
Chicago in a Day: Explore Food, History, and Iconic Architecture. This walking tour takes people through the heart of Chicago, showcasing its food, history, and buildings. It's a tasty way to see the city and learn some fun facts.
Visitors will walk along the Riverwalk, see the Wrigley Building, and snap photos at Millennium Park by Cloud Gate, also known as 'The Bean'. The tour also explores hidden spots like the Chicago Pedway and the bustling energy of Chicago's Main Artery. Expert local guides share stories about Chicago's past, from the Prohibition era to the Great Fire.
This tour includes stops at the Chicago Theatre, City Hall-County Building and the Loop. It includes Chicago's famous eats like deep-dish pizza, a Chicago-style hot dog, and Italian beef. The tour is limited to a small group of 12, making it personal and relaxed. This experience is run by a certified B Corp, which means they care about ethical and responsible tourism.
Chicago
$65
Chicago's Hidden Pedway: Underground Walking Adventure
5.0
(27 reviews)
Duration: 180
minutes
Walking Tour: Underground Chicago via the Pedway is an adventure that explores the city's secret underground tunnel system, called the Pedway, and some special sights above ground. This walking tour is perfect for anyone who wants to see a different side of Chicago and learn about its history and culture.
The tour starts in the Swissotel lobby with a short introduction to the Pedway. Guests will go underground to visit the Cultural Center and see the beautiful Tiffany Dome. The tour continues through the Pedway to Macy's, where visitors can admire the Tiffany ceiling and the famous Walnut Room. Then the tour heads west to see the Picasso sculpture in Daley Plaza and the Chicago Temple with its Sky Chapel.
After a quick train ride, the tour arrives at the start of Route 66, where guests can take photos with the Art Institute's lion statues. Finally, the tour visits Millennium Park to see Cloud Gate (The Bean), Lurie Gardens, and Crown Fountain. The tour includes transit tickets and a local expert guide. Gratuities, food, and drinks are not included.
Chicago
$29
Unveiling Chicago's Riverwalk: A Historical Walking Tour
5.0
(12 reviews)
Duration: 120
minutes
Chicago's Riverwalk & History Tour explores the city's iconic skyline from a unique riverfront perspective. Discover architectural marvels and the rich history of the Chicago River. This walk offers an intimate, Instagrammable experience led by a local guide, revealing hidden stories of the Windy City. Perfect for architecture and history enthusiasts.
Chicago
$65
Chicago's Historic Pubs: A Spirited Walking Tour Through River North and the Loop
5.0
(9 reviews)
Duration: 210
minutes
Walking Tour: Historic Chicago Pubs in River North and the Loop blends history with Chicago's pub culture. Explore iconic sites like the Marquette Building and historic pubs, including The Berghoff's Adams Street Brewery and The Green Door Tavern. Discover hidden speakeasies, media tales, and antique-filled Monk's Pub. Remember to hydrate and pace yourself!
Chicago
$72
Uncover Chicago's Hidden History: A Segway Adventure
4.9
(52 reviews)
Duration: 140
minutes
The Chicago Insider Segway Tour unveils the city's captivating, often untold stories. Glide through Millennium Park and along the lakefront, discovering Chicago's Syndicate past and innovations. With professional guide, narrated stories, and equipment provided, immerse yourself in the Windy City’s forgotten tales.
Chicago
$849
Soar Above Chicago: A Private Helicopter Skyline Adventure
4.8
(126 reviews)
Duration: 45
minutes
Experience Chicago like never before with a Private 45-Minute Helicopter Tour. Enjoy breathtaking panoramic views of the city's iconic skyline with family or friends. This exclusive tour offers a thrilling and intimate experience, complete with live commentary and unparalleled photo opportunities. An unforgettable adventure awaits!
Nearby Events
Symphony Center-IL
Oct 04
8:00 PMLudovico Einaudi Solo Piano at Symphony Center
Ludovico Einaudi brings his captivating Solo Piano performance to Symphony Center in Chicago, showcasing his signature lyrical minimalism and refined harmonic textures. As one of the most influential composers of his generation, Einaudi draws on classical traditions while weaving in avant-garde, rock, and electronic influences, delivering an intimate evening of piano mastery.
Classically trained in Italy, Einaudi has built a illustrious 30-year career with acclaimed film scores for Academy Award-winners like Nomadland and The Father, plus TV series such as Doctor Zhivago and This Is England. His first-ever solo piano collection, simply titled Solo Piano and released on February 27th, highlights works spanning his career. Symphony Center, home to the Chicago Symphony Orchestra, offers world-class acoustics for this mesmerizing event.
Soldier Field
Aug 02
3:00 PMLiverpool FC vs Leeds United at Soldier Field Tickets
Liverpool FC vs Leeds United ignites Soldier Field in a fierce pre-season showdown between two historic English soccer rivals. As Liverpool, the 2024/25 Premier League champions, gear up under Arne Slot, they face a battle-hardened Leeds United side that went undefeated against the Reds last season, promising high-stakes action and tactical previews for the 2026-27 campaign.
This clash highlights the deep rivalry between Liverpool FC, with over 26 million US fans and the fastest-growing Premier League base in America, and Leeds United, returning to the US after 29 years. Soldier Field, Chicago's iconic NFL stadium home to the Bears and Chicago Fire, offers a massive stage with pristine pitch conditions optimized for elite soccer.
Soldier Field
Aug 21
7:00 PMUsher & Chris Brown R&B Tour at Soldier Field
The R&B Tour starring Usher Raymond & Chris Brown lights up Soldier Field in Chicago with an electrifying showcase of smooth vocals, high-energy choreography, and timeless hits. This dynamic duo, both R&B legends with chart-topping albums and sold-out residencies, promises a night of nostalgic anthems and fresh tracks that have fans buzzing about their unstoppable live chemistry.
Usher Raymond, known for his Super Bowl halftime mastery and Las Vegas residency success, pairs seamlessly with Chris Brown’s acrobatic dance moves and multi-platinum hits like 'No Guidance.' Soldier Field, Chicago’s iconic stadium on the lakefront, hosts massive concerts with stunning acoustics amid its historic columns.
Hard Rock Live Rockford
Sep 12
7:00 PMJonathan Van Ness Comedy Tour in Rockford
Jonathan Van Ness: Hot & Healed Comedy Tour 2026 at Hard Rock Live Rockford brings Jonathan Van Ness’s sharp wit, big personality, and polished storytelling to one of Rockford’s most popular live entertainment rooms. The show is positioned as a comedy-forward night built around Van Ness’s signature mix of humor, honesty, and high-energy stage presence.
Jonathan Van Ness is widely known as a breakout entertainer, author, podcaster, and television personality whose appeal spans comedy, pop culture, and advocacy. Hard Rock Live Rockford adds a sleek concert-and-theatre setting with the kind of intimate indoor atmosphere that suits a live comedy tour focused on connection, crowd energy, and clear sightlines.
American Family Field
Jun 18
1:10 PMBrewers vs. Guardians Tickets at American Family Field
Milwaukee Brewers vs. Cleveland Guardians at American Family Field brings together two competitive MLB clubs in a high-energy interleague matchup in Milwaukee. The Brewers’ home-field atmosphere, paired with the Guardians’ scrappy, disciplined style of play, gives this game strong appeal for baseball fans looking for a lively summer night at the ballpark.
Milwaukee has built a reputation around its passionate fan base and power-driven baseball tradition, while Cleveland is known for resilient, fundamentals-first play and clutch pitching. American Family Field adds to the experience with its retractable roof, fan-friendly layout, and classic Midwest baseball setting that makes it one of the most recognizable stops on the MLB calendar.
The Venue at Horseshoe Casino
July 10
8:00 PMJeff Dunham Tickets + Hotel Deals Hammond
Jeff Dunham brings his uproarious ventriloquist comedy to The Venue at Horseshoe Casino in Hammond, IN, featuring his iconic characters like Achmed the Dead Terrorist and Walter. Currently on tour with fresh material showcasing his mastery of puppetry and sharp wit, Dunham delivers non-stop laughter that has sold out arenas worldwide.
Jeff Dunham, a comedy legend with over 30 years of entertaining millions through TV specials, albums, and live shows, captivates with family-friendly humor and flawless impressions. The Venue at Horseshoe Casino offers an intimate 2,500-seat space perfect for immersive comedy experiences.
Chicago Best Things to Do: Concerts, Helicopter & Food Tours
The Chicago skyline is hiding a secret- a ton of them, actually. It’s more than a view: it’s got adventures you're meant to explore. Breathe in the winds and excitement of a helicopter tour, party at top concerts, or dive into food and pizza tours. Walk beside history on a gangster mob tour, take a fireboat or bus tour. Looking to get wild tonight? Find events going on sooner than tomorrow, from EDM to country concerts. Check all your bucket list boxes, and live stories you’ll remember forever.
View Chicago Activities