• Palmer House a Hilton Hotel - Gangsters and Ghosts Luxury Minibus Tour

Explore Chicago’s intriguing history on our highly-rated Gangsters and Ghosts Luxury minibus tour, covering the iconic Loop and River North neighborhoods, once ruled by infamous Italian and Irish gangs during Prohibition.

Dive into the city’s notorious organized crime past and hear chilling stories from our expert guide about the ghosts that still haunt these streets. The tour includes one stop for an immersive experience, allowing you to witness Chicago’s history up close.

• The Royal Sonesta Chicago Downtown - Gangsters and Ghosts Walking Tour

One of the best ways to truly get to know the infamous city of Chicago is by exploring its streets through a guided Chicago Gangster Tour or Ghost Tour, detailing the crimes, deals, and charisma that shaped the city.

We offer a 2-for-1 deal, providing historically-based guided tours of Chicago’s gangsters AND ghost stories, right from the Chicago Loop Vice District.

• The Royal Sonesta Chicago Downtown - Gangster Food Tour

Immerse yourself in the flavors and history of Chicago’s most innovative and violent past.

Savor prime steak, indulge in Chicago’s own deep-dish pizza, and relish the world-renowned Chicago Hot Dog. All while exploring the streets walked by Al Capone’s fiercest enemies and closest associates. Don’t miss seeing the tunnel gangsters used to escape jail or the bullet holes left behind after one of Prohibition’s most daring assassinations.

• Chicago River - Chicago Riverboat Architecture Cruise

On our signature cruise, one of our award-winning docents will showcase more than 50 skyscrapers, bascule bridges, and historic sites.

Spanning 156 miles when combined, the Chicago River is a system of rivers and canals that define the iconic skyline of Chicago today. The river, running through the city, including the city center Chicago Loop, is a testament to man-made design and infrastructure. Celebrated today, it’s a national landmark you must add to your travel list.

• Union Station - Chicago’s Secret Interior Architectural Walking Tour

Join seasoned guides on a journey to uncover the exquisite domes, shimmering mosaics, and elaborate craftsmanship hidden inside Chicago’s architectural marvels. Wander through the legendary buildings of Chicago’s Loop, and immerse yourself in the stories of ambition, intrigue, and fame. Witness firsthand the ingenious methods architects and engineers used to solve the challenges of illumination and structural integrity, all in their quest to leave an indelible mark on the world’s architectural stage.

• Chicago River Boat Architecture Tours - Luxury Minibus City Sightseeing Tour

Experience the best of Chicago on our top-rated luxury minibus city sightseeing tour! Enjoy a 90-minute guided bus tour through downtown, showcasing all the must-see sights and stunning skyline views from Lake Michigan in comfort and style. Take advantage of multiple photo opportunities and engaging stories from our expert guide. Book now for the ultimate Chicago sightseeing adventure!

• Hassle free booking - no referral to third party operators, we own all of the tours
• Excellent Reservations Department on hand for any queries or tour rescheduling
• Local expert tour guide on all tours
• Snacks
• Bottled water
• Available for purchase on board the Riverboat tour

• Gratuities

Explore our selection of discounted tour passes below and enjoy savings of up to $55 per person! Children aged 0-6 can join for free!

Experience hassle-free booking with no third-party referrals, as we own all the tours!

5 Tour Pass - SAVE $55 PER PERSON (Available March - October)

• Gangster & Food Walking Tour
• Secret Interior Architectural Walking Tour
• Gangsters & Ghosts Minibus Tour
• Luxury Minibus City Sightseeing Tour
• Riverboat Architecture Tour

4 Tour Pass - SAVE $40 PER PERSON (Available year-round)

• Gangsters Food Walking Tour
• Secret Interior Architectural Walking Tour
• Gangsters & Ghosts Minibus Tour
• Luxury Minibus City Sightseeing Tour

3 Tour Pass - SAVE $25 PER PERSON (Available March - October)

• Riverboat Architecture Tour
• Secret Interior Architectural Walking Tour
• Gangsters & Ghosts Walking Tour

2 Tour Pass - 2 TOURS FOR THE PRICE OF 1 (Available year-round)

• Secret Interior Architectural Walking Tour
• Gangsters & Ghosts Walking Tour

All tours are guided by an expert tour guide. Book now to secure the best value!

• The 3-tour and 5-tour passes are only redeemable March - October
• The 2-tour and 4-tour passes are redeemable year-round
• 1 year expiry on all tour passes
• 2-tour passes and 3-tour passes are wheelchair accessible
• Once you have purchased your pass, please contact [email protected]. We will provide you with a redemption code which you will use to book on to each tour included in your pass.

For a full refund, cancel at least 24 hours before the scheduled departure time.