5 x Tours Pass
- 5 x Tours Pass includes:
Unlock the ultimate Chicago experience with our exclusive 5-tours pass! Explore the city’s landmarks and experience Chicago from every angle! Book your unforgettable adventure today! This pass is available for purchase between March and October.
- Overview
- Gangsters Food Walking Tour
- Secret Interior Architectural walking tour.
- Gangsters and Ghosts Minibus Tour
- City Sightseeing & Architecture Minibus Tour
- Riverboat Architecture Tour
$300 / $239
Per adult - KIDS GO FREE!
Already booked your tour pass? Click here to redeem!
- Tours Itinerary
Experience the best of Chicago on our top-rated city sightseeing & architecture minibus tour! Take a 90-minute guided bus tour through downtown, showcasing all the must-see sights and stunning skyline views from Lake Michigan. Enjoy multiple photo opportunities and engaging stories from our expert guide.
Tour Itinerary (itineraries are subject to change)
- Museum Campus (there will be a stop here)
- The famous Chicago bean (there will be a stop here)
- The Magnificent Mile (drive by without stopping)
- Gold Coast (drive by without stopping)
- Streeterville (drive by without stopping)
- Skydeck Chicago (drive by without stopping)
- Adler Planetarium (drive by without stopping)
- Millennium Park (drive by without stopping)
- Water Tower Place (drive by without stopping)
- Tribune Tower (drive by without stopping)
- Archdiosese of Chicago – Cardinal Mansion (drive by without stopping)
- End location: 465 N McClurg Ct, Chicago, IL 60611, USA.
Meeting location: 465 N McClurg Ct, Chicago, IL 60611, USA. Please meet your tour guide here 15 minutes before, this is where the tour will depart and drop off.
Uncover Chicago’s Hidden Gems: Exclusive Secret Interior Architecture Tour
Join us on an exclusive 90-minute walking tour of Chicago’s most iconic buildings and explore the secret interiors that few get to see. Led by expert guides, this tour showcases the stunning domes, intricate mosaics, and the masterful craftsmanship hidden inside the city's renowned architectural marvels. Walk through the historic Chicago Loop and immerse yourself in stories of ambition and innovation. Discover the ingenious architectural solutions that shaped Chicago's skyline, addressing the challenges of light, structure, and design. This is the ultimate experience for architecture enthusiasts and history lovers alike.
Tour Itinerary
- Chicago Loop
- LaSalle st. Financial District
- Chicago Union Station
- Rookery Building (closed on Sundays)
- Chicago Board of Trade or Field Building
- Marquette Building
- Palmer House
- Monadnock Building or Chicago Cultural Center
- Marshall Field and Company Building (end location)
(Itineraries are subject to change)
Tour Meeting Location:
Union Station, 255 S Canal St, Chicago, IL 60606, USA
Please meet your tour guide 15 minutes before, inside the Great Hall under the Clinton Street Sign!
Discover Chicago’s captivating past on our top-rated Gangsters and Ghosts sightseeing minibus tour, exploring the iconic Loop and River North neighborhoods, once dominated by notorious Italian and Irish gangs during Prohibition.
Delve into the city’s infamous organized crime history and hear spine-chilling tales from our expert guide about the ghosts that still roam these streets. The tour features 1 stop for an immersive experience, allowing you to witness Chicago’s history firsthand.
Tour Itinerary (itineraries are subject to change):
- Holy Name Cathedral
- Harry Caray’s Italian Steakhouse
- Chicago River
- The Chicago Theatre
- West Couch Place (Death Alley)
- The Art Institute of Chicago
- The Congress Plaza Hotel & Convention Center
- Jewelers Building
Experience the flavors and history of Chicago on this unique 90 – minute walking tour. Savor iconic dishes like prime steak, authentic deep-dish pizza, and the world-famous Chicago hot dog, all while walking the very streets once roamed by Al Capone and his fiercest rivals. Discover the tunnels used by gangsters as escape routes and see the bullet holes from one of Prohibition’s most notorious assassinations. This is the ultimate Chicago food and gangster history tour—a must for food lovers and history buffs alike!
Meeting Location: Please meet your tour guide 15 minutes before at 71 E Wacker
Drive – outside the Royal Sonesta Hotel & Hoyt’s Tavern.
Chicago Architectural River Cruise: Discover the Windy City’s Iconic Architectural History
Experience the ultimate 90-minute Chicago architecture riverboat tour, exploring the daring, unique, and historical designs that make Chicago a world-renowned architectural hub. Our expert-led tour delves into the innovative designs, visionary architects, and groundbreaking innovations that have shaped this remarkable city. Cruise along the Chicago River and uncover the iconic structures that attract architects and enthusiasts from across the globe. If you're ready to learn more about the designs and creators behind Chicago's skyline, grab your captain’s hat and join us for an unforgettable journey through the heart of Chicago architecture.
Tour Departure Location:
- Tours Location
- Chicago, USA
City Sightseeing and architecture Minibus Tour
Meeting Location:
465 N McClurg Ct, Chicago, IL 60611, USA. Click Here!
Please meet your tour guide here 15 minutes before, this is where the tour will depart and drop off.
Gangsters Food Walking Tour
Meeting Location:
71 E Wacker Drive – outside the Royal Sonesta Hotel & Hoyt’s Tavern. Click Here!
Please meet your tour guide 15 minutes before.
Secret Interiors Architectural Walking Tour
Meeting Location:
Union Station, 255 S Canal St, Chicago, IL 60606, USA. Click Here!
Please meet your tour guide 15 minutes before, inside the Great Hall under
the Clinton Street Sign!
Gangsters and Ghosts Minibus Tour
Meeting Location:
Palmer House a Hilton, 17 E Monroe Street, Chicago, 60603: Click Here!
Please meet your tour
guide 15 minutes before, there is where the bus will depart and drop off.
Riverboat Architecture tour
Meeting Location:
465 N McClurg Ct, Chicago, IL 60611. Click Here!
- Tours Location Gallery



Have Any Question?
Do not hesitate to contact us. We are an expert team and we are happy to talk to you.
- reservations@chicagotourpass.com
Read reviews from Chicago Tours travelers.
See what our satisfied travelers are saying about their unforgettable experiences!
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Amazing Views - The views, staff and weather was perfect. A must do when in Chicago, especially as first timers! Totally worth the money.
Ebony D
October 13, 2024
Amazing Tour - Mathew was amazing! Such great story telling, pace and flow of the tour. Loved all the historical information too.
Thank you.
Maya K
October 14, 2024 -
Great Host - Great host. Leant a lot about gangs in Chicago in 20s..Alan was fun and knowledgeable . The food at the steakhouse and Pizza due was really good
Paradise47541335218
October 15, 2024
Tour - The tour guide, Grant, was very knowledgeable, accommodating and engaging!
Really enjoyed this tour, and appreciated Grant being flexible re meeting the group at the 2nd stop due to... read more road closures.
nadiahart3
October 15, 2024
Excellent Tour - I went to the tour yesterday.
It was excellent wnd amazing.
I will definitely recommend it to everyone.
The tour guide Matt u believe was his name... read more was great. He gave us indeep story of the el Capone gangster beginning along side 3 amazing ghost stories.
Eva done the tour 13.10.24
Eva8806
October 15, 2024
This was my favorite way to tour the city!!! - We had an amazing time on this River Cruise. The staff were so kind, the experience was wonderful, and the driver was so knowledgeable it was actually mind blowing everything... read more we learned! Also, the bathrooms were nice and clean, plus there was plenty of space on the boat for everyone to move around.
Rachel P
October 14, 2024
Our Vision
To be the top provider of discounted tour passes, inspiring unforgettable Chicago experiences at great value.
Our Mission
To offer affordable, curated Chicago tours that make exploring the city easy and enjoyable for everyone.
