Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

Puzzling Adventures


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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Park Row

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Very enjoyable!
Kelly L.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Deez Ovarieez
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Puzzling Adventures Highlights

  • 250+ Locations
  • Photo Challenges
  • Flat rate price
  • Enriching
  • Informative
  • No reservations
  • Accessible
  • Kid friendly
  • Exploration
  • Team building
  • Outdoor activity
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention

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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

Film Row Walking Tour Dearborn Homes Walking Tour Harbor Square Walking Tour Carpenters Addition Walking Tour Chicago Walking Tour Maplewood Courts Walking Tour Fort Dearborn Addition Walking Tour Jane Addams Homes Walking Tour Park Row Walking Tour Bohemian California Walking Tour Maplewood Walking Tour Humboldt Walking Tour Carl Sandburg Village Walking Tour Prairie Avenue Courts Walking Tour Ukrainian Village Walking Tour Mckinley Park Walking Tour Olsen Hansen Row Houses Walking Tour Pilsen Walking Tour West Town Walking Tour Lake View Walking Tour Grant Park Walking Tour Bucktown Walking Tour Loop Walking Tour Mount Pleasant Walking Tour Marshall Field Garden Apartments Walking Tour Canalport Walking Tour Shantytown Walking Tour Oakenwald Walking Tour South Commons Walking Tour Burnham Place Walking Tour Garfield Park Walking Tour Killgubbin Walking Tour Prairie Shores Walking Tour Sheffield & Depaul Walking Tour Millenium Park Walking Tour Near North Side Walking Tour Ida B Wells Housing Project Walking Tour Mccormickville Walking Tour Grant Village Walking Tour Aldine Square Walking Tour Armour Square Walking Tour Lake Meadows Walking Tour Grace Abbott Homes Walking Tour Magnificent Mile Walking Tour Oakland Walking Tour Fuller Park Walking Tour United Center Walking Tour Lower West Side Walking Tour South Branch Addition Walking Tour Prairie Courts Walking Tour Rush & Division Walking Tour Canal Trustees Walking Tour Robert Brooks Homes Walking Tour Little Italy Uic Walking Tour Garibaldi Square Walking Tour East Village Walking Tour West Loop Walking Tour River North Walking Tour Belgravia Terrace Walking Tour Greektown Walking Tour Printers Row Walking Tour Wicker Park Walking Tour Frances Cabrini Homes Walking Tour Streeterville Walking Tour Conleys Patch Walking Tour Carville Walking Tour Cabrini Addition Walking Tour Duncans Addition Walking Tour Gold Coast Walking Tour Victor A Olander Homes Walking Tour Near South Side Walking Tour East Garfield Park Walking Tour Locks Walking Tour Stateway Gardens Historical Walking Tour Mid North District Walking Tour Bridgeport Walking Tour Claremont Cottages Walking Tour Kinzies Addition Walking Tour Logan Square Walking Tour Chinatown Walking Tour Old Town Walking Tour Central Station Walking Tour Cleaverville Walking Tour Douglas Walking Tour Ducktown Walking Tour William Green Homes Walking Tour Swede Town Walking Tour Cityfront Place Walking Tour Towertown Walking Tour Little Sicily Walking Tour Boystown Walking Tour Little Hell Walking Tour Cityfront Center Walking Tour Near West Side Walking Tour Lincoln Park Walking Tour Wolcotts And Bushnells Additions Walking Tour Museum Campus Walking Tour Fifty Acres Walking Tour Bronzeville Walking Tour Hamlin Park Walking Tour

Escape Room

Ukrainian Village Escape Room Little Italy Uic Escape Room Jane Addams Homes Escape Room Loop Escape Room Stateway Gardens Historical Escape Room Mount Pleasant Escape Room Cleaverville Escape Room Park Row Escape Room Lake Meadows Escape Room Lower West Side Escape Room Bridgeport Escape Room Logan Square Escape Room Boystown Escape Room Lake View Escape Room Canalport Escape Room Prairie Shores Escape Room Film Row Escape Room Aldine Square Escape Room Chinatown Escape Room Shantytown Escape Room Mckinley Park Escape Room Chicago Escape Room Prairie Avenue Courts Escape Room Little Sicily Escape Room Maplewood Courts Escape Room Oakland Escape Room Armour Square Escape Room Claremont Cottages Escape Room West Loop Escape Room Oakenwald Escape Room Greektown Escape Room Victor A Olander Homes Escape Room Carpenters Addition Escape Room Garibaldi Square Escape Room Conleys Patch Escape Room South Commons Escape Room Central Station Escape Room Kinzies Addition Escape Room Near West Side Escape Room Millenium Park Escape Room Prairie Courts Escape Room Bronzeville Escape Room Carville Escape Room Wicker Park Escape Room Sheffield & Depaul Escape Room Mid North District Escape Room Belgravia Terrace Escape Room Gold Coast Escape Room Wolcotts And Bushnells Additions Escape Room Douglas Escape Room Pilsen Escape Room United Center Escape Room Robert Brooks Homes Escape Room Maplewood Escape Room Near South Side Escape Room River North Escape Room Fifty Acres Escape Room Magnificent Mile Escape Room Cityfront Center Escape Room Grant Village Escape Room South Branch Addition Escape Room Little Hell Escape Room Cabrini Addition Escape Room Bucktown Escape Room Frances Cabrini Homes Escape Room Old Town Escape Room Cityfront Place Escape Room Lincoln Park Escape Room Fort Dearborn Addition Escape Room Harbor Square Escape Room Bohemian California Escape Room Towertown Escape Room East Garfield Park Escape Room Olsen Hansen Row Houses Escape Room Swede Town Escape Room Ducktown Escape Room Carl Sandburg Village Escape Room Grant Park Escape Room Streeterville Escape Room Ida B Wells Housing Project Escape Room Killgubbin Escape Room Humboldt Escape Room Hamlin Park Escape Room West Town Escape Room Fuller Park Escape Room Near North Side Escape Room Marshall Field Garden Apartments Escape Room Dearborn Homes Escape Room William Green Homes Escape Room Locks Escape Room East Village Escape Room Grace Abbott Homes Escape Room Duncans Addition Escape Room Canal Trustees Escape Room Burnham Place Escape Room Rush & Division Escape Room Mccormickville Escape Room Museum Campus Escape Room Garfield Park Escape Room Printers Row Escape Room

Amazing Race

Victor A Olander Homes Amazing Race Bridgeport Amazing Race Frances Cabrini Homes Amazing Race West Town Amazing Race South Branch Addition Amazing Race East Village Amazing Race Mid North District Amazing Race Prairie Avenue Courts Amazing Race Park Row Amazing Race William Green Homes Amazing Race East Garfield Park Amazing Race Bronzeville Amazing Race Fifty Acres Amazing Race Wicker Park Amazing Race Magnificent Mile Amazing Race Olsen Hansen Row Houses Amazing Race Oakland Amazing Race Ida B Wells Housing Project Amazing Race Dearborn Homes Amazing Race Gold Coast Amazing Race Chicago Amazing Race Greektown Amazing Race Carpenters Addition Amazing Race Wolcotts And Bushnells Additions Amazing Race Douglas Amazing Race Swede Town Amazing Race Canal Trustees Amazing Race Streeterville Amazing Race Little Hell Amazing Race Boystown Amazing Race Film Row Amazing Race River North Amazing Race Lincoln Park Amazing Race Belgravia Terrace Amazing Race Humboldt Amazing Race Fuller Park Amazing Race Garfield Park Amazing Race Old Town Amazing Race Conleys Patch Amazing Race Robert Brooks Homes Amazing Race Bohemian California Amazing Race Cleaverville Amazing Race Logan Square Amazing Race Lake View Amazing Race Armour Square Amazing Race Jane Addams Homes Amazing Race Bucktown Amazing Race Hamlin Park Amazing Race Shantytown Amazing Race Grant Village Amazing Race Sheffield & Depaul Amazing Race Cityfront Place Amazing Race Carville Amazing Race Museum Campus Amazing Race Harbor Square Amazing Race Chinatown Amazing Race Canalport Amazing Race West Loop Amazing Race Mount Pleasant Amazing Race Little Sicily Amazing Race Lower West Side Amazing Race Cabrini Addition Amazing Race Claremont Cottages Amazing Race Central Station Amazing Race Mccormickville Amazing Race Fort Dearborn Addition Amazing Race Burnham Place Amazing Race Killgubbin Amazing Race Loop Amazing Race Pilsen Amazing Race Little Italy Uic Amazing Race Grace Abbott Homes Amazing Race Duncans Addition Amazing Race Prairie Shores Amazing Race Near West Side Amazing Race Near North Side Amazing Race United Center Amazing Race Maplewood Courts Amazing Race Aldine Square Amazing Race Garibaldi Square Amazing Race Maplewood Amazing Race Locks Amazing Race Stateway Gardens Historical Amazing Race Millenium Park Amazing Race Grant Park Amazing Race Kinzies Addition Amazing Race Rush & Division Amazing Race Carl Sandburg Village Amazing Race Printers Row Amazing Race Cityfront Center Amazing Race Marshall Field Garden Apartments Amazing Race Near South Side Amazing Race Prairie Courts Amazing Race South Commons Amazing Race Towertown Amazing Race Mckinley Park Amazing Race Ukrainian Village Amazing Race Lake Meadows Amazing Race Ducktown Amazing Race Oakenwald Amazing Race

Treasure Hunt

Ukrainian Village Treasure Hunt Killgubbin Treasure Hunt Harbor Square Treasure Hunt Conleys Patch Treasure Hunt Humboldt Treasure Hunt Aldine Square Treasure Hunt West Town Treasure Hunt Little Hell Treasure Hunt Lower West Side Treasure Hunt Prairie Shores Treasure Hunt Little Sicily Treasure Hunt Maplewood Treasure Hunt Printers Row Treasure Hunt Fort Dearborn Addition Treasure Hunt Museum Campus Treasure Hunt Victor A Olander Homes Treasure Hunt Little Italy Uic Treasure Hunt Mid North District Treasure Hunt Jane Addams Homes Treasure Hunt Bronzeville Treasure Hunt Bucktown Treasure Hunt Cleaverville Treasure Hunt Grant Village Treasure Hunt Near North Side Treasure Hunt Canalport Treasure Hunt Swede Town Treasure Hunt Mckinley Park Treasure Hunt Mount Pleasant Treasure Hunt Armour Square Treasure Hunt River North Treasure Hunt Near West Side Treasure Hunt Bohemian California Treasure Hunt Chicago Treasure Hunt Duncans Addition Treasure Hunt Marshall Field Garden Apartments Treasure Hunt Rush & Division Treasure Hunt Sheffield & Depaul Treasure Hunt Hamlin Park Treasure Hunt Garfield Park Treasure Hunt Dearborn Homes Treasure Hunt Millenium Park Treasure Hunt Bridgeport Treasure Hunt Old Town Treasure Hunt Locks Treasure Hunt Frances Cabrini Homes Treasure Hunt Wicker Park Treasure Hunt Chinatown Treasure Hunt Fuller Park Treasure Hunt Boystown Treasure Hunt Lake Meadows Treasure Hunt Greektown Treasure Hunt Robert Brooks Homes Treasure Hunt Mccormickville Treasure Hunt Prairie Courts Treasure Hunt Grant Park Treasure Hunt Burnham Place Treasure Hunt Cityfront Place Treasure Hunt Cabrini Addition Treasure Hunt Fifty Acres Treasure Hunt Garibaldi Square Treasure Hunt Lincoln Park Treasure Hunt Towertown Treasure Hunt Oakland Treasure Hunt South Commons Treasure Hunt Ida B Wells Housing Project Treasure Hunt Pilsen Treasure Hunt Oakenwald Treasure Hunt Park Row Treasure Hunt West Loop Treasure Hunt Claremont Cottages Treasure Hunt Logan Square Treasure Hunt Shantytown Treasure Hunt Grace Abbott Homes Treasure Hunt Lake View Treasure Hunt Prairie Avenue Courts Treasure Hunt Wolcotts And Bushnells Additions Treasure Hunt Maplewood Courts Treasure Hunt Ducktown Treasure Hunt Carl Sandburg Village Treasure Hunt Loop Treasure Hunt Streeterville Treasure Hunt Gold Coast Treasure Hunt Canal Trustees Treasure Hunt Kinzies Addition Treasure Hunt Douglas Treasure Hunt South Branch Addition Treasure Hunt Near South Side Treasure Hunt Stateway Gardens Historical Treasure Hunt Cityfront Center Treasure Hunt United Center Treasure Hunt Central Station Treasure Hunt East Village Treasure Hunt William Green Homes Treasure Hunt Film Row Treasure Hunt Carpenters Addition Treasure Hunt Magnificent Mile Treasure Hunt East Garfield Park Treasure Hunt Belgravia Terrace Treasure Hunt Carville Treasure Hunt Olsen Hansen Row Houses Treasure Hunt

Scavenger Hunt

Maplewood Courts Scavenger Hunt River North Scavenger Hunt Shantytown Scavenger Hunt Chicago Scavenger Hunt Oakenwald Scavenger Hunt Grant Village Scavenger Hunt West Town Scavenger Hunt Bohemian California Scavenger Hunt Prairie Avenue Courts Scavenger Hunt Canalport Scavenger Hunt Cleaverville Scavenger Hunt Little Sicily Scavenger Hunt Printers Row Scavenger Hunt Rush & Division Scavenger Hunt Bucktown Scavenger Hunt United Center Scavenger Hunt Fuller Park Scavenger Hunt Oakland Scavenger Hunt Millenium Park Scavenger Hunt Greektown Scavenger Hunt Mid North District Scavenger Hunt Armour Square Scavenger Hunt South Commons Scavenger Hunt Grace Abbott Homes Scavenger Hunt Harbor Square Scavenger Hunt Douglas Scavenger Hunt Belgravia Terrace Scavenger Hunt Locks Scavenger Hunt Humboldt Scavenger Hunt East Garfield Park Scavenger Hunt Carville Scavenger Hunt Victor A Olander Homes Scavenger Hunt Marshall Field Garden Apartments Scavenger Hunt Boystown Scavenger Hunt Swede Town Scavenger Hunt Duncans Addition Scavenger Hunt Cityfront Center Scavenger Hunt Burnham Place Scavenger Hunt Old Town Scavenger Hunt Fifty Acres Scavenger Hunt Prairie Shores Scavenger Hunt Ducktown Scavenger Hunt Garfield Park Scavenger Hunt Bronzeville Scavenger Hunt Sheffield & Depaul Scavenger Hunt Cityfront Place Scavenger Hunt Conleys Patch Scavenger Hunt Olsen Hansen Row Houses Scavenger Hunt Ukrainian Village Scavenger Hunt William Green Homes Scavenger Hunt Lower West Side Scavenger Hunt Frances Cabrini Homes Scavenger Hunt Film Row Scavenger Hunt East Village Scavenger Hunt Logan Square Scavenger Hunt Near North Side Scavenger Hunt Little Hell Scavenger Hunt Little Italy Uic Scavenger Hunt Chinatown Scavenger Hunt Dearborn Homes Scavenger Hunt Stateway Gardens Historical Scavenger Hunt Lake View Scavenger Hunt Lake Meadows Scavenger Hunt Mccormickville Scavenger Hunt Killgubbin Scavenger Hunt Aldine Square Scavenger Hunt Ida B Wells Housing Project Scavenger Hunt Lincoln Park Scavenger Hunt Mount Pleasant Scavenger Hunt Wicker Park Scavenger Hunt Magnificent Mile Scavenger Hunt South Branch Addition Scavenger Hunt Hamlin Park Scavenger Hunt Near South Side Scavenger Hunt Mckinley Park Scavenger Hunt Wolcotts And Bushnells Additions Scavenger Hunt Central Station Scavenger Hunt Towertown Scavenger Hunt Canal Trustees Scavenger Hunt Maplewood Scavenger Hunt Museum Campus Scavenger Hunt Jane Addams Homes Scavenger Hunt Robert Brooks Homes Scavenger Hunt Cabrini Addition Scavenger Hunt Claremont Cottages Scavenger Hunt Kinzies Addition Scavenger Hunt Grant Park Scavenger Hunt Bridgeport Scavenger Hunt Prairie Courts Scavenger Hunt Carpenters Addition Scavenger Hunt Loop Scavenger Hunt Carl Sandburg Village Scavenger Hunt Streeterville Scavenger Hunt Pilsen Scavenger Hunt Gold Coast Scavenger Hunt Fort Dearborn Addition Scavenger Hunt Park Row Scavenger Hunt Near West Side Scavenger Hunt West Loop Scavenger Hunt Garibaldi Square Scavenger Hunt
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