Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Puzzling Adventures


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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.


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Puzzling Adventures near Central Station

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
This was really fun, it was a nice day and we learned a lot!
Bill S.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Our crew

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Puzzling Adventures Highlights

  • 250+ Locations
  • Outdoor activity
  • Flat rate price
  • No reservations
  • Team building
  • Photo Challenges
  • Informative
  • Accessible
  • Kid friendly
  • Enriching
  • Exploration

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

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