Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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.

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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

This was so much fun! What a great adventure!

Michele P.

Image © Anderson adventurers

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Puzzling Adventures Highlights

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

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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.

CBS News

https://www.cbsnews.com/minnesota/news/why-does-it-feel-good-to-get-outdoors

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directions

20 E Randolph St, Chicago, IL 60601

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More Information

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Directory

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

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