Puzzling Adventures Customer Photo In the style of a traditional treasure hunt, Puzzling Adventures take you on a loop around the city discovering interesting sights that most people never even notice. Led by your smartphone, this interactive journey provides fun for all ages!

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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Play on your own schedule at your own pace...

Since 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 speed.


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Puzzling Adventures near South Commons

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Had a blast! Would definitely do it again!
Candice B.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Team Tito

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Puzzling Adventures Highlights

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

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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

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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

Amazing Race

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

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