Puzzling Adventures Customer Photo Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Little Italy Uic

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
This was a great experience!
Natalie M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Emo Power Couple

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture

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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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

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