Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

Puzzling Adventures


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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining 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.

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 Mid North District

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
This was a great experience!
Natalie M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Team Chicken Tenders
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Puzzling Adventures Highlights

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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