Puzzling Adventures Customer Photo Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, interactive challenge!

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!

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.

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 Harbor Square

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
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 © Wicked GAS
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Puzzling Adventures Highlights

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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