Puzzling Adventures Customer Photo 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

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 © Multiple Maineiacs
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Puzzling Adventures Highlights

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

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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