Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Wolcotts And Bushnells Additions

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
This was a great experience!
Natalie M.
Our family had a great time!
Christi C.
Image © Team JC 2021
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Puzzling Adventures Highlights

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

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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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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