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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

Very enjoyable!

Kelly L.

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 © Walters Love Tribe

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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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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More Information

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Directory

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

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