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

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 shorty
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Puzzling Adventures Highlights

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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