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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 Harbor Square

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Very enjoyable!
Kelly L.
This was so much fun! What a great adventure!
Michele P.
Image © Hester

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Puzzling Adventures Highlights

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

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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

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

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