Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Embark on a thrilling adventure in Chicago's Millennium Park! Uncover the city's rich history, from its founding in 1837 to its rise as a global hub. Learn about the birth of the Twinkie, the origins of the Wrigley Company, and the legacy of the Pritzker family. Marvel at iconic sculptures like Cloud Gate, cross the BP Bridge, and explore the Art Institute of Chicago. Test your knowledge with fun quizzes, and don't forget to snap a selfie or two!


- l8nxX2WBoMN3C -

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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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!


- PrVvWcsFNeePV -

Puzzling Adventures near Near South Side

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Amazing experience. Very well set up.
Melissa S.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310
- WuNOZgAc65U -

Puzzling Adventures Highlights

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

- ah2IeNYKL5YyK93s -

Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes
- 3zgQlu9ovGqSm -
Rendering Map

- GhK83JGmsKrZYN -
directions
20 E Randolph St, Chicago, IL 60601

- EkYw7mRA8 -

Directory

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

Ducktown Amazing Race Claremont Cottages Amazing Race South Branch Addition Amazing Race United Center Amazing Race West Town Amazing Race South Commons Amazing Race Cabrini Addition Amazing Race Fifty Acres Amazing Race Bohemian California Amazing Race Magnificent Mile Amazing Race Mid North District Amazing Race Towertown Amazing Race Hamlin Park Amazing Race Bridgeport Amazing Race Wolcotts And Bushnells Additions Amazing Race Marshall Field Garden Apartments Amazing Race Belgravia Terrace Amazing Race Garibaldi Square Amazing Race Old Town Amazing Race Lake View Amazing Race Shantytown Amazing Race Park Row Amazing Race West Loop Amazing Race Pilsen Amazing Race Locks Amazing Race Central Station Amazing Race Canalport Amazing Race Conleys Patch Amazing Race Ida B Wells Housing Project Amazing Race Canal Trustees Amazing Race Wicker Park Amazing Race Fuller Park Amazing Race Loop Amazing Race Film Row Amazing Race William Green Homes Amazing Race Greektown Amazing Race East Garfield Park Amazing Race Stateway Gardens Historical Amazing Race Little Italy Uic Amazing Race Little Sicily Amazing Race Museum Campus Amazing Race Dearborn Homes Amazing Race Robert Brooks Homes Amazing Race Swede Town Amazing Race Humboldt Amazing Race Cityfront Place Amazing Race Mount Pleasant Amazing Race Olsen Hansen Row Houses Amazing Race Gold Coast Amazing Race Maplewood Courts Amazing Race Little Hell Amazing Race Harbor Square Amazing Race Victor A Olander Homes Amazing Race Kinzies Addition Amazing Race Carville Amazing Race Near South Side Amazing Race Jane Addams Homes Amazing Race Carl Sandburg Village Amazing Race Bronzeville Amazing Race Lower West Side Amazing Race Grace Abbott Homes Amazing Race Lake Meadows Amazing Race Douglas Amazing Race Streeterville Amazing Race Grant Village Amazing Race Chinatown Amazing Race Prairie Courts Amazing Race Carpenters Addition Amazing Race Cityfront Center Amazing Race River North Amazing Race Killgubbin Amazing Race Oakenwald Amazing Race Aldine Square Amazing Race Burnham Place Amazing Race Prairie Avenue Courts Amazing Race Ukrainian Village Amazing Race Mccormickville Amazing Race Logan Square Amazing Race Near North Side Amazing Race Printers Row Amazing Race Frances Cabrini Homes Amazing Race Millenium Park Amazing Race Maplewood Amazing Race Fort Dearborn Addition Amazing Race Duncans Addition Amazing Race Lincoln Park Amazing Race Armour Square Amazing Race Sheffield & Depaul Amazing Race Cleaverville Amazing Race Mckinley Park Amazing Race East Village Amazing Race Near West Side Amazing Race Chicago Amazing Race Bucktown Amazing Race Prairie Shores Amazing Race Boystown Amazing Race Garfield Park Amazing Race Rush & Division Amazing Race Oakland Amazing Race Grant Park Amazing Race
- bTzVhDe5kuAm -

- f8c3ZLIrI1 -

- zJWawWsECAvz6 -

- 6lgkC85vSyBAh -