Amazing Race near Near North Side, Illinois

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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Near North Side

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

This was really fun, it was a nice day and we learned a lot!

Bill 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 © Boat Box Spaceship 2025

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Puzzling Adventures Highlights

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

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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View Buying Options

directions

20 E Randolph St, Chicago, IL 60601

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Directory

Escape Room

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

Amazing Race

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Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

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