Checkpoint Challenges Customer Photo Similar to orienteering, this physical and mental outdoor activity combines exercise and navigation into an engaging competition for active people of all skill and fitness levels.

Checkpoint Challenges

About Checkpoint Challenges

Are you a fan of hiking or taking long walks in the park but like to keep your mind engaged as well?

Embark on a one-of-a-kind outdoor adventure with Checkpoint Challenges where you will forge your own trail between checkpoints while honing your map reading skills!

A new version of Orienteering......

Like traditional orienteering, each course consists of a sequence of points marked on a map that must be visited in sequence. Participants choose their own route between the checkpoints, eventually returning back to the Start location. However, instead of a full-size paper map, your smartphone will only show you the current map segment with an intergated compass along with details on your progess and hints to prevent you getting lost.

You choose the time and the pace...

Our courses are available whenever you are, eliminating the need to wait for a club event. Participate competitively, with rankings for each leg of the course, or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or group of adventurers.


Checkpoint Challenges Maplewood Courts

What are people saying about Checkpoint Challenges?

Customer Reviews

Great idea! Can't wait to see more locations added.
James
Went with my teenage kids and they were really intrigued and want to do this again. Novel way to enjoy the fresh air!
Bella
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

  • Challenging
  • GPS
  • No reservations
  • Active
  • Checkpoints
  • Enriching
  • Compass Reading
  • Running
  • Team building
  • Anytime
  • Race
  • Individuals or groups
  • Physical
  • Competition
  • Contest
  • Flat rate price
  • Outdoors

After surveying 158 people ages 18 to 87, researchers concluded that orienteering may be more beneficial than physical activity alone. That's because exercising while navigating activates the parts of the brain our ancestors used for hunting and gathering, but which are largely dormant now as people rely on GPS to find their way around.
Time Magazine
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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

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Map And Compass Reading

Bohemian California Map And Compass Reading Fort Dearborn Addition Map And Compass Reading Hanson Park Map And Compass Reading Lower West Side Map And Compass Reading Shantytown Map And Compass Reading Avondale Map And Compass Reading Ravenswood Gardens Map And Compass Reading Kelvyn Grove Map And Compass Reading Old Town Map And Compass Reading Greektown Map And Compass Reading Whiskey Point Map And Compass Reading Pine Grove Map And Compass Reading Printers Row Map And Compass Reading Boystown Map And Compass Reading Garibaldi Square Map And Compass Reading River North Map And Compass Reading Lincoln Park Map And Compass Reading Towertown Map And Compass Reading Maplewood Map And Compass Reading Austin Map And Compass Reading Rush & Division Map And Compass Reading Carpenters Addition Map And Compass Reading Cityfront Place Map And Compass Reading Bricktown Map And Compass Reading North Lawndale Map And Compass Reading Kinzies Addition Map And Compass Reading Ukrainian Village Map And Compass Reading Swedentown Map And Compass Reading South Lawndale Map And Compass Reading Garfields Map And Compass Reading Bucktown Map And Compass Reading Pennock Map And Compass Reading California Park Map And Compass Reading Hermosa Map And Compass Reading Mandell Map And Compass Reading Crawford Map And Compass Reading Irving Park Map And Compass Reading West Town Map And Compass Reading Wolcotts And Bushnells Additions Map And Compass Reading Duncans Addition Map And Compass Reading William Green Homes Map And Compass Reading Garfield Park Map And Compass Reading Grayland Map And Compass Reading Robert Brooks Homes Map And Compass Reading Grace Abbott Homes Map And Compass Reading Mid North District Map And Compass Reading Mccormickville Map And Compass Reading Maplewood Courts Map And Compass Reading Pilsen Map And Compass Reading Magnificent Mile Map And Compass Reading Little Hell Map And Compass Reading Wicker Park Map And Compass Reading Frances Cabrini Homes Map And Compass Reading Olsen Hansen Row Houses Map And Compass Reading West Loop Map And Compass Reading Buena Park Map And Compass Reading Moreland Map And Compass Reading Wrigleyville Map And Compass Reading Jane Addams Homes Map And Compass Reading Near West Side Map And Compass Reading Logan Square Map And Compass Reading Millenium Park Map And Compass Reading Claremont Cottages Map And Compass Reading Canal Trustees Map And Compass Reading Swede Town Map And Compass Reading Carl Sandburg Village Map And Compass Reading Loop Map And Compass Reading East Village Map And Compass Reading West Ravenwood Map And Compass Reading Fifty Acres Map And Compass Reading Lake View Map And Compass Reading Belgravia Terrace Map And Compass Reading Marshall Field Garden Apartments Map And Compass Reading Streeterville Map And Compass Reading Humboldt Map And Compass Reading Little Italy Uic Map And Compass Reading Gold Coast Map And Compass Reading Humboldt Park Map And Compass Reading Lombard Tree Map And Compass Reading Simons Map And Compass Reading Sheffield & Depaul Map And Compass Reading United Center Map And Compass Reading Six Corners Map And Compass Reading Cuyler Map And Compass Reading Cabrini Addition Map And Compass Reading West Garfield Park Map And Compass Reading Pacific Junction Map And Compass Reading East Garfield Park Map And Compass Reading Conleys Patch Map And Compass Reading Central Park Map And Compass Reading Belmont Cragin Map And Compass Reading Killgubbin Map And Compass Reading Ravenswood Manor Map And Compass Reading Cragin Map And Compass Reading Belmont Park Map And Compass Reading Near North Side Map And Compass Reading Little Sicily Map And Compass Reading North Center Map And Compass Reading Hamlin Park Map And Compass Reading Cityfront Center Map And Compass Reading

Orienteering Club

Gold Coast Orienteering Club Belmont Cragin Orienteering Club Pilsen Orienteering Club Irving Park Orienteering Club Lake View Orienteering Club Magnificent Mile Orienteering Club Ravenswood Gardens Orienteering Club Near West Side Orienteering Club Bucktown Orienteering Club Cragin Orienteering Club Lincoln Park Orienteering Club Six Corners Orienteering Club Logan Square Orienteering Club East Garfield Park Orienteering Club Boystown Orienteering Club Grayland Orienteering Club Hamlin Park Orienteering Club Crawford Orienteering Club Bricktown Orienteering Club Millenium Park Orienteering Club Streeterville Orienteering Club William Green Homes Orienteering Club Hermosa Orienteering Club Maplewood Courts Orienteering Club Killgubbin Orienteering Club Wolcotts And Bushnells Additions Orienteering Club Marshall Field Garden Apartments Orienteering Club South Lawndale Orienteering Club Jane Addams Homes Orienteering Club Carl Sandburg Village Orienteering Club Garfield Park Orienteering Club Claremont Cottages Orienteering Club Fifty Acres Orienteering Club Swedentown Orienteering Club Printers Row Orienteering Club Humboldt Orienteering Club Rush & Division Orienteering Club Lombard Tree Orienteering Club Robert Brooks Homes Orienteering Club River North Orienteering Club Grace Abbott Homes Orienteering Club Ravenswood Manor Orienteering Club Cuyler Orienteering Club California Park Orienteering Club Bohemian California Orienteering Club Humboldt Park Orienteering Club East Village Orienteering Club Kelvyn Grove Orienteering Club Wrigleyville Orienteering Club Belgravia Terrace Orienteering Club Mid North District Orienteering Club Belmont Park Orienteering Club Mccormickville Orienteering Club Kinzies Addition Orienteering Club Conleys Patch Orienteering Club Avondale Orienteering Club Cityfront Center Orienteering Club Olsen Hansen Row Houses Orienteering Club Central Park Orienteering Club Swede Town Orienteering Club Little Italy Uic Orienteering Club Austin Orienteering Club Cabrini Addition Orienteering Club Buena Park Orienteering Club Towertown Orienteering Club Frances Cabrini Homes Orienteering Club Wicker Park Orienteering Club Pine Grove Orienteering Club Sheffield & Depaul Orienteering Club Little Hell Orienteering Club Greektown Orienteering Club Maplewood Orienteering Club West Garfield Park Orienteering Club Garfields Orienteering Club West Town Orienteering Club Canal Trustees Orienteering Club Ukrainian Village Orienteering Club West Ravenwood Orienteering Club Little Sicily Orienteering Club North Lawndale Orienteering Club Duncans Addition Orienteering Club Mandell Orienteering Club Pacific Junction Orienteering Club Loop Orienteering Club Simons Orienteering Club Old Town Orienteering Club Garibaldi Square Orienteering Club Cityfront Place Orienteering Club Fort Dearborn Addition Orienteering Club West Loop Orienteering Club United Center Orienteering Club Lower West Side Orienteering Club North Center Orienteering Club Moreland Orienteering Club Near North Side Orienteering Club Whiskey Point Orienteering Club Carpenters Addition Orienteering Club Shantytown Orienteering Club Hanson Park Orienteering Club Pennock Orienteering Club

Navigation Sport

Garibaldi Square Navigation Sport Near West Side Navigation Sport Lincoln Park Navigation Sport Kelvyn Grove Navigation Sport Lombard Tree Navigation Sport Whiskey Point Navigation Sport Cuyler Navigation Sport Crawford Navigation Sport River North Navigation Sport Fifty Acres Navigation Sport Belgravia Terrace Navigation Sport Grayland Navigation Sport Sheffield & Depaul Navigation Sport Irving Park Navigation Sport Carpenters Addition Navigation Sport Simons Navigation Sport Wrigleyville Navigation Sport Pilsen Navigation Sport Cityfront Center Navigation Sport Bohemian California Navigation Sport Claremont Cottages Navigation Sport Logan Square Navigation Sport Near North Side Navigation Sport Ukrainian Village Navigation Sport Lower West Side Navigation Sport Mandell Navigation Sport Pacific Junction Navigation Sport Loop Navigation Sport West Garfield Park Navigation Sport Kinzies Addition Navigation Sport Wicker Park Navigation Sport South Lawndale Navigation Sport Jane Addams Homes Navigation Sport West Ravenwood Navigation Sport Hamlin Park Navigation Sport Grace Abbott Homes Navigation Sport Towertown Navigation Sport Maplewood Navigation Sport Cabrini Addition Navigation Sport Bricktown Navigation Sport Swede Town Navigation Sport Millenium Park Navigation Sport West Town Navigation Sport Robert Brooks Homes Navigation Sport Little Sicily Navigation Sport Printers Row Navigation Sport Mccormickville Navigation Sport Magnificent Mile Navigation Sport North Center Navigation Sport Buena Park Navigation Sport Old Town Navigation Sport Avondale Navigation Sport Shantytown Navigation Sport Humboldt Park Navigation Sport Hanson Park Navigation Sport Rush & Division Navigation Sport Conleys Patch Navigation Sport Greektown Navigation Sport Duncans Addition Navigation Sport Moreland Navigation Sport Ravenswood Manor Navigation Sport Frances Cabrini Homes Navigation Sport Cityfront Place Navigation Sport Swedentown Navigation Sport United Center Navigation Sport California Park Navigation Sport East Village Navigation Sport West Loop Navigation Sport Humboldt Navigation Sport Six Corners Navigation Sport William Green Homes Navigation Sport Garfield Park Navigation Sport Belmont Cragin Navigation Sport Carl Sandburg Village Navigation Sport Ravenswood Gardens Navigation Sport Wolcotts And Bushnells Additions Navigation Sport Maplewood Courts Navigation Sport Bucktown Navigation Sport Streeterville Navigation Sport Fort Dearborn Addition Navigation Sport Olsen Hansen Row Houses Navigation Sport Gold Coast Navigation Sport Mid North District Navigation Sport Marshall Field Garden Apartments Navigation Sport Canal Trustees Navigation Sport Austin Navigation Sport Central Park Navigation Sport Pine Grove Navigation Sport Little Italy Uic Navigation Sport Killgubbin Navigation Sport Garfields Navigation Sport Boystown Navigation Sport Hermosa Navigation Sport Little Hell Navigation Sport North Lawndale Navigation Sport Pennock Navigation Sport East Garfield Park Navigation Sport Belmont Park Navigation Sport Lake View Navigation Sport Cragin Navigation Sport

Orienteering Meet

Wicker Park Orienteering Meet West Town Orienteering Meet Mccormickville Orienteering Meet Fort Dearborn Addition Orienteering Meet Claremont Cottages Orienteering Meet Lake View Orienteering Meet North Center Orienteering Meet North Lawndale Orienteering Meet Shantytown Orienteering Meet Bucktown Orienteering Meet Garibaldi Square Orienteering Meet Moreland Orienteering Meet Grayland Orienteering Meet Wolcotts And Bushnells Additions Orienteering Meet Jane Addams Homes Orienteering Meet West Loop Orienteering Meet Fifty Acres Orienteering Meet Millenium Park Orienteering Meet Cragin Orienteering Meet River North Orienteering Meet Buena Park Orienteering Meet Carl Sandburg Village Orienteering Meet Duncans Addition Orienteering Meet Maplewood Orienteering Meet Pilsen Orienteering Meet Near North Side Orienteering Meet Mandell Orienteering Meet Frances Cabrini Homes Orienteering Meet Belgravia Terrace Orienteering Meet Pacific Junction Orienteering Meet Simons Orienteering Meet Boystown Orienteering Meet Old Town Orienteering Meet Towertown Orienteering Meet Garfield Park Orienteering Meet United Center Orienteering Meet Printers Row Orienteering Meet Austin Orienteering Meet Garfields Orienteering Meet East Garfield Park Orienteering Meet Olsen Hansen Row Houses Orienteering Meet Magnificent Mile Orienteering Meet Robert Brooks Homes Orienteering Meet Little Hell Orienteering Meet Maplewood Courts Orienteering Meet Humboldt Park Orienteering Meet Mid North District Orienteering Meet Cuyler Orienteering Meet Belmont Park Orienteering Meet Kelvyn Grove Orienteering Meet Wrigleyville Orienteering Meet Ukrainian Village Orienteering Meet Central Park Orienteering Meet Carpenters Addition Orienteering Meet Pennock Orienteering Meet Ravenswood Gardens Orienteering Meet Loop Orienteering Meet Pine Grove Orienteering Meet Swede Town Orienteering Meet Canal Trustees Orienteering Meet Lower West Side Orienteering Meet Gold Coast Orienteering Meet Cityfront Center Orienteering Meet Six Corners Orienteering Meet Near West Side Orienteering Meet Ravenswood Manor Orienteering Meet South Lawndale Orienteering Meet Cabrini Addition Orienteering Meet Bricktown Orienteering Meet West Garfield Park Orienteering Meet Lincoln Park Orienteering Meet Bohemian California Orienteering Meet Cityfront Place Orienteering Meet Grace Abbott Homes Orienteering Meet Streeterville Orienteering Meet Sheffield & Depaul Orienteering Meet Irving Park Orienteering Meet Humboldt Orienteering Meet Swedentown Orienteering Meet Rush & Division Orienteering Meet Greektown Orienteering Meet Whiskey Point Orienteering Meet Killgubbin Orienteering Meet William Green Homes Orienteering Meet East Village Orienteering Meet California Park Orienteering Meet Belmont Cragin Orienteering Meet Marshall Field Garden Apartments Orienteering Meet Conleys Patch Orienteering Meet Hanson Park Orienteering Meet Logan Square Orienteering Meet Little Italy Uic Orienteering Meet Lombard Tree Orienteering Meet Hamlin Park Orienteering Meet Hermosa Orienteering Meet Little Sicily Orienteering Meet West Ravenwood Orienteering Meet Crawford Orienteering Meet Avondale Orienteering Meet Kinzies Addition Orienteering Meet

Orienteering Event

Hamlin Park Orienteering Event Wicker Park Orienteering Event Crawford Orienteering Event Lombard Tree Orienteering Event Jane Addams Homes Orienteering Event East Village Orienteering Event Greektown Orienteering Event William Green Homes Orienteering Event Gold Coast Orienteering Event Central Park Orienteering Event Fort Dearborn Addition Orienteering Event Sheffield & Depaul Orienteering Event River North Orienteering Event Little Hell Orienteering Event Garfields Orienteering Event Humboldt Orienteering Event Bucktown Orienteering Event Humboldt Park Orienteering Event Rush & Division Orienteering Event Maplewood Courts Orienteering Event Irving Park Orienteering Event Ukrainian Village Orienteering Event Shantytown Orienteering Event Fifty Acres Orienteering Event Carl Sandburg Village Orienteering Event Loop Orienteering Event Cabrini Addition Orienteering Event Garfield Park Orienteering Event Olsen Hansen Row Houses Orienteering Event United Center Orienteering Event Ravenswood Manor Orienteering Event Frances Cabrini Homes Orienteering Event Pennock Orienteering Event Claremont Cottages Orienteering Event Robert Brooks Homes Orienteering Event Killgubbin Orienteering Event Lake View Orienteering Event Pacific Junction Orienteering Event Wolcotts And Bushnells Additions Orienteering Event Kinzies Addition Orienteering Event Avondale Orienteering Event Belgravia Terrace Orienteering Event Grace Abbott Homes Orienteering Event Kelvyn Grove Orienteering Event North Center Orienteering Event Wrigleyville Orienteering Event California Park Orienteering Event Hanson Park Orienteering Event Canal Trustees Orienteering Event Marshall Field Garden Apartments Orienteering Event Belmont Cragin Orienteering Event West Loop Orienteering Event South Lawndale Orienteering Event West Ravenwood Orienteering Event Conleys Patch Orienteering Event Ravenswood Gardens Orienteering Event Millenium Park Orienteering Event Grayland Orienteering Event Moreland Orienteering Event Simons Orienteering Event Little Sicily Orienteering Event Towertown Orienteering Event Garibaldi Square Orienteering Event Magnificent Mile Orienteering Event Cityfront Center Orienteering Event Lower West Side Orienteering Event Mid North District Orienteering Event North Lawndale Orienteering Event Bohemian California Orienteering Event Cuyler Orienteering Event Hermosa Orienteering Event Printers Row Orienteering Event East Garfield Park Orienteering Event Pilsen Orienteering Event Near North Side Orienteering Event Bricktown Orienteering Event Belmont Park Orienteering Event Pine Grove Orienteering Event Maplewood Orienteering Event Mandell Orienteering Event Little Italy Uic Orienteering Event Buena Park Orienteering Event Cityfront Place Orienteering Event Streeterville Orienteering Event Boystown Orienteering Event Cragin Orienteering Event West Garfield Park Orienteering Event Lincoln Park Orienteering Event Swedentown Orienteering Event Swede Town Orienteering Event Old Town Orienteering Event Six Corners Orienteering Event Carpenters Addition Orienteering Event Duncans Addition Orienteering Event Logan Square Orienteering Event Whiskey Point Orienteering Event Austin Orienteering Event Mccormickville Orienteering Event Near West Side Orienteering Event West Town Orienteering Event