Searching for a local club? Skip the hassle with Checkpoint Challenges! This innovative orienteering experience turns your smartphone into a map and compass, letting you explore our courses whenever you want.

Checkpoint Challenges

About Checkpoint Challenges

Do you enjoy hiking or long walks in the park but also want to keep your mind stimulated?

Checkpoint Challenges will take you off the beaten path for an outdoor adventure like no other. Choose your own route between the marked points while perfecting your map reading skills.

Contemporary Orienteering...

Just like in classic orienteering, each course comprises a sequence of points on a map that must be visited sequentially. Participants determine their own routes between these checkpoints and eventually return to the Start. However, rather than using a full-size paper map, your smartphone will show only the current map segment with a built-in compass, progress tracking, and hints to help you stay on track.

Have fun on your schedule and at your speed...

Skip the club meet! our courses are ready whenever you are. Enjoy them competitively, with rankings for each segment, or as a recreational pastime. This enriching outdoor experience is ideal for active people and adventure groups alike.

Checkpoint Challenges Old Town

What are people saying about Checkpoint Challenges?

Customer Reviews

This is a must do for anybody who likes hiking, map reading, or orienteering!

Evan

Great idea! Can't wait to see more locations added.

James

Yes, I got lost, but I was soon back on track! I loved the whole experience but especially the helpful warning when I got too far off course :-)

Liam

Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

Scientists find unusual outdoor activity can help stave off dementia. Researchers studied orienteering, an outdoor sport that exercises mind and body and can also train the brain, helping fight cognitive decline. Now scientists say that the sport - which draws on athleticism, navigational skills and memory - could be useful as an intervention or preventive measure to fight cognitive decline related to dementia.

The Independent

https://www.independent.co.uk/news/dementia-orienteering-outdoor-activity-b2266250.html

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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

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Orienteering Meet

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

Map And Compass Reading

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

Orienteering Event

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

Navigation Sport

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

Orienteering Club

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