Much like orienteering, this outdoor pursuit blends exercise with navigation, creating a compelling competition suitable for active individuals of all skill and fitness levels.

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

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

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

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

Orienteering Event

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

Map And Compass Reading

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

Orienteering Club

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

Navigation Sport

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