Forget about waiting for a scheduled event! This cutting-edge approach to orienteering turns your smartphone into both map and compass, so you can explore our courses anytime you wish.

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

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

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 Event

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

Navigation Sport

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

Orienteering Meet

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

Map And Compass Reading

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

Orienteering Club

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