No need to adjust your schedule for an event! This innovative way to orienteer uses your smartphone for navigation, letting you enjoy 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.

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.

Enjoy whenever you want at your own pace...

There is no need to wait for a club meet as our courses are available whenever you are. Enjoyed as either a competitive sport, with rankings for each leg of the course, or a recreational activity, this enriching outdoor pursuit is prefect for any active person or group of adventurers.

Checkpoint Challenges Boystown

What are people saying about Checkpoint Challenges?

Customer Reviews

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

Evan

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

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

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

Mapping Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

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Orienteering Club

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

Map And Compass Reading

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

Orienteering Event

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

Navigation Sport

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

Orienteering Meet

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