No need to wait for an event that fits your schedule! This innovative new take on orienteering uses your smartphone as both map and compass and allows you to enjoy any of our courses whenever you choose.

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.

Next Generation Orienteering

Like conventional orienteering, each course includes a sequence of map points that must be visited in order. Participants select their own routes between checkpoints, eventually returning to the Start. Instead of a full-size paper map, though, your phone will show only the current course segment, complete with an integrated compass, progress details, and hints to keep you oriented.

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 West Loop

What are people saying about Checkpoint Challenges?

Customer Reviews

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

Evan

Did this solo and really enjoyed it. Going to take some friends out next time!

Dave

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

Remarkably, even a single orienteering session improved spatial memory in our study participants. This suggests that participating in orienteering, even infrequently, could enhance spatial abilities, with the potential to delay their decline with age.

McMaster University Canada

https://brighterworld.mcmaster.ca/articles/dementia-fighter-how-orienteering-helps-the-brain/

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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

More Information

Directory

Orienteering Meet

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

Map And Compass Reading

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

Orienteering Event

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

Navigation Sport

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

Orienteering Club

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