Looking for a local club? No need with Checkpoint Challenges! This innovative new take on orienteering uses your smartphone as both map and compass and allows you to enjoy any of our courses at your own convenience.

Checkpoint Challenges

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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.

Select your own time and pace...

No need to wait for club meetings as our courses are available whenever you're ready. Engage in competitive action with rankings for each leg or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or adventurous group.

Checkpoint Challenges Cragin

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

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

Orienteering can be a great way to reduce stress and improve your mental health. Being in nature and navigating through unfamiliar terrain can be calming and grounding. It can also help to improve your problem-solving skills, focus, and spatial awareness.

Dove Med

https://www.dovemed.com/healthy-living/wellness-center/health-benefits-orienteering

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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Navigation Sport

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

Orienteering Club

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

Orienteering Meet

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

Orienteering Event

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

Map And Compass Reading

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