Thinking about joining a local club? There's no need with Checkpoint Challenges! This innovative orienteering approach uses your smartphone for navigation, allowing you to enjoy our courses at your own pace whenever you want.

Checkpoint Challenges

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About Checkpoint Challenges

Do you like taking walks in the park or hiking but wish you could engage your mind too?

Set off on an extraordinary outdoor adventure with Checkpoint Challenges. Improve your map reading expertise as you navigate your own path between checkpoints!

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 Crawford

What are people saying about Checkpoint Challenges?

Customer Reviews

Great idea! Can't wait to see more locations added.

James

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

Dave

Always looking for something unusual to do with my girlfriend and this way a hit with both of us!

Noah

Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

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

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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

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Navigation Sport

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

Orienteering Meet

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

Orienteering Club

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

Map And Compass Reading

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

Orienteering Event

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