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

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

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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Orienteering Club

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

Navigation Sport

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

Orienteering Meet

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

Map And Compass Reading

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

Orienteering Event

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