Checkpoint Challenges Customer Photo Forget about fitting a meet into your calendar! This new way to orienteer uses your smartphone for navigation, allowing you to explore our courses whenever it suits you.

Checkpoint Challenges


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!

Orienteering in the modern era...

Similar to traditional orienteering, each course is a series of points marked on a map that must be visited in order. Participants select their own paths between checkpoints, ultimately returning to the Start. However, instead of a large paper map, your phone displays only the current course segment with an integrated compass, progress updates, and hints to keep you from 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 Sheffield

What are people saying about Checkpoint Challenges?

Customer Reviews

This was a really cool way to explore the park and it took me places I never would have gone otherwise!
Sophia
Did this solo and really enjoyed it. Going to take some friends out next time!
Dave
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

After surveying 158 people ages 18 to 87, researchers concluded that orienteering may be more beneficial than physical activity alone. That's because exercising while navigating activates the parts of the brain our ancestors used for hunting and gathering, but which are largely dormant now as people rely on GPS to find their way around.
Time Magazine

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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

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Map And Compass Reading

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

Navigation Sport

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

Orienteering Club

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

Orienteering Event

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

Orienteering Meet

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