Checkpoint Challenges Customer Photo No need to adjust your schedule! This cutting-edge version of orienteering transforms your smartphone into a map and compass, giving you the freedom to tackle our courses at your convenience.

Checkpoint Challenges

About Checkpoint Challenges

Are you a fan of hiking or taking long walks in the park but like to keep your mind engaged as well?

Embark on a one-of-a-kind outdoor adventure with Checkpoint Challenges where you will forge your own trail between checkpoints while honing your map reading skills!

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.

You choose the time and the pace...

Our courses are available whenever you are, eliminating the need to wait for a club event. Participate competitively, with rankings for each leg of the course, or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or group of adventurers.


Checkpoint Challenges Logan Square

What are people saying about Checkpoint Challenges?

Customer Reviews

Great idea! Can't wait to see more locations added.
James
Went with my teenage kids and they were really intrigued and want to do this again. Novel way to enjoy the fresh air!
Bella
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

  • Race
  • Enriching
  • Contest
  • No reservations
  • Individuals or groups
  • Competition
  • Physical
  • Flat rate price
  • Challenging
  • Outdoors
  • GPS
  • Compass Reading
  • Anytime
  • Checkpoints
  • Active
  • Running
  • Team building
Scientists find unusual outdoor activity can help stave off dementia. Researchers studied orienteering, an outdoor sport that exercises mind and body and can also train the brain, helping fight cognitive decline. Now scientists say that the sport - which draws on athleticism, navigational skills and memory - could be useful as an intervention or preventive measure to fight cognitive decline related to dementia.
The Independent

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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

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Orienteering Meet

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

Map And Compass Reading

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

Navigation Sport

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

Orienteering Event

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

Orienteering Club

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