Checkpoint Challenges Customer Photo Don't worry about scheduling conflicts! This modern twist on orienteering turns your smartphone into both map and compass, so you can enjoy our courses whenever you want.

Checkpoint Challenges


About Checkpoint Challenges

Are you passionate about hiking or walking in the park but also looking to challenge your mind?

Checkpoint Challenges offers an unmatched outdoor adventure experience. Plot your unique course between checkpoints while working on your map reading skills!

Orienteering in the Digital Age...

Much like traditional orienteering, each course consists of a series of points on a map that must be visited in sequence. Participants choose their routes between checkpoints and return to the Start. However, instead of using a large paper map, your smartphone will display only the current map segment with a compass overlay, progress updates, and hints to avoid getting lost.

Have fun on your schedule and at your speed...

Skip the club meet! our courses are ready whenever you are. Enjoy them competitively, with rankings for each segment, or as a recreational pastime. This enriching outdoor experience is ideal for active people and adventure groups alike.

Checkpoint Challenges Lake View

What are people saying about Checkpoint Challenges?

Customer Reviews

This is a must do for anybody who likes hiking, map reading, or orienteering!
Evan
Great idea! Can't wait to see more locations added.
James
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

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

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

Mapping Humboldt Park, 2631 W Evergreen Ave, Chicago, IL
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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

Directory

Map And Compass Reading

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

Orienteering Club

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

Orienteering Meet

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

Orienteering Event

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

Navigation Sport

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