Checkpoint Challenges Customer Photo No more scheduling conflicts! This revolutionary orienteering experience uses your smartphone as both map and compass, giving you the freedom to enjoy our courses whenever you choose.

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

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

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

Directory

Navigation Sport

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

Orienteering Event

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

Map And Compass Reading

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

Orienteering Meet

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

Orienteering Club

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