Checkpoint Challenges Customer Photo Much like orienteering, this outdoor pursuit blends exercise with navigation, creating a compelling competition suitable for active individuals of all skill and fitness levels.

Checkpoint Challenges

About Checkpoint Challenges

Do you enjoy walking in the park or going on hikes but want to keep your mind active at the same time?

Get ready for an outdoor adventure like no other with Checkpoint Challenges. Create your own route between the marked points while refining your map reading abilities!

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.

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 Grayland

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

Aerobic exercise releases chemicals in the brain that foster the growth of new brain cells. And when you use a map and connect it to landmarks, you stimulate growth between brain cells.
Harvard University Medical School
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Humboldt Park, 2631 W Evergreen Ave, Chicago, IL

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Navigation Sport

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

Orienteering Event

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

Orienteering Club

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

Orienteering Meet

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

Map And Compass Reading

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