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Road Cycling “It is by riding a bicycle that you learn the contours of a country best, since you have to sweat up the hills and coast down them. Thus you remember them as they actually are, while in a motor car only a high hill impresses you, and you have no such accurate remembrance of country you have driven through as you gain by riding a bicycle.” -- Ernest Hemingway

Closest hills to Chicago?

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Old 07-18-18, 05:50 PM
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dougphoto
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Closest hills to Chicago?

Currently when I want some hills I drive up to the area near Kewaskum Wi which is about 2.5 hours from Chicago. It's pretty hilly and rural so low car traffic, but I'd love to find something closer. Anyone know of any good spots?
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Old 07-18-18, 08:02 PM
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The "driftless area" in Wisconsin is only a little further than Kewaskum and has even more hills:



https://driftlesswisconsin.com/getting-here/
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Old 07-19-18, 06:43 AM
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Farther than Kewaskum, but the New Glarus area has lots of monster hills.

You're in Northern Kettle Moraine when you ride Kewaskum, Southern Kettle Moraine around/north of La Grange has some great low traffic roads with hills. Search for Backyard Bikes in La Grange(Whitewater) as they have a webpage with LOTS of mapped out routes. There is also lots of mountain biking around the La Grange/Eagle area (John Muir Trail, Emma Carlin Trail) if you want to do some hill intervals..EC is pretty rough.

Search Ride With GPS ("Find" up on top menu) around cities by you, or anywhere, and add in the Keyword "hills". You can also search on individuals on RWGPS by clicking on their names. If you find a rider that likes hills, click on them and see where they ride.
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Old 07-19-18, 07:37 AM
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Another vote for the driftless area. Galena area and to the east is good if want to stay in Ilinois (Why would you? LOL). West of Madison has some terrific hill riding. Blue Mound State Park is where the Horrible Hilly Hundred starts and finishes. There is some decent hill riding around Lake Geneva Wi. but not a lot of distance to cover. I'm near Rockford and don't know of anything significant between me and Chicago.
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Old 07-19-18, 08:37 AM
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Roosevelt Bridge

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Old 07-19-18, 12:02 PM
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Originally Posted by JohnDThompson
The "driftless area" in Wisconsin is only a little further than Kewaskum and has even more hills:



https://driftlesswisconsin.com/getting-here/
My current stomping grounds Chicago folks are welcome to come ride with us anytime!
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Old 07-19-18, 12:39 PM
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dougphoto
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Originally Posted by voyager1
Roosevelt Bridge

Central Ave bridge is bigger
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Old 07-20-18, 08:31 AM
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Lemont. Pull off the Centennial trail head out to Lemont subdivisions. Some nasty climbs there if you want to stay really local. Galena is great and Blue Mounds/driftless area. Horrible Hilly Hundreds takes place in the driftless. I know one climb alone went for over a mile.
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Old 07-20-18, 09:55 AM
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Originally Posted by fishboat
Farther than Kewaskum, but the New Glarus area has lots of monster hills.
There is also a good selection of post ride recovery drinks there too:

https://newglarusbrewing.com/
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Old 07-21-18, 11:20 AM
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dougphoto
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Originally Posted by cdry
Lemont. Pull off the Centennial trail head out to Lemont subdivisions. Some nasty climbs there if you want to stay really local. Galena is great and Blue Mounds/driftless area. Horrible Hilly Hundreds takes place in the driftless. I know one climb alone went for over a mile.
Lemont is super close, I'll for check that area out. I went to grad school at UW-madison the blue mounds area was a regular ride back then.
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Old 07-21-18, 11:54 AM
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I did an Honor Ride in "Barrington Hills" last year and it was a sufficiently hilly area. Nothing like I'm used to here in New England, but, it was as hilly nonetheless. I think it was only about 30 miles outside the city if i remember correctly.
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Old 07-22-18, 09:29 PM
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Originally Posted by dougphoto
Lemont is super close, I'll for check that area out. I went to grad school at UW-madison the blue mounds area was a regular ride back then.
Use one of those online strava segment finders and you will find a ton of segments. Focus on Orland Park 108th St west through Homer Glen, Lockport and Lemont, between I 55 and I 80 you will found lots of hills with inclines up to 11% in some places.
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Old 07-23-18, 02:18 PM
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dougphoto
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Originally Posted by azieba


Use one of those online strava segment finders and you will find a ton of segments. Focus on Orland Park 108th St west through Homer Glen, Lockport and Lemont, between I 55 and I 80 you will found lots of hills with inclines up to 11% in some places.

sounds perfect
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