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Recommended Routes in Chicago - 6

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Favorite The trail is full of life and diversity.
Intermediate Intermediate

The Chicago Outerbelt Route

208.6 mi 335.7 km 1,684' Up 513.38 m Up 1,684' Down 513.32 m Down

Chicago, IL
Explore in 3D
Favorite Watching the Chicago Air and Water show from the Lakefront. Near Diversey Ave looking south.
Easy/Intermediate Easy/Intermediate

Chicago Lakefront Trail

18.4 mi 29.6 km 154' Up 47.07 m Up 150' Down 45.69 m Down

Lincoln…, IL
Explore in 3D
Favorite 606 Trail at Whipple St.
Easy Easy

The 606 (Bloomingdale Trail)

5.7 mi 9.2 km 8' Up 2.42 m Up 8' Down 2.41 m Down

Chicago, IL
Explore in 3D
Favorite American Kestrel
Easy Easy

Montrose Bird Sanctuary (The Magic Hedge)

0.4 mi 0.7 km 10' Up 3.07 m Up 12' Down 3.62 m Down

Lincoln…, IL
Explore in 3D
Favorite Watching the Chicago Air and Water show from the Lakefront. Near Diversey Ave looking south.
Easy Easy

Chicago Lakefront Trail - North

8.9 mi 14.3 km 112' Up 33.99 m Up 120' Down 36.43 m Down

Chicago, IL
Explore in 3D
Favorite Montrose Hill
Easy/Intermediate Easy/Intermediate

Montrose Park Beach Tour

4.2 mi 6.8 km 54' Up 16.56 m Up 54' Down 16.41 m Down

Lincoln…, IL
Explore in 3D

Chicago Hiking

  • 32 Miles 52 Kilometers of Trail
  • 6 Recommended Routes
  • 58 Easy Trails Easy Trails
  • 4 Intermediate Trails Intermediate Trails
  • 0 Difficult Trails Difficult Trails
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Areas Within Chicago

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Trails in Chicago - 56

Hiking Project is built by hikers like you. Add Your Trails

0.8 mi 1.3 km #1North Pond Loop
Easy Easy
Chicago, IL
Easy Easy
Chicago, IL
1.3 mi 2.1 km #2Northerly Island Loop Trail
Easy/Intermediate Easy/Intermediate
Chicago, IL
Easy/Intermediate Easy/Intermediate
Chicago, IL
1.0 mi 1.6 km #3Black Loop
Easy Easy
Evergreen Park, IL
Easy Easy
Evergreen Park, IL
0.8 mi 1.3 km #4Black Trail
Easy Easy
Hodgkins, IL
Easy Easy
Hodgkins, IL
1.8 mi 2.8 km #5Paved Trail
Easy Easy
Chicago, IL
Easy Easy
Chicago, IL
0.3 mi 0.4 km #6Orange Spur
Easy Easy
Countryside, IL
Easy Easy
Countryside, IL
1.1 mi 1.7 km #7Paved Trail
Easy Easy
Lincolnwood, IL
Easy Easy
Lincolnwood, IL
2.4 mi 3.8 km #8Yellow Trail Loop
Easy/Intermediate Easy/Intermediate
Hodgkins, IL
Easy/Intermediate Easy/Intermediate
Hodgkins, IL
2.6 mi 4.2 km #9Burnham Greenway: Black
Intermediate Intermediate
Burnham, IL
Intermediate Intermediate
Burnham, IL
1.8 mi 2.8 km #10Burnham Park Lakefront Alternate Trail
Easy Easy
Chicago, IL
Easy Easy
Chicago, IL

Photos of Chicago - 12

Hiking Project is built by hikers like you. Add Your Photos

View from the Chicago Lakefront Trail.
Jun 7, 2015 near Chicago, IL
Montrose Hill
Aug 4, 2015 near Lincoln…, IL
Sunrise at Foster Beach.
Aug 6, 2015 near Lincoln…, IL
Uptown Chicago Park
Aug 6, 2015 near Lincoln…, IL
The Chicago skyline from Montrose Park.
Aug 6, 2015 near Lincoln…, IL
Walking your dog on the 606.
Jan 26, 2016 near Chicago, IL
The trail is full of life and diversity.
Jul 7, 2016 near River F…, IL
Watching the Chicago Air and Water show from the Lakefront. Near Diversey Ave looking south.
Jul 30, 2017 near Chicago, IL
Wandering off the trail at North Avenue Beach yields these incredible views of the Chicago Skyline
Jul 30, 2017 near Chicago, IL
American Kestrel
Apr 21, 2018 near Lincoln…, IL
606 Trail at Whipple St.
May 9, 2018 near Elmwood…, IL
Former Lincoln Logs toy factory in Chicago
May 9, 2018 near Elmwood…, IL
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