Skip to main content

Search the middle of everything...

Shedd Aquarium

Grand Illinois Trail

Various Locations , Chicago, IL 60611

Hiking & Trails

Grand Illinois Trail - The name for the 535-mile loop, a collection of other state and local trails, certainly fits.

Riders who want to put their legs to the ultimate test over a multiday tour can set off from Lake Michigan and pedal to the Mississippi River bluff s via Illinois’ northern prairies. Then they can loop back east, heading toward Chicago along the Illinois River. For just a day trip, pick a stretch of trail that cuts through scenic areas like Mississippi Palisades or Apple River Canyon state parks.

What's happening nearby...

Chicago Air and Water Show

Aug 16 – Aug 17

The Chicago Air and Water Show presented by the City of Chicago is the largest free show of its kind in the United States. The show…

Read more about Chicago Air and Water Show

Chicago Jazz Festival

Millennium Park •  Aug 28 – Aug 31

Known for its artistic creativity, the Chicago Jazz Festival promotes awareness and appreciation for all forms of jazz through free, quality live musical performance.

Read more about Chicago Jazz Festival

Taste of Chicago - Grant Park

Grant Park  •  Sep 05 – Sep 07 @ 11AM

Taste of Chicago has been a summer staple for more than 40 years. This year, the annual foodie extravaganza will bring both neighborhood pop-up events and…

Read more about Taste of Chicago - Grant Park

You might also be interested...

Chicago Lakefront Trail

Chicago

Read more about Chicago Lakefront Trail

The 606

Chicago

Running along the former Bloomingdale Line, The 606 is an elevated, 2.7 mile landscaped trail that draws runners and bikers from Chicago and afar.

Read more about The 606

The Millennium Reserve

Chicago

Read more about The Millennium Reserve

Subscribe to Our Newsletter

Get inspired by top travel stories, gain access to exclusive promotions and contests, and discover even more reasons to #EnjoyIllinois.