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 Theatre Week
Feb 05 – Feb 15
Calling all audiences — Chicago Theatre Week is back! Enjoy value-priced tickets to an array of productions from Feb. 5 – 15, 2026.
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Chicago Auto Show
McCormick Place West • Feb 07 – Feb 16
Features a range of domestic and imported cars and trucks, experimental and concept cars and a number of auto-related exhibits.
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Roald Dahl’s The Enormous Crocodile: The Musical at The Studebaker Theater
The Studebaker Theater in the Fine Arts Building • Jan 29 – Feb 21
The Roald Dahl Story Company presents its first production in Chicago, the wickedly funny, family musical based on Roald Dahl’s The Enormous Crocodile.
Read more about Roald Dahl’s The Enormous Crocodile: The Musical at The Studebaker TheaterYou might also be interested...
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