Okay, Chicago. Let’s live every nice-weather day to the fullest, shall we? On the top of the list, dust off those bikes, grease the chains, strap on a brain bucket and get those legs pumping on a bike path. From the shores of Lake Michigan to the furthest reaches of the suburbs, here are our favorite spots to cycle as a family in Chicago.

The 606

What was once a former elevated train line is now Chicago's 606 trail. The 606 gives kids a sweet (rooftop) view of the city while also connecting six neighborhood parks at ground level with numerous art installations. The trail runs along the Bloomingdale Trail for 2.7 miles, between Ashland and Ridgeway, and has a total of 12 access points at approximately every quarter-mile. All access points are accessible for people with disabilities. 

1805 N. Ridgeway Ave., Chicago; Online: the606.org

Morton Arboretum

Morton Arboretum is a stunning place to visit no matter the season. The Arboretum has 9 miles of paved tree-lined roads that keep things nice and shaded on hot summer days and their always-cool exhibitions give you great excuses to take a break from pedaling. 

Keep an eye open for their Human + Nature exhibit. The exhibit features 5 massive outdoor sculptures that use thought-provoking human forms paired with elements of nature to bring attention to the deep connections between humans and nature.

4100 IL-Rte 53, Lisle; Online: mortonarb.org

Chicago Lakefront Trail

Chicago's Lakefront Trail is a combined-use path with an 18-mile bike trail and an 18.5-mile pedestrian trail. The southern-most access point is at 71st Street in South Shore, and the northern-most entry point is Ardmore in Edgewater Beach. Hopping on this trail is an excellent way to bask in the beauty of our city, as you get lake and city views and easy access to our beaches. 

Bring your own bikes or visit Bike & Roll or Bobby's Bike Hike to borrow one for the day. 

From 71st to Ardmore; Online: chicagoparkdistrict.com

North Branch Trail / Chicago Botanic Garden

The North Branch Trail System offers 20 miles of unpaved and paved trails along the North Branch Chicago River, with an estimated total length of 36.7 miles. It's most notable for connecting Chicago to Glencoe's Chicago Botanic Garden and includes trail loops through ecological restoration sites with diverse wildlife. Couple this ride with a visit to Chicago Botanic Garden so you can stop to smell the roses. . . and stretch your legs. 

Chicago, Glenview, Morton Grove, Niles, Northbrook, Northfield, Skokie & Winnetka; Online: fpdcc.com

The Forge: Lemont Quarries

bike paths in chicago, biking for families in chicago, bike trails, chicago bike trails
The Forge

The Forge: Lemont Quarries (aka The Forge) is a 300-acre adventure park featuring the largest aerial adventure course in North America. Along with ziplines, hiking trails and paddlesports, they have a biking skills course and pump track. Their setup is fit for new and experienced riders and they have bikes you can rent if you don't want to haul your own. 

1001 Main St., Lemont; Online: forgeparks.com

Chicago Park District Trails

Besides the gorgeous Lakefront Trail, Chicago Park District maintains paths that run through many of the parks for walking, jogging or biking. A favorite is the 6-mile Major Taylor Trail that runs through Brainerd, Gresham, Beverly, Morgan Park, Roseland and West Pullman. Most of the bike trail is off-street and takes you through the Cook County Forest Preserve's Dan Ryan Woods and Whistler Woods. 

Throughout the City of Chicago; Online: chicagoparkdistrict.com

Illinois Prairie Path

You likely won't cover all 61 miles of the Illinois Prairie Path in one ride, but you can make it a goal to conquer it a few miles at a time, perhaps. This multi-use nature trail was the first U.S. rail-to-trail conversion in the 1960s and has access points in Cook, DuPage and Kane Counties. Most of the path is surfaced with crushed limestone, which is easy on little feet and bike tires and sheds water quickly. 

Cook, DuPage & Kane Counties; Online: ipp.org

— Maria Chambers


Get to Know Four Star Family Cyclery

You’re Off! Walks & Runs Perfect for Chicago Families

Have a Sleepover with Mother Nature: Best Glamping Spots Close-Ish to Chicago

Your daily dose of joy and connection
Get the Tinybeans app