The 18-mile Lakefront Trail has been contributing to Chicago’s cycle success since 1963. The paved path provides walkers, runners, and bicyclists with a safe and fun way to travel along the Lake Michigan, for both recreation and commuting.

15 minutes • Admission Ticket Free

On a busy Saturday in July, Oak Street Beach is packed with the blankets and swim gear of up to 300,000 Chicagoans. Pop-up bars, volleyball nets, and easy-access to downtown make this one of Chicago’s finest sandy spots.

15 minutes • Admission Ticket Free

Chicago’s most popular beach

10 minutes • Admission Ticket Free

Opulent Mansions

• Admission Ticket Free

Gorgeous at night

10 minutes • Admission Ticket Included

Iconic Chicago Marquee sign

• Admission Ticket Included

Located at the northwest corner of larger Grant Park, Millennium Park is home to Chicago’s most beloved works of public art, including Cloud Gate, The Crown Fountain, and the Pritzker Pavilion.

15 minutes • Admission Ticket Free

When the Buckingham Fountain was built in 1927, it was the largest fountain in the world. Now the centerpiece of Chicago’s famous Grant Park, the fountain attracts crowds from all over the world to see its stunning light and water shows.

15 minutes • Admission Ticket Free

Built in 1924, Soldier Field is the oldest NFL stadium in the United States. During the American football season, it’s the home of our roaring Chicago Bears, but the park also hosts some of the city’s biggest concerts in the spring and summer.

15 minutes • Admission Ticket Not Included

If you happen to choose a Wednesday or Saturday night for this incredible journey, you’ll get a bonus spectacle on the way back to headquarters: a Navy Pier fireworks show! Throughout WWI and WWII, Navy Pier was one of America’s largest pilot-training bases. Now a popular visitor destination, the pier is home to countless restaurants, boutiques, theatres, and amusement park rides.

15 minutes • Admission Ticket Free

Try Chicago’s famous deep dish pizza

15 minutes • Admission Ticket Included

Try the delicious Italian beef sandwich with a view of the Riverwalk.

15 minutes • Admission Ticket Included

Experience Museum Campus and it’s great views of downtown Chicago.

5 minutes • Admission Ticket Free

The best viewing spot in Chicago.

5 minutes • Admission Ticket Free

A former Airstrip turned municipal park and sanctuary.

5 minutes • Admission Ticket Free

Cooking up excellent Chicago style hot dogs and Italian Beef.

10 minutes • Admission Ticket Included

Authentic Chicago-style Hot Dogs

10 minutes • Admission Ticket Included

Ride by the world famous lions

• Admission Ticket Included

Chicago’s Front Lawn, home to Buckingham Fountain

10 minutes • Admission Ticket Free

Travel through one of Chicago’s largest parks, along the lakefront

10 minutes • Admission Ticket Free