Best 114 things to do in Deerfield, IL

Bike Chicago’s lakefront parks and skyline highlights with a guide

Bike Chicago’s North Side neighborhoods and lakefront in 3 hours

Paddle Lake Michigan from Ohio Street Beach for two hours

Rent a bike by Chicago’s Lakefront Trail with maps, helmet, lock, and easy access near Navy Pier

Rent a bike for 24 hours near the Lakefront Trail and Navy Pier

Rent a bike near the Lakefront Trail and Navy Pier—return it by shop closing

Rent a bike for 4 hours steps from Navy Pier and the Lakefront Trail

Paddle Lake Michigan off Ohio Street Beach for an hour

Taste four pizza styles on a 3-hour downtown Chicago walk

Taste Chicago pizza on a guided bus tour with 4 neighborhood stops

Private 1962 vintage motorboat cruise on the Chicago River for up to 6 guests

Walk Chicago’s Pedway and spot hidden details in the Loop

Walk the Loop to see Chicago’s hidden interior architecture

Walk Chicago’s dark history in 2 hours, from gangsters to ghost lore

Step inside Chicago’s Art Deco buildings on a 2-hour Loop walk

Sail from Navy Pier for Chicago skyline views and the fireworks show

Cruise Chicago on a 10-mile Lamborghini Urus ride

Cruise Chicago’s lake and river on a historic fireboat with docent-led stories

2-hour happy hour cruise with skyline views and a full bar

Cruise Lake Michigan on a historic fireboat for Navy Pier fireworks views

Skip the lines and tour the Art Institute of Chicago with an art historian in a group of 8 max

Spot downtown Chicago’s public art with a small-group guide in 2.5 hours

Skip the lines and tour the Art Institute of Chicago with a private art historian guide

See Art Institute highlights on a semi-private skip-the-line tour