Best 158 things to do in Chicago, IL

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

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

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

Tropical river views, island tunes, and a full bar in Chicago

Take in Chicago’s skyline from a floating tiki bar with a full bar on board

See Chicago by water from a floating tiki bar with Sunday drink specials

Cruise Chicago’s waterways aboard a floating tiki bar with Sunday drink specials

Watch Chicago fireworks on a 90-minute tiki bar cruise

Watch Chicago fireworks from a floating tiki bar with a full onboard bar

Sample donuts and beignets while you stroll Magazine Street

Taste your way through West LA donut shops in 2 hours

Taste donuts and DC history on a 2-hour walking tour

Walk Key West and sample donuts, Key lime pie, and cookies with a guide

Walk Wynwood’s art district and sample donuts and churros in 2 hours

Walk South Beach and sample donuts, pastelitos, and pastries in 2 hours

Taste your way through Savannah with donuts, pastries, and local history

Taste your way through downtown Chicago with 4 donut stops in 2 hours

Taste donuts and pastries as you walk Fulton Market in 2 hours

Taste donuts and learn Harvard Square history on a 2-hour walk

Taste Detroit’s favorite donuts and pastries on a 2-hour downtown walk

Walk Brooklyn’s donut spots from Williamsburg to Greenpoint in 2 hours

Walk the East Village and taste donuts, bomboloni, and cardamom buns in 2 hours