Millennium Park and Michigan Avenue aren’t without their charms, but try renting a car and getting off the beaten path for your next Windy City weekend.
The great debate over the best Chicago-style pizza soldiers on, but Giordano’s, Lou Malnati’s, and The Art of Pizza are perennial favorites. Also, notably, the Chicago Diner is one of the best vegan eateries in the country.
Louis Armstrong built his reputation in the Windy City, so Chicago is a hotbed of unique and historic jazz venues. Drive your Turo rental over to The Green Mill or Jazz Showcase.
While not quite off the beaten path, Wrigley Field is a must for any baseball fan. Built in 1914, it’s the second oldest stadium in the country (after Fenway Park in Boston).