Daily 10:00-22:00
La Michoacana Premium in Chicago is the Pilsen paleteria on 18th Street with fresh-fruit paletas, elote in a cup, raspados and mangonadas at a painted counter.
Try: Paletas, elote in a cup, raspados
Tip: Order the elote in a cup with Tajin and butter; pair it with a tamarind paleta for the after-walk down 18th.
Daily 10:30-04:00
The Wieners Circle in Chicago is the Lincoln Park late-night hot dog counter on Clark Street, with char dogs, cheese fries and customer banter past 02:00.
Try: Char dogs, cheese fries
Tip: Char dog with everything; the chocolate milkshake is the closing order for the walk back up Clark.
Daily 11:00-22:00
Harold's Chicken Shack in Chicago is the South Side fried chicken chain founded by Harold Pierce in 1950, with mild sauce and a white-bread plate in a paper bag.
Try: Fried chicken, mild sauce, white bread
Tip: Ask for mild sauce on the side, not poured on, or the bread soaks before you eat. Order the four-wing plate.
Mon-Sun 11:00-21:00
Tamale Spaceship in Chicago is the lucha-libre-masked tamale operation that began as a food truck in 2011 and now runs from a Pilsen storefront on Blue Island Avenue plus a roving truck.
Try: Tamales (regional Mexican)
Tip: Order the lemongrass-tofu vegan tamale and the chicken mole verde to balance; both are on the truck and the market.
Daily 09:00-21:00
Garrett Popcorn Shops in Chicago is the Loop popcorn counter on Randolph since 1949, with the Garrett Mix (cheese-and-caramel) bag in a gold tin to take home.
Try: Garrett Mix (cheese and caramel popcorn)
Tip: Order the small bag mixed, eaten warm out of the bag before the cheese cools. The gallon tin is for the airport.
Mon-Sun 11:30-24:00
Kuma's Corner in Chicago is the Avondale burger bar on Belmont, with a heavy-metal-named burger menu and a 90-minute weekend wait for a 10-ounce pretzel-bun patty.
Try: Heavy-metal burger menu
Tip: Order the Kuma burger (egg, bacon, cheese, pretzel bun); the side fries are large enough for two.