On rare occasions, Chicago can be a city difficult to love. Between the harsh winters, frequent political turmoil, and a rampant barrage of potholes, it certainly has its off days. But during the hard times, it’s important to remember why you fell in love with the city in the first place, so revisit those reasons or maybe find a new one to help it happen all over again.
Beverly’s Rainbow Cone on the far South Side has been a Chicago mainstay for 90 years. A seasonal operation, they serve rainbow-colored cones of ice cream, with orange sherbet, pistachio, Palmer House, strawberry, and chocolate flavors.
The Original Rainbow Cone, 9233 S Western Ave, Chicago, IL, USA, +1 773 238 7075
The historic Palmer House Hilton Hotel is as Chicago as it gets. Come for a luxurious stay in one of their suites or just enjoy the decadence and a drink in the main lobby.
The Palmer House, 17 E Monroe St, Chicago, IL, USA, +1 312 726 7500
Pequod’s has been one of the best pizzerias to fly under the mainstream radar in Chicago for decades. They’re most beloved for their thick, cheese-laden pan pizzas.
Pequod’s Pizza, 2207 N Clybourn Ave, Chicago, IL, USA, +1 773 327 1512
Myopic Books in Wicker Park consistently ranks high in popularity among Chicago’s best bookshops. They have more than 70,000 books spread across three floors, plus they host poetry readings, author appearances, and occasional live music.
Myopic Books, 564 N Milwaukee Ave, Chicago, IL, USA, +1 773 862 4882
In the ritzy area of upscale River North, Streeter’s underground, wood-paneled bar filled with games, beer, and good music is like a breath of fresh air. Come here for beer pong, pool, foosball, giant Jenga, cheap drinks, and all-night fun.
Streeter’s Tavern, 50 E Chicago Ave, Chicago, IL, USA, +1 312 944 5206
Eataly, The Shops at North Bridge, 43 E Ohio St, Chicago, IL, USA, +1 312 521 8700