Help Charlie achieve his new year resolution of #eatingmorepizza, by dining at one of our favorite (non deep dish) spots.
Best burger of your life. This place also served us a fried bologna sandwich with candles in it for Charlie's birthday one year. Bologna cake, surprisingly delicious.
Our favorite Sunday activity, walk or bike the 18 mile trail on the lakefront. Stop for beachfront eats and sight seeing along the way!
Casual Italian fare + buzzy bar with an outdoor patio.
Hip BBQ spot in Fulton Market. Beware of the meat sweats.
Indulgent spot for brunch with a diner vibe. Be sure to get the biscuits and gravy.
Charlie's favorite tater tots in the city. Must pair with a flight of Goose Island teddy brewskis.
Walk or run The 606 Trail. Hop off at Damen to shop on our favorite high street.
Great spot for brunch or dinner (and our fav double date spot with Catherine & Sean!). Don't skip out on the focaccia or cacio e pepe.
The Bilbrey's favorite neighborhood spot with the most authentic Italian you can find. Our secret menu item is the caesar salad with calamari. Must be paired with a dirty martini. Would recommend inviting the Savages if you dine here.
Sit outside for tacos & spicy margs in the heart of Wicker Park. If you go on a Sunday, stop by the Wicker Park Farmer's Market afterwards.
Our favorite dive bar where we like to pretend we went to U of I.
For Chicago first-timers, Cindy's is a must do for brunch. Overlook The Bean and Millennium Park while dining outside.
It's worth it.