Wicker Park Restaurants
1531 N. Damen Ave., Wicker Park
Unlike so many of the city’s more popular watering holes, this indoor-outdoor Tex-Mex spot is bright, airy, and massive in size. It’s part of One Off Hospitality Group (Dove’s Luncheonette, Avec) and as evidenced by the deep tequila/beer/cocktail list and 2am closing time, values a good time above all. To balance out the copious amounts of booze, order tacos and lots of guacamole from the walk-up window—it's usually faster than waiter service.
1545 N. Damen Ave.
A working jukebox, padded stools, and counter seating…aesthetically speaking, everything about this smallish Wicker Park restaurant screams retro luncheonette. The menu, on the other hand, is the farthest thing from greasy diner food. Chef Dennis Bernard put together an impressive selection of Southern-inspired Mexican comfort food (red chile enchiladas, grits, and a bunch of yummy chicken dishes) and a tequila-heavy drink menu to match. The seating situation is a tad unconventional and doesn't really accommodate large groups comfortably. That said, it’s ideal for a low-key one-on-one.
2020 W. Division St., Wicker Park
"Unfussy" is probably the best word to describe the fresh fish at this sexy little sushi joint. All the chefs are traditionally trained, so while the more out-there rolls and daily specials are great, it’s the beautifully cut sashimi and nigiri that steal the show. It’s also important to note that while the offering is topnotch, the atmosphere is decidedly low-key, just right for a weeknight dinner. This outpost also offers delivery and takeout, while the one in Gold Coast does not.
1466 N. Ashland Ave., Wicker Park
The absolute highlight of any Chicago trip is eating at Schwa. Chef Michael Carlson and his staff are so punk rock that they don’t even answer the phone, which makes getting a table difficult, yet weirdly fascinating. From the outside, Schwa looks like it has been condemned. Inside, the dining room is small and spare yet cozy. The formality of the service and menu (no orders taken until the whole party arrives, and the elaborate tasting menu) is juxtaposed by all the hot waiters in skater clothes and the blaring hip hop/heavy metal. The food is sublime. It’s classic American comfort food by way of Ferran Adrià/Banksy/Tony Hawk. It’s off the hook. Try the 9-course tasting menu.
2039 W. North Ave., Wicker Park
It’s hard to figure out where to focus your attention upon entering Patrick Sheerin’s beautiful restaurant—antiqued fixtures and strategically scattered knickknacks all vie for attention, including the gleaming white tiles which are a throwback to a time when the space was occupied by a Russian bathhouse. The menu (cinnamon-cured coppa, pickled tots, and the cauliflower Picatta are a few of standouts) is just unique enough to fit the environment without being pretentious. The brunch is said to be one of the best in the city.
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