(312) 932-0800Gift Cards
Tour Calendar
April 2026

The Best Wicker Park Restaurants: Why Division Street is the New Foodie Mecca

When you think of the culinary heart of Wicker Park, I’m guessing the "Six Corners" intersection of Milwaukee, Damen, and North Avenue is what comes to mind. However, if you are looking for the best Wicker Park restaurants, I’m here to vouch for Division Street as the neighborhood's hottest and most diverse restaurant strip.

While I still love the late-night tamales from Picante, Division Street has evolved into a powerhouse of Michelin-recognized spots and unique international flavors. Here are the top contenders pulling me to Division Street nowadays:

1. Mama Delia

Replacing the old guard on the street is Mama Delia, a stunning Spanish Sherry bar and restaurant that has redefined dining in Wicker Park. It captures that classy bohemian vibe perfectly.

Mama Delia is part restaurant, part gourmet market. Their wine and sherry list is extensive, featuring bottles you won't find anywhere else in the Midwest. While the atmosphere is high-end, the food remains approachable yet sophisticated. It’s the perfect spot for a date night or a high-energy dinner with friends.

Our recommendations:

  • Their Gildas
  • The Arroz Abanda
  • Any of their rotating seasonal Crudo dishes!

2. Ina Mae Tavern & Packaged Goods

If you’re craving that New Orleans soul, look no further than Ina Mae Tavern. Led by James Beard-semifinalist Chef Brian Jupiter, this spot brings authentic NOLA flavors to the heart of Chicago.

The vibe here is "keep it simple, keep it spicy." It’s soulful, vibrant, and exactly what the Wicker Park restaurant scene needs.

Our recommendations:

  • Their fried chicken (it's legendary)
  • Their crowd-pleasing seafood po' boys
  • Their amazing grilled oysters
  • Boiled crawfish
  • Frozen Hurricane cocktail

3. 5411 Empanadas

Oh man, what can I say about 5411 other than: how do you decide which empanada to order?

The founders grew up in Buenos Aires, Argentina, and they’ve put their heart and soul into perfecting these recipes. 5411 started as a food truck in 2012 and became so popular they now have multiple locations across Chicago. Their spot on the 1600 block of Division Street is a local staple.

Our recommendations:

  • Bacon, Dates & Goat Cheese: I usually hate dates, but I love this empanada. The sweet and salty balance is heaven.
  • Ham & Cheese: A simple classic that owner Nico recommends himself. It packs a surprising punch of flavor.
  • Spinach & Cheese: The go-to for vegetarians (and meat-eaters who need their greens!).
  • Argentinian Mule: To wash it all down, try this spin on a classic cocktail, featuring fresh ginger beer and a splash of Fernet Branca—the unofficial national spirit of Argentina.

Explore Wicker Park Like a Pro

Now you’ve got the inside scoop, so get out to Wicker Park and explore Division Street for your weekend binging! Once you’ve finished your food exploration, head up to North Ave and join us at Chicago Food & City Tours where we feature all of Chicago's best hidden gems on tours such as the Iconic Foods of Chicago Tour and the Gateway to the West Loop Food Tour.

About the Author: Gina Schammel

Gina Schammel is a veteran of the Chicago culinary scene with over a decade of experience in food tourism and hospitality. As the Sales & Private Events Director at Chicago Food & City Tours, Gina has curated thousands of culinary experiences for locals and visitors alike.

A recognized local expert, Gina serves as an Official Ambassador for Choose Chicago and sits on the Associate Board for Growing Home, an organization dedicated to organic farming and job training in Chicago. Her deep ties to the city’s restaurant industry allow her to provide insider access and "Grub Guides" that go beyond the typical tourist traps.

When she’s not designing the city's next big food event, you can find her grocery shopping for seasonal ingredients, exploring the pasta menu at Eataly, or grabbing a vintage cocktail at Gold Star Bar.

You Might Also Like

5 Best West Loop Restaurants

The Best Chicago Pizza: Our Ratings on Local Favorites from Deep Dish to Thin Crust

17 Fun Things to Do in Downtown Chicago

Chinatown Chicago Restaurants: 3 Spots You Can't Miss

17 Best Date Ideas In Chicago: Unique Spots & Romantic Restaurants

Try One of Our Tours!

Savor the true heart of Chicago with our fun, expert guides. Visitors get a taste of the real deal, and locals discover new go-to favorites.