Pilsen is the epitome of neighborhood pride. Its cultural roots run deep and the passion that its citizens have for it runs even deeper. And any neighborhood with this much character is bound to be a good time.
Punch House
Photo Credit: Punch House
1227 West 18th Street
After seeing your favorite band at Thalia Hall, head downstairs to this intimate, 1970s-inspired bar that boasts some pretty incredible cocktails, served in glasses, carafes, fish bowls, and even snow cones. Try: Pisco Punch.
Skylark
Photo Credit: Screenless Tavern League
2149 South Halsted Street
This corner bar has a dive-y feel but serves up surprisingly delicious food. It’s a comfortable place where you’ll find people from all walks of life, and the prices for beer are pleasantly cheap. Try: Basket of Tater Tots (and thank us later).
La Vaca Margarita Bar
Photo Credit: Yelp
1160 West 18th Street
As a place that specializes in margaritas, there’s probably not much more explanation needed. If you need more convincing, this cow-decorated bar also has great outdoor seating for the summer and some spectacular breakfast tacos. Try: Spicy Mango Margarita.
Tack Room
Photo Credit: 16 on Center
1227 West 18th Street
Also at Thalia Hall, this is another great place to stop after a show if a dimly lit piano bar is more your style. Having only been around for a little over a year, this bar has already attracted plenty of fans. Try: 606 Sour.
The Barrel
Photo Credit: Trip Advisor
2015 South Damen Avenue
This is a true neighborhood bar, as it’s one of those places where the bartenders are real Chicagoans who are friendly to those who enter and encourage good, healthy conversation. Not to mention, they have probably more Chicago beers under one roof than most places. Try: Any local beer that you haven’t had yet.
Pl-zen
Photo Credit: Yelp
1519 West 18th Street
Named after its own neck of the woods, this “gastrocantina” with a can’t-miss building exterior encourages community interaction, as it features food and drinks inspired by Pilsen’s roots that incorporate newer elements. And it’s great for brunch. Try: Not Your Mother’s Horchata.
Caminos de Michoacan
Photo Credit: Yelp
1659 West Cullerton Street
This dive bar might get overlooked, but if you stumble upon it, they’ve got karaoke, cheap drinks, and a pool table. Who needs more than that? It’s known for getting pretty rowdy in the best way possible. Try: Your shot at the mic after you’ve had a few.
Simone’s
Photo Credit: Simone’s
960 West 18th Street
This bar is beloved by just about everyone who’s been there. It’s all about uniqueness and sustainability, with a bar built from bowling alley lanes, table tops built from high school desks, and a rooftop garden. Try: The Revenant.
Jack’s Place
Bars like these in Chicago are gems to the people that frequent them. This tiny place run by locals has a jukebox and cheap liquor to go if you like brown baggin’ it every once in a while. Try: Finding a better one-stop shop (we bet you can’t).
Del Toro
Photo Credit: Knapp Photography via Yelp
2133 South Halsted Street
This place needs to go on your Chicago restaurant bucket list. The food and drinks are equally amazing, and the people who own it are from the neighborhood and are dedicated to sharing comfort foods with outstanding flavors. Try: Pepino (Cucumber) Margarita.
