Best Happy Hour Restaurants in Pilsen (60608)
11 hand-picked restaurants, critic-reviewed and ranked
Last Updated: January 2026
Our Top Pick
The Duck Inn
A duck-first American tavern built around a signature rotisserie duck service.
Notable Picks
#1
The Duck Inn
8.6
A Bridgeport neighborhood tavern with a serious duck-driven identity—rotisserie, crispy wings, and duck-fat comforts—anchored by a bar program that keeps the room lively. It reads as gastropub-first, but the cooking has real finesse when you order the signatures. Strong for date nights or small groups who want a relaxed dining room without giving up craft.
Must-Try Dishes:
Signature whole rotisserie duck, Duck Inn Dog, Duck fat fries
What makes it special: A duck-first American tavern built around a signature rotisserie duck service.
8.3
A British-leaning pub where the food holds up as more than an afterthought—hand pies and fried items get most of the attention, but the Pub Burger is a legit order when you want something hearty with a pint. It works best as a relaxed, sit-down meal with dependable execution and a steady neighborhood crowd.
Must-Try Dishes:
Pub Burger, Steak and Ale Pie, Scotch Egg
What makes it special: A true pub kitchen where the Pub Burger is worth ordering, not settling for.
#3
La Mejikana
8.2
A lively Ashland Ave room that plays like a night-out Mexican spot—big energy, cocktails, and a menu built around tacos plus richer, plated mains. The best orders stay focused: one birria-forward item, one shareable starter, and one taco set to keep the table moving.
Must-Try Dishes:
Quesa Birria Tacos, Birria Taco, Queso Fundido
What makes it special: High-energy Mexican dining where birria and shareables drive repeat visits.
8.1
A loud, high-traffic margarita bar that’s built for happy hour with groups—quick chips-and-salsa momentum, strong frozen-and-shaken drinks, and tacos designed for sharing. It’s strongest when you keep the order structured: one round, one round of tacos, then decide if you’re staying for a second lap.
Must-Try Dishes:
Steak taco, Al pastor taco, Margarita pitcher
What makes it special: Margarita-forward bar energy with tacos built for rounds.
8.0
Vibes:
Brewery & Beer Garden Republic
Happy Hour Hotspots
Group Dining Gatherings
Trendy Table Hotspots
A Pilsen brewpub built around house beer and a food menu that goes beyond bar basics, with Filipino-influenced touches showing up alongside burgers and shareable plates. It’s strongest when you treat it like a long hang—one burger, one snacky side, then work through a couple pours. The room and patio energy skew social, making it an easy default for groups.
Must-Try Dishes:
Longanisa burger, Beef burger with pickled onions, Cheese curds
What makes it special: House-brewed beer depth paired with Filipino-leaning pub-food swings.
#6
La Luna
8.0
A colorful, music-forward Mexican dining room that plays well for happy hour when you want a lively room and a fast order cycle—cocktails, tacos, and shareables that come out with momentum. It’s best for groups that want a fun start to the night, not a quiet conversation bar.
Must-Try Dishes:
Carne asada tacos, Guacamole, Margarita flight
What makes it special: Party-leaning Mexican spot with happy-hour-friendly cocktails and share plates.
Worthy Picks
#7
Punch House
7.9
A basement cocktail lounge that’s perfect for happy hour when you want low light, strong drinks, and a pre-show energy without a club feel. It’s best for small groups: grab a punch (or a classic cocktail), snack lightly, and let the room do the rest.
Must-Try Dishes:
House punch, Nachos, Classic cocktail
What makes it special: Basement lounge built around punch cocktails and DJ nights.
7.8
A counter-friendly Mexican spot that functions as a rare happy-hour option when you want fast food value plus a drink special without the full bar-restaurant overhead. It’s strongest as an early-evening stop: order a taco trio and one signature item, eat hot, and keep moving.
Must-Try Dishes:
Asada tacos, Guacamole, Crazy fries
What makes it special: Happy-hour-priced tacos in a practical, fast-service format.
A Bridgeport institution that doubles as a bottle shop and a backroom bar—great for happy hour when you want relaxed patio time, deep beer selection, and a neighborhood regulars feel. Treat it like a choose-your-own-adventure stop: one draft, then grab something packaged to take home.
Must-Try Dishes:
Frozen cocktail special, Draft beer pour, Bottle shop pick
What makes it special: Bottle shop up front, community bar in back—one stop, many modes.
7.7
A small, across-the-street bar that’s ideal for happy hour when you want a no-fuss drink menu and a reliable pre-show meeting point. There’s not much menu noise—show up, order fast, and treat it like a short, efficient stop rather than a full-night destination.
Must-Try Dishes:
Please & Thank You cocktail, Beer-and-shot combo, Seasonal cocktail
What makes it special: Compact cocktail-and-beer bar built for quick pre-show drinks.
#11
Simone's Bar
7.7
A Pilsen bar that works as a hangout first and a burger stop second, but that’s exactly the appeal—order something solid, post up, and let the room do the rest. Best when you treat it like a burger-and-beer night with a little edge and late-evening energy.
Must-Try Dishes:
House Burger, Chicken Sandwich, Fries
What makes it special: A Pilsen bar where a burger order fits the night perfectly.