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Best happy hour in the West Loop, Chicago
Happy hour in the West Loop runs the range from $2 oyster bars to wine-bar pour deals to Mexican rooftops. The list below covers published happy-hour specials with days, times, and signature deals. Every pick links to its full business page.
Oyster & raw-bar happy hours
Bivalves at a discount, plus drink specials.
- The Publican Mon–Fri 4–6 PM. $2 oysters with mignonette, $9 beef fat fries, $8 house-made pork rinds.837 W Fulton Market, Chicago, IL, 60607
- The Press Room Tue/Wed/Thu 4–6 PM. $2 oysters, $8 old fashioneds and martinis, $10 specialty wines. Signature Oysters & Bubbles: a dozen oysters + bottle of sparkling for $45.1134 W Washington Blvd Ll, Chicago, IL, 60607
Cocktail bars
Reduced cocktail and snack pricing at proper cocktail bars.
Restaurant happy hours
Bar-seat specials at full-service restaurants.
- Costera Mon–Fri 4–6 PM at the bar and seasonal patio. $10 espresso martinis and margaritas, $6 draft, $7 wine, $9 well drinks, $12 tacos.846-850 W Fulton Market 1, Chicago, IL, 60607
- Bocaditos Sun–Thu 4–6 PM and 8:30–9:30 PM. Discounted drinks and small plates at this Madison Street Mexican spot.1140 W Madison St 1, Chicago, IL, 60607
Frequently asked questions
- What time does happy hour usually start in the West Loop?
- West Loop happy hours typically run 4–6 PM on weekdays. A handful of restaurants (like Bocaditos) offer a second late-night happy hour around 8:30–9:30 PM.
- Which West Loop happy hour has the best oyster deal?
- Both The Publican and The Press Room run $2 oyster specials during happy hour. The Press Room also offers a signature Oysters & Bubbles deal — a dozen oysters plus a bottle of sparkling wine for $45.
- Are West Loop happy hours every weekday?
- Happy hours on this list run Monday–Friday by default. The Press Room runs Tue/Wed/Thu only. Bocaditos runs Sun–Thu (skipping Fri/Sat). Always check directly before going.
- Where can I find happy hour with a patio in the West Loop?
- Costera Cocina Tulum runs its happy hour at the bar and on a seasonal patio. Several other West Loop restaurants offer outdoor seating, but their happy-hour pricing typically applies at the bar specifically — check each restaurant for current patio happy-hour policy.
- Are there late-night happy hours in the West Loop?
- Bocaditos is the late-night exception, running a second happy-hour window from 8:30–9:30 PM Sun–Thu. Late-night reverse happy hours are less common in the West Loop than the standard 4–6 PM format.
Most recent pick verified 5 days ago. Some picks may be older — the date reflects whichever pick on this page was checked most recently.