West Loop

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Browse current local food and drink specials in West Loop. This area is part of Chicago.

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Chicago

Happy Hour Deals in West Loop

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Browse 7 recurring specials from 6 venues in West Loop.

Aba Food & Drinks

Rooftop Mediterranean happy hour

$7 wine pours, $5 locally brewed beers, $9.95 flatbreads and $15.95 vegetarian mezze

Monday, Tuesday, Wednesday, Thursday & Sunday · 4:00 PM–6:00 PM West Loop Verified Jul 26, 2026 Source (opens in new tab)
Bar Siena Food & Drinks

Happy hour

$9 cocktails including classic, espresso and lemon drop martinis and Old Fashioneds, $10 red, white and rose wines, $3 arancini, $4 sliders, $11 bolognese fries, $12 margherita and burnt pepperoni pizzas

Monday–Friday · 3:30 PM–5:30 PM West Loop — 832 W Randolph St, Chicago, IL 60607 Verified Jul 27, 2026 Official source (opens in new tab) Website (opens in new tab)
Bocaditos Food & Drinks

Happy hour

$2 oysters, $5 beer, $8 wine and $10-$11 cocktails

Monday, Tuesday, Wednesday, Thursday & Sunday · 3:00 PM–6:00 PM West Loop Verified Jul 26, 2026 Official source (opens in new tab)
The Press Room Food & Drinks

Happy hour

$2 oysters, $8 olives, $20 charcuterie board, $8 old fashioneds and martinis, $10 wine, and $45 for a dozen oysters plus a bottle of sparkling wine

Tuesday–Thursday · 4:00 PM–6:00 PM West Loop Verified Jul 26, 2026 Official source (opens in new tab)