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

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Happy Hour Deals in Loop

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Browse 5 recurring specials from 5 venues in Loop.

Boleo Food & Drinks

Retractable-roof Peruvian bar

$10 Fernet and Cola, $6-$8 wine and beer, $4 yaquitas and $8 hongos

Wednesday–Saturday · 5:00 PM–6:00 PM Loop Verified Jul 26, 2026 Source

Brando's Speakeasy Drinks

Drink special

$5 Old Fashioneds, Moscow mules and Palomas

Daily · 5:00 PM–7:00 PM Loop Verified Jul 26, 2026 Source

ROOF on theWit Food & Drinks

Happy hour

$10 wine, $8 Jim Beam seltzers and 20 percent off Neapolitan pizzas

Wednesday–Friday · 4:00 PM–6:00 PM Loop Verified Jul 26, 2026 Source

Sushi-san Willis Tower Food & Drinks

Happy hour

$5 hand rolls and $5 Asahi drafts

Monday–Friday · 3:00 PM–5:00 PM Loop Verified Jul 27, 2026 Official source Website

The Gage Food & Drinks

Happy hour

$2.50 East Coast oysters on the half shell, $3 jumbo prawns, $6 featured draft beer, $10 featured wines by the glass, $10 cocktails, $8 mini-martini and $9 micro-manhattan

Monday–Thursday · 2:00 PM–5:00 PM Loop — 24 S Michigan Ave, Chicago, IL 60603 Verified Jul 27, 2026 Official source Website