Monday specials

Good drinks.
Great deals.
Better together.

Browse recurring Monday food and drink specials in Chicago. The compact directory below keeps every schedule and source easy to scan.

CHEERS
TO THAT
MORE HAPPY
LESS SPENDY

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Monday Restaurant Specials in Chicago

Back to Chicago

Specials 1–24 of 50, from 49 local venues.

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)
Beatrix Food & Drinks

Happy hour

$6 select beer, $7 wine, $8 cocktails, $9 snacks and a $12 burger when ordered with a beverage

Monday–Friday · 3:00 PM–6:00 PM River North Verified Jul 26, 2026 Official source (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)

Happy hour

$6 draft Sapporo, $11 Chef's old fashioned and Mini Skirt cocktails, $12 Slow Roll combo (shot of whiskey or tequila, a can of Hamm's and an egg or spring roll), $9 crab rangoon and egg rolls, $11 dry fried green beans, $12 vegetable lo mein,

Daily · 5:00 PM–6:00 PM Bucktown — 2165 N Western Ave, Chicago, IL Verified Jul 27, 2026 Official source (opens in new tab) Website (opens in new tab)
Gilt Bar Food & Drinks

Happy hour

$7-$12 snacks, $8 old fashioneds, $7 highballs, $7 teeny martinis, and $6 wine and beer

Daily · 4:00 PM–5:00 PM River North Verified Jul 26, 2026 Official source (opens in new tab)