Deals
Happy hour deals
Restaurants and bars in Chicago. Open a card for the window, what it covers, and the page we copied it from.
FROM $2ADVERTINYPin your listing at the topFirst card in the directory.From $2
RPM Italian River North
Drink+foodWeekdays 4–6 at the barlive
Weekdays 4–6 at the bar. $8 cicchetti, $8 signature cocktails and wines by the glass, $5 beer, $15 burrata raviolo.
Cite: rpmrestaurants.com · Updated 2026-09-02
River Northlive
RPM Steak River North
Drink+foodWeekdays 4–5:30 at the Proper Barlive
Weekdays 4–5:30 at the Proper Bar. $10 cocktails and wines, $5 beers and minis, bar snacks from $12.
Cite: rpmrestaurants.com · Updated 2026-09-02
River Northlive
Gilt Bar River North
Drink+foodDaily until 5pmlive
Daily until 5pm. $6.99 sliders and fries, $6 wine and draft beer, $7 highballs and teeny martinis, $8 Old Fashioned.
Cite: giltbarchicago.com · Updated 2026-09-02
River Northlive
Shaw's Crab House River North
Drink+foodMon–Fri 3–5 in the Oyster Barlive
Mon–Fri 3–5 in the Oyster Bar. Oysters $12 half dozen / $24 dozen, $5 draft beer, $15 mini lobster rolls.
Cite: shawscrabhouse.com · Updated 2026-09-02
River Northlive
Bar Siena West Loop
Drink+foodMon–Fri 3:30–5:30live
Mon–Fri 3:30–5:30. $9 cocktails, $10 wine, $4 sliders, $12 pizza.
Cite: barsienawestloop.com · Updated 2026-09-02
West Looplive
Monteverde West Loop
Drink+foodTue–Sat 2:30–4:30 aperitivolive
Tue–Sat aperitivo 2:30–4:30. Aperitivi $10–14 and snacks on the hosted PDF.
Cite: monteverdechicago.com · Updated 2026-09-02
West Looplive
Moneygun West Loop
Drink+foodTue–Fri 5–7 Waffletinilive
Tue–Fri 5–7. $10 tini’s with complimentary waffle fries.
Cite: moneygunchicago.com · Updated 2026-09-02
West Looplive
The Dearborn The Loop
Drink+foodMondays 4–6live
Mondays 4–6. $10 starters, wines, and Old Fashioneds; $12 martinis.
Cite: thedearborntavern.com · Updated 2026-09-02
The Looplive
Prime & Provisions The Loop
Drink+foodMon–Fri 4–6live
Mon–Fri 4–6 and Sunday 4–9. $1.50 oysters, $12 wine, half off bar bites.
Cite: primeandprovisions.com · Updated 2026-09-02
The Looplive
Big Star Wicker Park
Drink+foodMon–Thu 4–6live
Mon–Thu 4–6. $12 margarita, $8 ranch water, $4 Pacifico, ½ off nachos.
Cite: bigstarchicago.com · Updated 2026-09-02
Wicker Parklive
Estelle's Wicker Park
Window onlyMon–Fri 4–7 half-price drinkssoon
Mon–Fri 4–7 half-price drinks. No happy-hour dollar amounts on that page.
Cite: estelleschicago.com · Updated 2026-09-02
Wicker Parksoon
Cafe Ba-Ba-Reeba! Lincoln Park
Drink+foodDaily 4–6 at the barlive
Daily 4–6 at the bar. $1.50 pintxos, $3–5 tapas, $4 Estrella, $23 sangria pitchers.
Cite: cafebabareeba.com · Updated 2026-09-02
Lincoln Parklive
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