The Best Happy Hours in South Loop, Chicago

South Loop has 11 happy hour spots on Spotd right now — from dive-bar well drinks to half-price oysters.

Standouts include Buddy Guy's Legends, Half Sour, Jazz Showcase, Kasey's Tavern and 7 more. Recent deals: Blues performances every night open; cover charge $15 weeknights, $25 Fri-Sat; 21+ after 8pm at Buddy Guy's Legends; House-fermented half sour pickles at Half Sour.

Tap any spot below for its full deal list, hours, reviews and map. Happy hour times change often, so always verify directly with the venue before you head out.

All days Monday Tuesday Wednesday Thursday Friday Saturday Sunday

11 spots in South Loop, Chicago

Buddy Guy's Legends Wed-Thu 5pm-12am, Fri-Sat 5pm-1:30am, Sun 5pm-12am, Mon-Tue closed 🍹 Blues performances every night open; cover charge $15 weeknights, $25 Fri-Sat…
Half Sour Mon-Fri 12pm-2am, Sat 10am-2am, Sun 10am-12am 🍹 House-fermented half sour pickles
Jazz Showcase Mon-Sat 7pm-11:30pm, Sun 3:30pm-10pm, sets nightly 8pm and 10pm, Sunday matinee 4pm 🍹 Nightly 8pm and 10pm sets from touring and local jazz greats
Kasey's Tavern Sun-Fri 11am-2am; Sat 11am-3am 🍹 Over 130 beers on tap and bottled
M Lounge Mon-Thu 4pm-12am, Fri-Sat 4pm-3am 🍹 Live jazz Tuesday & Wednesday 7-10pm, no cover charge
Reggie's Music Joint Mon-Fri 11am-2am, Sat 11am-3am, Sun 11am-2am 🍹 Happy hour Mon-Fri 11am-7pm: $4 cans, $5 well drinks; free show nights rotate…
Roots Handmade Pizza South Loop Closed Mon-Tue, Wed-Thu 11am-10pm, Fri-Sat 11am-11pm, Sun 11am-10pm 🍹 Trivia Thursdays at 7:30pm with prizes
Signature Bar + Restaurant Mon-Wed closed, Thu 5pm-12am, Fri 11:30am-12am, Sat 10am-12am, Sun 10am-12am 🍹 Signature smashburger, double patty with caramelized onions and yuzu pickles
The Chicago Firehouse Restaurant Mon-Thu 4pm-10pm; Fri-Sat 3pm-10pm; Sun 4pm-9pm 🍹 Weekday happy hour Mon-Fri 4pm-5pm at the bar
Vitalogy on Dearborn Tue-Thu 4pm-10pm, Fri-Sat 4pm-12am 🍹 Craft cocktails $13-16; small plates; happy hour Tue-Thu 4pm-6pm
Weather Mark Tavern Mon-Wed 4pm-12am, Thu-Fri 11am-12am, Sat 10am-1am, Sun 10am-12am 🍹 Daily 4-6pm happy hour; bottomless mimosas Sat-Sun $25 with food purchase

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Frequently Asked Questions

How many happy hour spots are in South Loop, Chicago?

Spotd lists 11 happy hour spots in South Loop, Chicago right now, each with up-to-date deals and hours.

What time does happy hour start in South Loop, Chicago?

Most happy hours in South Loop, Chicago start around 4pm, with some kicking off as early as 11am. Each spot's exact window is listed on its page.

Which South Loop spots have happy hour on Tuesday?

1 South Loop spot runs a Tuesday happy hour on Spotd, including Weather Mark Tavern. See the full list on the Tuesday filter.

What are the best happy hour deals in South Loop, Chicago?

Popular picks include Blues performances every night open; cover charge $15 weeknights, $25 Fri-Sat; 21+ after 8pm at Buddy Guy's Legends; House-fermented half sour pickles at Half Sour; Nightly 8pm and 10pm sets from touring and local jazz greats at Jazz Showcase. Browse every deal on the spots below.