10 Essential Happy Hour Deals


It’s 5 o’clock somewhere, right? These Chicago watering holes boast some of the best Happy Hour deals around.

Parsons Chicken & Fish (Logan Square, Lincoln Park)

Monday-Friday, 3pm-6pm

$1 PBRs, $2 whiskey and tequila shots, $4 draft beer, $5 Negroni slushies + Happy Hour food specials

Sparrow (Gold Coast)

Monday-Friday, 4pm-7pm

$5 daiquiris all day, half price wine and draft beer

Bounce Sporting Club (River North)

Tuesday-Friday, 5pm-7pm

$5 house wine, sangria, frozen drinks, draft beer, well drinks, bar bites

Lone Wolf (West Loop)

Monday-Wednesday, 4pm-6pm; Sunday, 11am-4pm

$5 rotating beer, wine, and cocktails, $5 Chicago hot dog and fries

Henry’s (River North)

Monday-Friday, 5pm-8pm

$5 tall boys, $5 well drinks, $6 wine by the glass

Cafe Ba-Ba-Reeba (Lincoln Park)

Daily, 4pm-6pm

$1 pintxos, $1.95-$3.25 tapas, $16 pitchers of sangria

Hampton Social (River North, Streeterville)

Monday-Friday, 3pm-6pm

½ price pizza and rosé of the day

Broken English Taco Pub (Loop)

Monday-Friday, 4pm-7pm

$4 Mexican beer, $5 tequila shots, $6 margaritas, $7 sangria

Pinstripes (Streeterville)

Monday-Friday, 3:30pm-6:30pm

$5/$7 draft beer, $5 house wine, $6 premium well cocktails + Happy Hour food specials

Kit Kat Lounge & Supper Club (Boystown)

Tuesday-Friday, 5:30pm-7pm; Sunday 4pm-7pm

$4 Stoli martinis, ½ off small plates

Testimony from Ramon Gomez, The Gwen

“I’m a fan of Hubbard Inn for Happy Hour; from 4pm-7pm they have $5 martinis and Manhattans. The scallop crudo is quite lovely and you can’t go wrong with their $1 oysters and clams, $2 king crab legs, $2 jumbo shrimp cocktail, and $3 scallops crisp!”

Testimony from Philippe Gills, The Langham

“One of the best happy hours can be found at Broken Shaker at Freehand; they have such a cool space with an interesting cocktails program. Plus, during Happy Hour, you can get the chef’s burger, fries, and a domestic beer for just $15!”

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