Milk Maid at The Whistler
Photo: Jason Little | Milk Maid at The Whistler

The Whistler

  • Bars | Cocktail bars
  • Logan Square
  • price 2 of 4
  • Recommended
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Time Out says

From the outside, this place looks like a gallery (which, technically, it partially is). On the inside, it's a tiny lounge, with a permanent stage set up for weekly live music and performance. But behind the bar, the drink-slingers have perfected the art of the cocktail, skillfully crafting colorful refreshments that pack a punch. One sip and there’s no doubt that despite everything else going on here, the drinks are the reason to stick around.

Details

Address
2421 N Milwaukee Ave
Chicago
60647
Cross street:
between Fullerton Ave and Richmond St
Transport:
El stop: Blue to California. Bus: 52,56,74.
Price:
Average cocktail: $10
Opening hours:
Wed–Thu 6pm–1am; Fri–Sat 6pm–2am
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What’s on

Test Literary Series

The Whistler’s monthly lit series pops up on the second Wednesday of every month, bringing an evening of readings, workshopping and discussion to the Logan Square cocktail bar. Each show is followed by an installment of the Relax Attack Jazz Series, a free event with a constantly rotating bill.
  • Literary events

Heat Sync: New Year’s Eve at The Whistler

Every New Year’s Eve, The Whistler showcases a new resident DJ or performer for its end-of-year dance party. For closing out 2025, the bar will highlight Heat Sync: a dance party with high-energy, percussion-driven sets from a stacked lineup of DJs to keep you grooving straight into 2026. Tickets include tickets for two drinks off The Whistler’s menu, including a midnight toast. The  New Year’s Eve cocktail menu will feature staff favorites from the past year.
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