If you enjoy pairing your craft cocktails with a live DJ set or jazz combo, The Whistler is for you. But even if their eclectic slate of nightly live music isn’t your thing, the great drinks and undeniably cool atmosphere of this Logan Square bar/gallery/performance space are likely to convince you to show up on the early end, before any acts take the stage. The menu changes daily and most cocktails are $10 and under, so you should plan on hunkering down at the bar or on the cozy back patio until close, then returning to do the same thing the next day.
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Billy Sunday is an old-school inspired cocktail lounge in Logan Square with a few solid food options as well.
Wyler Road is a great sandwich spot that you want to sit and hang it. It feels like a cafe during the day and a fancy local dive bar at night.
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Little Victories is a bar in Wicker Park that’s great for an early-in-the-game date
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Scofflaw is a gin-focused cocktail lounge in Logan Square with solid food. They also give out free, freshly baked chocolate chip cookies at midnight.
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