Nestled in Logan Square, Billy Sunday has been a celebrated Chicago staple since 2013, masterfully blending hospitality with cocktail creativity. Step inside and you're greeted by moody lighting, rich wooden surfaces, and a curated back bar that whispers "vintage meets modern." Cocktails here are smart, inventive takes on classics. Expect seasonal, house-made tinctures—from delicate herbal extracts to bitters made in-house—paired with playful creations and powerful riffs on tradition. Try the Vintage Amaro Daiquiri or the Victorian and ask for the “Good Book,” a legendary reserve list featuring rare vintages of amari and Scotch whiskies. But don't overlook the kitchen—helmed by owner-chef Matthias Merges—where unexpected flavors shine. Must-tries include the whimsical green bean casserole with bacon and crispy pig ears, flaming saganaki, monkey bread with carrot harissa and ramp butter, and elegant steak tartare. Each bite is crafted to complement a drink—and conversation. Hospitality here strikes the perfect balance: relaxed and welcoming without losing polish. Staffers are knowledgeable, attentive, and delight in sharing their passion—whether you're intrigued by their back bar or experimenting with amaro flights. In short, Billy Sunday is where Chicago's cocktail culture feels homey yet elevated—a place to linger over artful drinks, surprising eats, and genuine Midwestern warmth.
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