Sometimes you’re looking to sit down over quality cocktails, a little bit of food, and ideally some warm chocolate chip cookies, which is exactly what you’ll find at Scofflaw. The drinks here are gin-focused and all really good, but Scofflaw also serves good food. It’s a great place to hang out for a date or even sit with a couple of friends. And as if that wasn’t enough, they serve free, freshly-baked chocolate chip cookies at midnight. Life would be a lot cooler if everyone did that.
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Kyoten is an expensive omakase-only sushi restaurant in Logan Square. It’s definitely worth it for a special occasion.
Parson’s Chicken & Fish
Parson’s Fried Chicken & Fish serves good fried chicken on the best patio in town. This is an excellent hangout spot when it’s nice outside.
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Boeufhaus is a different kind of Chicago steakhouse. It's small, loud, cool, and still serves excellent steaks.
The Bristol is an American restaurant in Bucktown good for any date or small group of friends.
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Maude’s Liquor Bar
Hogsalt Hospitality does French food. Patrick Kane once went on a date here and you should too.
Pub Royale is an Anglo-Indian pub serving excellent cocktails and Indian inspired food. It’s a unique, delicious, and fun time.
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