The Loyalist

Sister restaurant to three Michelin-starred Smyth upstairs, The Loyalist is John Shields and Karen Urie Shield's headline-making bar and restaurant in the West Loop. Consistently named one of the best restaurants in Chicago, the buzzing basement has become a staple of the city's culinary scene.

The vibe: The subterranean space is dimly lit with singles, couples and happy hour-goers filling the intimate space with hushed chatter.

The food: The star of the show here is The Loyalist OG Cheeseburger, a mouthwatering, onion-forward dish topped with pickled and charred onion between a delicate sesame seed bun. It's served with a side of onion aioli, which is great for dunking fries in. Many consider this one of the best burgers in the city—and we don't disagree. Another menu standout is the pillowy squash gnudi, doused in brown butter, Parmesan Reggiano and an optional caviar upgrade.

The drinks: Inventive drinks with cheeky names like Chai Me A River (Fortaleza blanco, green chartreuse, cacao, chai, pineapple and lime) and House Of 1,000 Carrots (pecan rum, cachaça, carrot, ginger, tropical spices and cream cheese) offer plenty of inventive options to choose from. We love the Cruel & Un-Yuzual, a flowery, vibrant purple cocktail crafted with Oka vodka, housemade yuzucello, Snow Maiden sake, chamomile, lavender and lemon.

Time Out tip: The Loyalist always saves a few seats for walk-ins, making it an ideal spot for post-work drinks with your team. If you arrive between 5 and 6pm on Monday through Thursday, you can take advantage of the $11 cocktails and discounted bar bites.