Ambiance Matchmaking Meet Attractive Singles
Ambiance Matchmaking Meet Attractive Singles

Chicago's Best Pizza Restaurants

You can't go wrong with a pizza and wine combo, but you can go wrong with the restaurant. Tip: Stay away from rowdy sports bars on your first date! We are very particular when choosing date spots, therefore this list is short and sweet. 



Homeslice gets an overall grade of an A+ for atmosphere, food, and drinks. The rustic decor makes you feel like you're in a log cabin nestled in a ski resort. The outdoor back patio has bright Italian lights, heat lamps, cozy patio seating, and a gutted silver bullet trailer available for seating. They have the best gluten-free pizza I've personally ever had. Plus, they serve their Moscow Mule just right and necessarily out of a copper mug (which you can buy for $10). 
Address: 938 W Webster Ave, Chicago, IL 60614



Compass is another great option for a more casual, laid-back date night without sacrificing quality. They offer a great craft beer selection (gluten-free options) and a tasty menu offering thin crust woodfire pizza, buffalo wings, salads, and even a delicious salmon dish. They also have great weekday specials, such as their Craft Draft Night on Mondays and half priced bottles of wine with a purchase of pizza on Tuesdays.
Address: 433 W. Diversey, Chicago, IL 60614



Quartino is a great spot for grabbing a Neapolitan thin-crust pizza and carafe of wine for two. This bustling downtown venue serves authentic regional Italian food and an atmosphere perfect for a date night.
Address: 626 N State St, Chicago, IL 60654

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