Freestyle Food + Drink 
606 N State Street
Chicago, IL 60654

Attached to the Dana Hotel in the River North ‘hood of Chicago, your dog will sniff out this patio that treats him like the VIP guest he is. Come to Freestyle for breakfast, lunch, dinner, brunch, or happy hour—but most definitely reserve it as a place for a hangover cure, or pre-dinner bites and drinks. Any time of day is ideal for the people watching. Freestyle is hip and trendy; an upscale feel that isn’t too hard on the wallet.

Settle into the cushy patio furniture under a heater, invite Fido to hop into your lap, and order up anything from their menu of fresh, sustainable ingredients. Chef Ariel Bagadiong serves eclectic offerings including crepes, omelets, and a French toast that’s quite a beaut for brunch, delicious Maki Rolls or the shrimp salad sandwich for lunch or dinner, and oysters and cocktails like light and fruity, City Lights or Velvet Falarnum for the happiest of hours.  Enjoy the specially-priced drinks and finger foods from 4 to 7 every day of the week.

Remember we said Freestyle will treat the pooch like VIP? It’s true. Besides the lovely patio and people watching, the hotel spot has a pet package, $10 for a bed, water, and gourmet treats from nearby Tails in the City. If Fido’s extra hungry, they’re happy to accommodate with meat portions and more. Ready, set…grab a glass of wine on the heated patio, pooch by your side. 

Best for: windy city waggers, pampered lapdogs, people watching pups


A group of dog lovers that enjoy a good game of fetch in the park, a cold drink at a sidewalk patio, and Instagramming dog selfies with the best of them. We're working hard to find the best stories about our shared dog culture for you and your best friend.