Head to Pizza Portofino’s expansive, covered patio for a taste of the Italian Riviera along the Chicago River. The restaurant’s Italian, coastal-inspired menu features 10 signature pizzas, an array of shareable antipasti, and fresh takes on classic seafood dishes—think Mediterranean branzino and Bar Harbor mussels. The dishes match the space’s breezy feel, complete with hanging greenery and twinkling lights.

A trip to Robert’s Pizza and Dough Company’s pet-friendly patio feels like stepping into a secret garden. Nestled in the Streeterville neighborhood, this waterfront spot boasts one of the city’s most acclaimed thin-crust pizzas. Dig into a duck prosciutto or roasted vegetable pie against a backdrop of lush greenery, shady trees, and colorful flowers—and forget you’re in a bustling city.

Head to Pilsen Yards on Chicago’s South Side for reimagined traditional Mexican dishes and an oasis-like atmosphere that transitions seamlessly from indoors to out. From tacos arabe to vegetarian enchiladas and decadent sweets including crepas de cajeta and drunken tres leches soaked in rum and mezcal, this spot is ideal for lingering with a large group.

One of the most transportive outdoor dining spaces in Chicago belongs to Fulton Market’s Aba. Surrounded by trees and natural vines with a pergola and oversize umbrellas, the restaurant’s lush patio provides an ideal ambiance for enjoying shareable Mediterranean plates like crispy short rib hummus served with house-made pita and shawarma-spiced skirt steak frites. This modern, Mediterranean restaurant is also a must-book spot for happy hour and celebratory occasions.

Harry Caray’s Tavern is located near the main entrance to Navy Pier. This family-friendly favorite is where you go for casual American fare like steak sandwiches, Chicago-style hot dogs, and cheeseburgers with a side of local history. A table on the lively patio is great for people-watching and socializing, whether taking in activity on the pier or watching fellow patrons indulge in backyard games.

Located along the Chicago River, RPM Seafood is a destination for a fancy seafood-forward meal. Choose from the petite or grand seafood tower brimming with prawns, Alaskan king crab legs, and East and West Coast oysters while basking in the sun on the expansive patio or more intimate, second-floor terrace seating. Pair your meal with timeless cocktails like martinis and spritzes.

Located at the top of the Hoxton Hotel in West Loop, Cabra highlights Peruvian fusion dishes and creative cocktails. Dig into a variety of Latin-inspired shared plates like herby, marinated ceviches and rich goat empanadas in a bright and airy space, complete with a refreshing rooftop pool. Drinks like pisco sours and smoky mezcal-based cocktails keep the party going well into the early morning.

The spirit and hospitality of Greece are on full display at Avli in River North. The heated, dog-friendly patio features tables dressed with crisp white linens and pink bougainvillea. You’re here for traditional spreads, hot and cold mezze, and platters of Greek favorites like lamp chops and seafood orzo. Greek wines and botanical cocktails—including inventive, spirit-free drinks like a fig-forward take on the classic manhattan—round out the menu.

Curiosity and whimsy are key ingredients to Mott Street’s spin on Asian cuisine. Chef Edward Kim’s menu starring the likes of pan-seared jackfruit bulgogi, crispy tofu, and fire chicken draw from his Korean American heritage and late-night street market favorites. Don’t miss the famous burger—only available until 7 p.m. (unless you’re at the bar), and the sprawling, pet-friendly patio adorned with twinkling lights and hanging greenery.

For fun and games in all seasons, head to Homeslice | Pizza + Pub in Lincoln Park. Ideal for chill weekday hangs and weekend brunches, meals here feel like a pizza party in your cool friend’s loft space. Enjoy tavern-style pizza like classic pepperoni and more innovative pies like crispy goat cheese and fig jam on the enclosed patio decked with colorful lights and greenery galore.