"For an easy romantic Italian meal outside, the answer is Piccolo Sogno every time. The patio here is covered with string-lit trees, sequestered from the street, and large enough to accommodate a lot of people without feeling too crowded. As mentioned, it’s great for dates, but it also works for dinner with just about anyone else—parents, colleagues, friends, time-share salespeople, etc." - adrian kane, veda kilaru, john ringor
"A trip to Tuscany should be on every summer bucket list, but for a cheaper alternative, head to this classic Italian restaurant from chef Tony Priolo and wine expert Ciro Longobardo. The vibrant garden patio provides an intimate escape from city life while rustic dishes — think wood-roasted oyster mushrooms, pappardelle with wild boar ragu, and crispy pizzas — highlight seasonal flavors. Insider’s tip: Order appetizer-sized portions of the housemade pastas to try more dishes. Add an extensive wine list and the end result is one of the most romantic experiences in Chicago. Place orders for pickup via Tock or order delivery online." - Naomi Waxman
"A picturesque restaurant with a beautiful patio that makes it an inviting choice for early-evening drinks and relaxed Italian-inflected dining outdoors." - Regan Stephens
"Escape the bustle of the city at Piccolo Sogno’s lush garden patio and enjoy an intimate evening filled with rustic cuisine and Italian wines. The “little dream,” the restaurant name’s translation, of Tony Priolo and Ciro Longobardo treats diners to first-rate dishes like seafood spaghetti nero, pappardelle with wild boar ragu, braised beef short ribs, and wood-fired pizzas. Carryout orders can be placed on Tock." - Ashok Selvam
"Chicago’s preeminent destination for rustic Italian cuisine, Piccolo Sogno is also a haven for gluten-sensitive diners. More than half the menu is gluten-free or can be made without gluten upon request. Guests have options like Caprese salad, grilled octopus, gnocchi, pastas, grilled fish, and more. Pair the food with a glass of wine on the beautiful outdoor patio for a memorable experience. Carryout ordering is available here." - Sam Nelson