Piccolo Sogno

"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." - Samantha Nelson, Eater Staff

"The back patio at Piccolo Sogno is the standard by which all others are judged when it comes to a romantic dinner outside in Chicago. It’s surrounded by trees decorated with lights, and there’s enough space between each table that you won’t be able to tell whether the people around you are getting engaged or divorced. It’s good for any kind of date, too - from an early-in-the-game dinner to a “let’s finish this bottle of wine before we go home to the kids” situation. All in all, a true date night utility player." - adrian kane

"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 Tony Priolo and Ciro Longobardo. The vibrant garden patio provides an intimate escape from city life while rustic dishes highlight seasonal flavors. Add an extensive wine list and the end result is one of the most romantic experiences in Chicago." - Naomi Waxman, Eater Staff

"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, Eater Staff