Summer in Chicago brings lively patios, rooftop drinks, and some of the best food of the year. This guide covers the best Chicago summer eats, from casual spots with outdoor seating or giant open windows, to standout dessert spots, rooftop bars, and summer food festivals. Experience what makes Chicago so magical in the summers!
🍰 Dessert Spots
- Kurimu – Asian-inspired ice cream flavors that are as fun as they are delicious. Flavors vary by store and change each month!
- Margie’s Candies – Step back in time with old-school ice cream sundaes, massive cakes, and classic desserts.
- Annette’s Italian Ice – Amazing walk-up Italian ice spot in Lincoln Park. It’s cash-only (ATM next to window) and lines can be long in the summer but 100% worth it.
- Beacon Donuts – A hidden gem tucked down an alley, serving creative and delicious donuts from a window-front spot. Open until sold out, so arrive early for the best picks!
- Bang Bang Pie & Biscuits – Famous for their pies and biscuits, this spot is an absolute must for dessert lovers. They also have patio seating in the back.
☕ Casual Spots with Outdoor Seating
- Gallucci Pizzeria Napoletana – Fantastic Neapolitan pizza in Old Town, with cute street-side seating that’s small but adds to the charming summer dining experience. Read more about my experience at Gallucci.
- Cafe Libra – An Eastern European café where freshly made, to-order bread meets charming outdoor seating under a canopy of colorful umbrellas — perfect for a sunny summer bite.
- Rubi’s Tacos – A vibrant and colorful taco spot in Pilsen, serving flavorful Mexican bites in a lively, summer-ready atmosphere.
- Mindy’s Bakery – A must-visit spot for baked goods, serving some of the best bagels in Chicago — perfect to start your morning and take a stroll along the 606 after. Full post on Mindy’s Bakery.
- Mott St – Trendy Asian-fusion spot with airy dining and one of the most delicious burgers in the city — their outdoor seating is perfect on a sunny summer day. Full review on Mott St.
🌇 Rooftops
- LH Rooftop – Chic cocktails and delicious brunch with skyline and Chicago river views.
- Château Carbide – Stylish rooftop bar with a lively summer atmosphere.
🎉 Summer Food Festivals
- Taste of Chicago – The city’s iconic food festival, featuring local favorites, bites, and entertainment. Located in Grant Park and is now happening early July.
- Thai Festival Chicago – Vibrant Thai cuisine paired with cultural performances and summer festivities. Located in the Uptown neighborhood and happens early June.