When the weather warms, Chicagoans thoughts turn to our baseball teams, lakefront, street festivals and dining al fresco. Instead of heading out and hoping there’s outdoor seating, make a plan to beat a path to any of these local spots that offer dining and drinking under the sun and stars.
25 Degrees, burger restaurants in River North (24-seat patio) and a Wicker Park location featuring a 48-seat, dog-friendly patio on Division St., offer Boozy Shakes, Mojitos, Margaritas and more including “Bouquets of Rosé” – a bouquet of three bottles of rosé garnished with real roses. The refreshing, bottle service option is perfect for groups and available all day for $99.
25 Degrees – River North
736 N. Clark St.
Chicago, IL 60654
25 Degrees – Wicker Park
2015 W Division St.
Chicago, IL 60622
Brownstone in North Center features a 68-seat, dog-friendly patio and weekly food and drink specials. Sip on summer cocktails including carafes of White Peach or Red Sangria, Watermelon Refresher (Ketel One Citroen, fresh watermelon limeade, seltzer, mint and candied watermelon) Moscow Mules, Mojitos (original, strawberry or mango) and a rotating selection of seasonal draft beer. Daily Food and Drink Specials include:
- Monday: Trivia at 8 p.m., $4 Sam Adams Seasonal, $7 Sandwiches
- Tuesday: $4 Blue Moon, $4 Half Acre Daisy Cutter, $7 Burger and a side
- Wednesday: $4 bottles and cans, $9 White Peach or Red Sangria Carafes, $5 Skillet Cookie, $7 Salads and Wraps
- Thursday: Live music at 8 p.m, $4 Revolution Beers, $6 Glasses of Wine, $3 Fish or Shrimp Tacos, $6 Jumbo Wings.
- Friday: $4 Lagunitas Beers, $4 Jameson Shots, $6 Tito’s Moscow Mules
Brownstone Tavern and Grill
3937 N Lincoln Ave
Chicago, IL 60613
Nando Milano Trattoria offers a beautiful outdoor patio at its Wicker Park location. The small, authentic Italian restaurant on Division has a large sidewalk patio that seats more than 60 people during wram weather with sweet lighting, greenery and even heaters for the cooler nights. It works for date nights as well as big family dinners and is dog friendly.
Nando Milano Trattoria
2114 W. Division St.
Wicker Park, Chicago
Located on the 13th floor of the Chicago Athletic Association hotel, Cindy’s rooftop restaurant and open-air terrace offers cool views of Chicago’s Millennium Park and Lake Michigan. Perched above Michigan Ave., Cindy’s airy vibe is akin to a Great Lakes beach house with fire pits outside in case there’s still a chill in the air. Cindy’s is open weekdays for lunch from 11 a.m.–2 p.m. and for evening hours 3 p.m.–2 a.m., Saturdays 10–3 a.m., and Sundays 10–12 a.m.
12 S. Michigan Ave.
Chicago, IL 60603
Chicagoans and Italians adore their outdoor dining and Dolce Italian located at The Godfrey Hotel in River North, features a patio reminiscent of al fresco dining in an Italian piazza met with a posh neighborhood. Meet for cocktails and pizzas or indulge in grand Italian feast of dishes such as Beef Carpaccio with baby arugula, crispy mushrooms, croutons, and truffle dressing or the Whole Roasted Branzino with roasted fennel and “puttanesca” sauce. Reservations are recommended.
127 W. Huron St.
Chicago, IL 60654
FIG & OLIVE unveiled its outdoor terrace for spring and summer, boasting 36 seats, fragrant rosemary shrubs and skyline views. A twinkling, LED-lit “living wall” adds to the terrace and creates a sweet ambiance for brunch, afternoon cocktails, or dinner al fresco. Enjoy the full coastal Mediterranean-inspired food and beverage menus on the terrace.
FIG & OLIVE
104 E. Oak St.
Chicago, IL 606
Formento’s boasts the widest patio in the West Loop with seating for 48. Meet friends, work on the laptop and enjoy a glass of rosé and antipasti al fresco on the Italian garden-inspired, lush patio.
925 W. Randolph St.
Chicago, IL 60607
It’s not all about Italian inspired food and outdoor dining as Honey Butter Fried Chicken also features a sprawling backyard patio for a pleasant backdrop for warm weather and communal dining (and with heat lamps just in case). Bring your liitle imps to play with the magnet wall while you finish your fried chicken. The patio is open until 10 p.m. on Fridays and Saturdays and 9 p.m. Sunday, Wednesday, and Thursday.
Honey Butter Fried Chicken
3361 N. Elston Ave.
Chicago, IL 60618
Dine al fresco at the new Americano 2211’s ivy canopied outdoor back patio. In addition to the dinner menu, an assortment of Snookelfritz ice creams and sorbets including Grapefruit-Prosecco Sorbet and Coffee ice cream with red wine cherries and crushed amaretti, as well as an evening bar and wine/aperitif program debuts at the Wicker Park eatery this summer.
2211 W. North Ave
Chicago, IL 60622
On the North Shore, Taste on Chestnut in Winnetka offers an outdoor dining experience overlooking Chestnut Court. You can dine al fresco on à la carte lunch and dinner menu options or pencil a visit on one of the special al fresco prix fixe menu with wine pairings which takes place the third Thursday of each month: June 16, July 21 and Aug 18. There is a “Garden to Table” summer cooking series featuring hands-on demonstrations how to prepare meals using the freshest ingredients from your home garden or farmers market. Call for details.
Taste on Chestnut
505 Chestnut St.
Winnetka, IL 60093