Best Outdoor Bars and Restaurants In Chicago

24 May J Parker
III Forks Rooftop

III Forks Rooftop

The time to enjoy rooftops, sidewalk cafes, patios, beer gardens and any chair you can find outdoors is here. In A-Z order, here are a few to check out this summer. Neighborhood and the type of outdoor space is noted in parenthesis.


III Forks (Lake Shore East / Rooftop)
180 N. Field Blvd.
Chicago, IL 60601
(312) 938.4303


10 Urban Roofscape (River North / Godfrey Hotel Rooftop, Retractable Roop)
127 W. Huron
Chicago, IL


Big Star (Bucktown / Patio)
1531 N. Damen Avenue
Chicago, IL


Cactus Bar & Grill (Loop / Sidewalk Patio)
404 South Wells
Chicago, IL 60607


Cantina Loredo

Cantina Loredo

Cantina Laredo (River North / Sidewalk Patio, Rooftop)
508 North State Street
Chicago, IL 60654


City Winery (West Loop / Patio)
1200 W Randolph St
Chicago, IL 60607 (312) 733-9463


Del Frisco’s (Gold Coast / Patio)
58 E. Oak Street
Chicago, IL


Drumbar (Gold Coast / Raffaello Hotel Rooftop)
201 E. Delaware Pl
Chicago, IL
(312) 933-4805




Dryhop Brewers (Lakeview / Patio)
3155 N. Broadway
Chicago, IL


Frontier (West Town-Wicker Park / 3 Season Patio)
1072 North Milwaukee
Chicago, IL 60642
(773) 772.4322


High Noon Saloon (Wicker Park / Sidewalk Patio)
1560 N Milwaukee Ave
Chicago, IL 60622
(773) 227-9339


Homestead On The Roof (Ukrainian Village / Rooftop)
1924 W. Chicago Avenue
Chicago, IL


Howells & Hood

Howells & Hood

Howell’s & Hood (Streeterville / Patio)
435 N Michigan Ave
Chicago, IL 60611
(312) 262-5310


Joe’s Bar Trackside (Clybourn Corridor / Rooftop)
940 W. Weed Street
Chicago IL 60642-2540
(312) 787-9600


Hopleaf (Andersonville / Patio)
5148 N. Clark Steet
Chicago, IL


Kit Kat (Lakeview / Patio)
3700 North Halsted Street
Chicago, IL 60657


La Madia (River North / Sidewalk Patio)
59 West Grand Avenue
Chicago, IL 60654


Little Goat Diner (West Loop / Patio)
820 W. Randolph Street
Chicago, IL 60607


Logman & Eagle (Logan Square / Patio)
2657 N. Kedzie
Chicago, IL


Mott Street (Wicker Park / Patio)
1401 N Ashland Ave
Chicago, IL 60622


RM Champagne

RM Champagne

Moody’s Pub (Edgewater / Patio)
5910 N. Broadway
Chicago, IL


Nacional 27 (River North / Sidewalk Patio)
325 West Huron
Chicago, IL 60610


RM Champagne (West Loop / Patio)
116 N. Green Street
Chicago, IL


Rock Bottom (River North / Rooftop)
1 W. Grand
Chicago, IL


ROOF on theWit (Loop / Rooftop)
201 N. State
Chicago, IL


Twisted Spoke (West Town / Rooftop)
501 N. Ogden Ave
Chicago, IL


Sheffield’s (Lakeview / Patio)
3258 N. Sheffield Ave
Chicago, IL


J Parker

J Parker

Small Bar (Logan Square / Patio)
2956 N. Albany
Chicago, IL


The Dawson (River West, Patio)
730 W. Grand
Chicago, IL


The J Parker (Lincoln Park / Hotel Lincoln Rooftop)
1816 N. Clark Street
Chicago, IL


The Southern (Bucktown / Patio)
1840 W. North Ave.
Chicago, IL


Timothy O’Toole’s Pub Chicago (Streeterville / Sidewalk Cafe)
622 North Fairbanks Court
Chicago, IL 60611


The Dec

The Dec

The Dec (Gold Coast / Ritz Hotel Rooftop)
160 E Pearson
Chicago, IL


Park Grill / The Plaza at Park Grill (Loop/ Sidewalk Cafe)
11 North Michigan Avenue
Chicago, IL 60602


West Town Cafe (Ukrainian Village / Sidewalk Patio)
1916 W. Chicago Avenue
Chicago, IL 60622


ZED451 (River North / Rooftop)
739 North Clark Street
Chicago, IL 60611


ZOCALO Restaurant and Tequila Bar (River North / Patio)
358 West Ontario
Chicago, IL 60610


Fall Fest – Craft Beer Festival and Pre-Marathon Pasta Dinner 10.9

15 Sep plazaatmp-1

Park Grill at Millennium Park
11 North Michigan Avenue
Chicago, Illinois 60602
(312) 521-7275

Friday, October 9: Harvest HopDown
Saturday, October 10: Pre-Marathon Pasta Dinner

Park Grill and The Plaza at Millennium Park will hold a two day “Fall Fest” this October. On Friday, October 9, the restaurant will celebrate the season with their third annual midwestern brewers’ Harvest HopDown. On Saturday, October 10, Fall Fest will commence with a Chicago Marathon Pasta Dinner. The details for each event are below.

Harvest HopDown: Friday, October 9
The third annual Harvest HopDown will take place at The Plaza at Millennium Park on Friday, October 9 from 5-8 p.m. Midwestern brewers will compete for the title of Harvest HopDown “Favorite,” as selected by participating guests. Competing brewers include: Goose Island Beer Company (Chicago, IL); Founders Brewing Company (Grand Rapids, MI); Local Option (Chicago, IL); Upland Brewing Company (Bloomington, IN); Urban Chestnut Brewing Company (St. Louis, MO); Milwaukee Brewing Company (Milwaukee, WI); Summit Brewing Company (St. Paul, MN); Central Waters Brewing Company (Amherst, WI); Tallgrass Brewing Company (Manhattan, KS); Bell’s Brewery, Inc. (Kalamazoo, MI); Virtue Cider (Fennville, MI); Church Street Brewing Co. (Itasca, IL); Schlafly Beer (St. Louis, MO); Ale Syndicate Brewers (Chicago, IL); among others. Park Grill will feature a special HopDown dining menu, available for purchase. The fee to attend Harvest HopDown is $40 and includes a commemorative glass. The event is 21 and over. Tickets are available at

Bank of America Chicago Marathon Pasta Dinner: Saturday, October 10
Carb up before the big race! On Saturday, October 10, reserve your seats at Park Grill’s annual Bank of America Chicago Marathon pasta dinner on The Plaza at Millennium Park. The evening will include a pasta buffet with four selections, a build-your-own pasta station, three salads, dessert and choice of Goose Island beer or The Naked Grape wine. Seatings will be offered at 4 p.m., 6 p.m. and 8 p.m. and the fee is $40 per guest. The pre-race buffet menu will feature: butter lettuce salad; caesar salad; caprese salad; roasted garlic mozzarella bread; grilled vegetables; baked mac and cheese cavatappi; rigatoni bolognese grana padano; an array of pasta with various sauces, proteins and vegetables; assorted miniature desserts; and much more. Tickets to this event are available at

Randolph Street Market 9.26-9.27

15 Sep Sept2015RSM-lg


Don’t miss the last indoor/outdoor Randolph Street Market of 2015 featuring the 5th annual Editor’s and Designer’s Choice for Charity event featuring top picks by renowned Designers, Editors, Bloggers, Stylists and Event Planners. Ever wondered what Chicago’s elite tastemakers have on their wish list? We ask Chicago’s TOP tastemakers to walk the Market before it opens to the public and choose their favorite items from 300+ vendors.

Look out for items adorned with blue ribbons for best booth, red ribbons for best booth runners-up, and yellow ribbons for top Tastemaker picks and purchase one of these sought after treasures all for a good cause! Last year’s event drew a star studded line up including Graham Kostic of Glossed & Found, celebrated writer and stylist, Barri Leiner Grant, Chicago Interior Designer of Year winner, Tracy Hickman of Hickman Interiors, acclaimed interior designer Michael Del Piero of Michael Del Piero Good Design, and many more. Randolph Street Market donated more than $25,000 to charities in 2014 and this annual charity event is a favorite for shoppers.

Soak up warm temps by shopping 300+ dealers adorned with ribbons while enjoying live music outdoors and sampling from delicious food trucks and market bars, beer gardens and pubs while savoring our last days of summer in the City!


September 26-27th, 10am to 5pm with Early Buy Saturday at 8am.

Beaux Arts Plumber’s Hall, 1340 W. Washington Street, Chicago

PRICE: Discounted $8 tickets are available in advance (click here); general admission $10, students with ID $3 or $5 at the gate. Children 12 and under free. Square is the official market payment of choice!

Arrive between 11am-2pm on June 27+28
Ticket Includes:
– 1 Market Bar Drink each (4 total, receive a check off card at the gate and bring to market bar for beverage)
-1 photo op at the Randolph Market Photobooth (group photo, open noon-3 saturday & sunday)
– 1 discounted admission each (one voucher good for four (4) girlfriends, present paypal receipt in print or on smartphone at the entry gate)

Student ID is required during check in.

New Happy Hour Happenings

17 Aug Cantina Laredo Low Cal Cocktails


Local Restaurants and Lounges Offer Extra Incentives to Imbibe

Happy hour is back, which certainly gives Illinois residents a cause for celebration! From the Loop to Lakeview, local restaurants and lounges now offer extra incentives to slip out of the office and into a cocktail. Daily happy hour deals at Nacional 27, Tallboy Taco, Tesori, III Forks Prime Steakhouse, Cantina Laredo and Kit Kat Lounge and Supper Club are outlined below.

Nacional 27 and Tallboy Taco

325 W. Huron Street, Chicago, IL 60654
 312​-​664​-​2727 (N27) 312-488-4917 (Tallboy)

  • Happy Hour: Monday-Thursday, 5-7 p.m.; Friday 4-6 p.m.
    Monday: Margaritas $6
  • Tuesday: Sangria $5
  • Wednesday: Select glasses of wine $5
  • Thursday: Select beers and tallboys $3
  • Friday: Margaritas $5

Tesori Trattoria and Bar
65 E. Adams Street, Chicago, IL 60603 312.786.9911

  • Happy Hour: Monday-Friday, 4-6 p.m.; Saturday, 12-3; Sunday, 1-3 p.m.
  • Monday: Pizza and any beer $10
  • Tuesday: Wine on tap $5
  • Wednesday: Wine by the glass $6
    Thursday: Specialty cocktails $5
  • Friday: Sangria by the glass $5
  • Saturday & Sunday: Pizza and any wine by the glass $10

III Forks Prime Steakhouse 

180 N. Field Blvd., Chicago, Illinois 60601 312.938.4303

  • Happy Hour: Monday-Friday, 4-6 p.m.
  • $1 oysters; half-priced draft beers and cocktails on tap
  • Available in the main dining room and on the rooftop patio

Cantina Laredo

508 N. State St., Chicago, IL 60654 312-955-0014

  • Happy Hour: Monday-Friday, 3:30-6:30 p.m.
  • Half-off Casaritas, house wine, draft and bottled beer
  • Half-priced small plates in the upstairs lounge, Monday-Friday 4-7 p.m.


Kit Kat Lounge and Supper Club

3700 N. Halsted Street, Chicago, IL 60613 773-525-1111

  • Happy Hour: Sunday-Friday, 5:30-7 p.m.
  • All martinis $4 and half-priced small plates

PHOTOS: Labor Day Party Ideas

17 Aug

Check out these photos for some inspiration for your own Labor Day party! Decor, printables, recipes and more!

Randolph Street Market 8.29-8.30

15 Aug August2015-large




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