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


Nursery DIY

25 Dec IMG_6677-0

A few photos from our daughters nursery! How-To’s and more to come!




Black Wednesday Specials & Black Friday Benefit at Flagship 11.25+11.27

16 Nov IMG_9437-1
  • Wednesday, November 25 and Friday, November 27

  • $3 to $4 specials
Guests who visit Flagship on Black Wednesday will enjoy Trivia Night from 7 p.m. to 9 p.m. as well as specials including $3 Blue Moon drafts, $3 Blue Moon seasonal bottles
and $4 Fireball shots.


On Black Friday, November 27, Flagship will offer their Friday Happy Hour package from 6 p.m. to 9 p.m. Options include a $25 package (well drinks and domestic drafts plus one food item) or a $30 package (call drinks, domestic drafts and bottles and one food item).


Additionally, patrons who bring a non-perishable food item anytime during the month of November will receive $5 off the happy hour package price. Donations will benefit the Lakeview Food Pantry.

Silversmith Hotel Black Friday + Cyber Monday Deals

13 Nov adamus-restaurant-at-the-silversmith-hotel

Silversmith Hotel {10 S Wabash Avenue} will be offering money saving specials over the Thanksgiving holiday weekend.

The hotel’s vibrant lounge and restaurant, Adamus, will be offering a Black Friday dining special for those who will be out shopping. Holiday shoppers can enjoy 20% off all lunch menu items on Friday, November 27. Lunch is served from 11:00 a.m. – 2:00 p.m.

Silversmith Hotel will also offer a Cyber Monday Hotel Deal {24 Hour Sale} of a special room rate of $99.00 per night, valid for stays between Dec. 3 – Feb. 28, 2016. Black out dates apply and New Years Eve is excluded. Request rate code CYBR when booking online here:

Compass Bar Black Wednesday & Black Friday Specials 11.25 +11.27

10 Nov Compass Bar_Interior 1

Compass Bar_Interior 1

  • Wednesday, November 25 and Friday, November 27
  • $5 specials
Guests who visit Compass Bar in Lincoln Park on Black Wednesday will enjoy specials including $5 Stout and Black IPA’s and $5 Jager shots. On Black Friday, Compass Bar will open at 3 p.m. and show the Blackhawks vs. Ducks game at 4 p.m. Specials will include Happy Hour from 4 p.m. to 6 p.m. featuring $5 well drinks.
433 W. Diversey
Chicago, IL 60614
Phone: 773-248-3230

Free Movember Lunch At South Water Kitchen 11.30

9 Nov IMG_6981

Join the “movember movement” this month at South Water Kitchen! On Monday, November 30th Chef Roger and his legendary moustache will be hosting a complimentary “Sliders, Staches & Suds” patio party at this Loop restaurant from 11am-3pm. Rain, snow or shine, the free lunch will be hosted on the patio and include Pulled Pork Sliders, a draft beer and mustache shenanigans, and just $3 for each additional draft beer. A suggested donation of $10 will go to the Movember Foundation. 

When: Monday, November 30 from 11am-3pm

Where: Patio at South Water Kitchen, 225 N Wabash

What: Complimentary sliders, draft beer + mustache shenanigans; $3 each additional draft beer

Cost: Complimentary; $10 suggested donation to the Movember Foundation

Reservations: Required by phone: 312-236-9300


*To be eligible for the complimentary lunch, guests must make a reservation by phone to dine outside. Guests who dine inside will not be eligible for a complimentary lunch but can still donate and take advantage of beer, wine and cocktail specials.



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