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
www.IIIForks.com

 

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

 

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

 

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

 

Cantina Loredo

Cantina Loredo

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

 

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

 

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

 

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

 

Frontier

Frontier

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

 

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

 

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

 

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

 

Howells & Hood

Howells & Hood

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

 

Joe’s Bar Trackside (Clybourn Corridor / Rooftop)
940 W. Weed Street
Chicago IL 60642-2540
(312) 787-9600
www.joesbar.com
www.arlingtonpark.com/trackside-otb/locations/trackside-chicago-joes

 

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

 

Kit Kat (Lakeview / Patio)
3700 North Halsted Street
Chicago, IL 60657
www.KitKatChicago.com

 

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

 

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

 

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

 

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

 

RM Champagne

RM Champagne

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

 

Nacional 27 (River North / Sidewalk Patio)
325 West Huron
Chicago, IL 60610
www.Nacional27.net

 

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

 

Rock Bottom (River North / Rooftop)
1 W. Grand
Chicago, IL
www.rockbottom.com/locations/chicago

 

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

 

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

 

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

 

J Parker

J Parker

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

 

The Dawson (River West, Patio)
730 W. Grand
Chicago, IL
www.the-dawson.com

 

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

 

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

 

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

www.TimothyOTooles.com

 

The Dec

The Dec

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

 

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

 

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

 

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

 

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

 

Free Slip ‘N Slide At Montrose Beach 9.6

27 Aug Unknown

Adult slip ‘n slide! Say no more.

WHAT: The YMCA is celebrating a wonderful summer by hosting an adult friendly Slip ‘N Slide at Montrose Beach for all Chicagoans. On Saturday, September 6, from noon until 3 p.m., people can hit the beach to slide down 36-feet of wet and wild fun. The event even includes free snacks, such as Goldfish crackers.

WHEN: Saturday, September 6; 12 p.m. – 3 p.m.

WHERE: Montrose Beach, 4400 N Lakeshore Dr., Chicago, IL

COST: Free

Cole’s Chicago Cabaret – FREE comedy variety show Sundays in Logan Square

25 Aug Cole's Chicago Cabaret

Cole's Chicago Cabaret

Cole’s Chicago Cabaret

What: Cole’s Chicago Cabaret – a free comedy variety show every week in Logan Square, Sundays at 8pm, starts 9/7

Where: at Cole’s Bar
2338 N Milwaukee Ave
2 blocks from the California Blue Line Stop
www.facebook.com/coleschicagocabaret

Details: Featuring a diverse and rotating lineup of the best comedians in Chicago as well as variety acts including – but not limited to: mentalists, rapping violinists, jugglers, and operatic sopranos.

Headliners include:

Saurin Choksi
(Sidebar Comedy, Bridgetown Comedy Festival, TBS Just For Laughs Festival)
Calvin Evans
(Jokes and Notes, TBS Just For Laughs Festival, Laugh Factory, UP Comedy Club)
Candy Lawrence
(Laugh Factory, TBS Just For Laughs Festival)
Chad Briggs
(Chicago Underground Comedy)
James Fritz
(Chicago Underground Comedy, Comedians You Should Know)

ALL FOR FREE! Every Sunday Night beginning September 7th!

With cheap drinks and specials:

  • $2.50 PBR
  • $3 Old Style Tallboys
  • and $3.50 well drinks

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MAK Brings Fresh, Fast, Asian Fusion To Wicker Park

22 Aug General MAK Shrimp  {Poor Girl's Guide Chicago}

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MAK
1924 W. Division
Chicago, IL 60622
www.makrestaurant.com

Local gem alert! MAK owner, Tommy Wang is bringing his passion for food, family recipes and innovation to his Division Street restaurant. With family recipes in tow, MAK aims to elevate and modernize traditional Chinese and Asian fusion to new levels. With naturally raised meats, fresh produce and locally grown ingredients you’ll be happily surprised at the affordable prices. Not skimping on poor quality ingredients is a motto here and you can taste in every item on the menu.

MAK offers a pretty extensive list of proteins, grains/starches and vegetables to choose from. Everything here is fresh and made to order. Their signature bowls and wraps allow for a choice of rice or quinoa, vegetables and protein. For vegetarians you can also substitute tofu or falafel. Vegetarian or not I would highly recommend the falafel! (The sauce is amazing!) Another delicious item you don’t normally see on a Chinese menu is chicken wings. Using a family recipe for the ‘Wang Sauce’ found on both the falafel and chicken wings, you won’t be disappointed.

As a Wicker Park resident and as you know, lover of a good deal – I’d defintely recommend putting MAK on your must try list. Healthy Chinese is usually pretty hard to find and to find it in a quick service restaurant with nothing on the menu over $11, well that’s pretty impossible to find anywhere else.

Also make sure to check out their specials including, Ten Buck Tuesday with your choice of any bowl and a beer for only $10 and Wing Wednesday with half off a combo of beer and chicken wings or falafel in their signature Wang Sauce. Check their website and Poor Girl for new monthly specials as well.

Now go eat! Lauren LaRoche, Poor Girl’s Guide Chicago

12th Annual Renegade Craft Fair 9.6-.97

22 Aug Renegade Craft Fair

Renegade Craft Fair

Location: Division St. between Damen and Paulina Avenues
www.renegadecraft.com

Event details: The 12th Annual Renegade Craft Fair September Market returns to Wicker Park this September 6+7. Division St. between Damen and Paulina Avenues will be host to one of the largest curated gatherings of indie craft makers in the US. Market hours are from 11 am – 6 pm both Saturday and Sunday.

As always, RCF is free to attend. Street parking is available all over Wicker Park, and yes, yes you may bring your adorable pets.

 

 

Labor Day Weekend at Southport & Irving (SIP)

21 Aug Southport & Irving

Southport & Irving (SIP)
4000 N. Southport Ave.
Chicago, IL 60613
773-857-2890
southportandirving.com

Featuring Classic Cocktail Specials, Live Music, Expanded Hours and Labor Day Brunch

In celebration of Labor Day, Southport & Irving (SIP) offers classic cocktail specials August 29-31, adds free live music on Friday, August 29 from 7-10 p.m., and opens during the day on Monday, September 1, offering a la carte brunch service and drink deals from 10 a.m.-4 p.m. SIP will not offer dinner service on Labor Day (Monday, September 1), and will not offer the 21-percent neighborhood discount normally offered Monday nights.

CLASSIC COCKTAIL SPECIALS
Beverage director Ardit Dizdari’s classic cocktail menu features recipes culled from the “The Old Waldorf-Astoria Bar Book 1935,” a bar guide/recipe book of pre-prohibition cocktails popularized after prohibition at New York’s iconic Waldorf-Astoria. SIP features $6 Volstead Act Cocktails and a Classic Cocktail List (prices range from $9-$13) Friday, August 29 through Sunday, August 31 at both dinner and weekend brunch. The specials will be offered in addition to the regular cocktail list.

$6 VOLSTEAD ACT COCKTAIL SPECIALS

Whiskey Daisy
Big Bottom Small Batch American Straight Bourbon Whiskey, lemon juice, cane sugar, raspberry syrup

Champagne Cocktail
Demerara sugar cube, Angostura Bitters, lemon twist, Prosecco

Sloe Gin Fizz
Plymouth Sloe Gin, cane sugar, fresh lemon, club soda

Old Fashioned/Whiskey Cocktail
Old Overholt Rye Whiskey, Demerara sugar cube, Angostura Bitters

CLASSIC COCKTAIL SPECIALS

Clover Club
Hayman’s Old Tom Gin, lemon juice, raspberry syrup, egg whites ($10)

Tipperary
Finian’s Irish Whiskey, Carpano Antica Sweet Vermouth, Green Chartreuse ($12)

Chicago Fizz
Smith & Cross Jamaican Rum, Sandeman Tawny Port, lemon juice, egg white, club soda ($10)

Blood and Sand
Bank Note 5-Year Old Blended Scotch, Peter Heering Cherry Liqueur, Carpano Antica Formula Sweet Vermouth, fresh orange juice ($9)

Hanky Panky
Hayman’s Old Tom Gin, Carpano Antica Formula Sweet Vermouth, Fernet-Branca ($10)

Aviation
Watershed Four Peel Gin, Luxardo Maraschino Liqueur, Rothman & Winter Crème de Violette, lemon juice ($13)

Corpse Reviver #2
Hayman’s Old Tom Gin, Lillet Blanc, Senior Original Curacao of Curacao Blue, lemon juice, Absinthe La Vieux Carre ($12)

Income Tax Cocktail
Hayman’s Old Tom Gin , Dolin Dry Vermouth, Carpano Antica Formula Sweet Vermouth, fresh orange juice, Angostura Bitters ($10)

Three to One
FEW American Gin, Rothman & Winter Orchard Apricot Liqueur, lime juice ($9)

Sazerac
Bulleit Straight Rye Whiskey, cane sugar, Peychaud’s Bitters, Absinthe La Vieux Carre ($13)

Mint Julep
Watershed Bourbon, Demerara sugar cube, muddled mint, crushed ice ($9)

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