Best Outdoor Bars and Restaurants In Chicago

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

Castaways (Lake Michigan/Lincoln Park)
1603 North Lake Shore Drive (North Avenue Beach)
Chicago, IL 60612
www.castawayschicago.com

 

Clark Street Dog & Bar (Lakeview)
3040 North Clark Street
Chicago, IL 60657
www.clarkstdog.com

 

City Winery (West Loop / Patio)
1200 W Randolph Street
Chicago, IL 60607
www.citywinery.com/chicago

 

Commonwealth Tavern (Roscoe Village)
2000 West Roscoe Street
Chicago, IL 60618
www.commonwealthchicago.com

 

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

 

Best Outdoor Bars and Restaurants In Chicago

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

Castaways (Lake Michigan/Lincoln Park)
1603 North Lake Shore Drive (North Avenue Beach)
Chicago, IL 60612
www.castawayschicago.com

 

Clark Street Dog & Bar (Lakeview)
3040 North Clark Street
Chicago, IL 60657
www.clarkstdog.com

 

City Winery (West Loop / Patio)
1200 W Randolph Street
Chicago, IL 60607
www.citywinery.com/chicago

 

Commonwealth Tavern (Roscoe Village)
2000 West Roscoe Street
Chicago, IL 60618
www.commonwealthchicago.com

 

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

 

New Year’s Eve at Timothy O’Toole’s Pub 12.31

Fun Festivities Include Champagne Split or the Champagne of Beers

Wednesday, December 31
 8 p.m. to 4 a.m. 

$15 in advance, $20 at the door

Forget crazy cover charges and over-the-top occasions this New Year’s Eve. Timothy O’Toole’s Pub, the subterranean spot in the heart of Streeterville, will offer a simply fun, “no frills” option. For just $15 (in advance; $20 at the door), party guests will receive either a split of champagne or the “champagne of beers,” a Miller High Life tall boy. Party favors and party tunes spun by a guest DJ will keep the festivities going ’til 4 a.m.

Chef Corey Grupe’s dinner and late night menu will be available in addition to 48 craft brews on draft. Various countdowns from around the world will be shown on 72 screens. New Year’s Eve tickets may be purchased in advance by visiting timothyotooles.com.

Timothy O’Toole’s Pub
622 North Fairbanks Court
Chicago, IL 60611
312.642.0700
TimothyOTooles.com

11th Annual Pumpkin Carving Contest and Costume Contest 10.30- 10.31

MP-Grandin-Road_martha-stewart-carved-pumpkins_s4x3_lg11th Annual Pumpkin Carving Contest
Thursday, October 30
7 p.m.

Halloween Costume Party
Friday, October 31
10 p.m. to 4 a.m.

Timothy O’Toole’s Pub in Streeterville will kick-off the Halloween holiday with their eleventh annual pumpkin carving contest on Thursday, October 30 at 7 p.m. O’Toole’s will provide the pumpkins and carving materials, while carvers simply come with creative ideas. Prizes and bragging rights will be awarded to the top three pumpkin artists ($50 cash; $25 O’Toole’s gift card; t-shirt). 

The next night, Friday, October 31, Timothy O’Toole’s will hold their annual Halloween costume party with a $250 cash prize for the best dressed guest. “Spooky” cocktails will be offered, a DJ will spin party tunes starting at 10 p.m., and the costume judging will take place at midnight. 

Both events are free to attend. 

Timothy O’Toole’s Pub
622 N. Fairbanks Court
Chicago, IL 60611
(312) 642-0700
TimothyOTooles.com

National Beer Can Day at Timothy O’Toole’s Pub 1.24

Toast the Anniversary of Canned Beer with $2 Brews 

Thursday, January 24
11 a.m. to 3 a.m.

If you think the best beers are in bottles, think again. Thursday, January 24 marks the 78th birthday of canned beer, now noted as “National Beer Can Appreciation Day” (brews sold and served in aluminum cans first debuted on January 24, 1935). On this January 24, guests at Timothy O’Toole’s Pub “can” enjoy eight different canned beers for only $2 each:

Miller High Life
Hamm’s
Miller Lite
Coors Light
Brooklyn Lager
Ska Modus Hoperandi
Red Hook Longhammer IPA
New Belgium Shift Lager

National Beer Can Appreciation Day will be celebrated from 11 a.m. – 3 a.m.

Timothy O’Toole’s Pub Chicago
622 N. Fairbanks Court
Chicago, IL 60611
(312) 642-0700
www.timothyotooles.com

“No Frills” New Year’s Eve at Timothy O’Toole’s Pub 12.31

Timothy O’Toole’s Pub

Timothy O’Toole’s Pub

Timothy O’Toole’s Pub
622 North Fairbanks Court
Chicago, IL 60611
312.642.0700
TimothyOTooles.com


Monday, December 31
9 p.m. to 4 a.m. (opens at 11 a.m.)

Cost: $10

Forget crazy cover charges and over-the-top occasions this New Year’s Eve. Timothy O’Toole’s Pub, the subterranean spot in the heart of Streeterville, will offer a simply fun, “no frills” option. For a cover charge of only $10, party guests will receive either a split of champagne or the “champagne of beers,” a Miller High Life tall boy. Party favors and party tunes spun by a guest DJ will keep the festivities going ’til 4 a.m.

O’Toole’s full pub menu will be available. Table reservations are available by calling the restaurant.

Pumpkin Carving Contest 10.21

Where: Timothy O’Toole’s Pub Chicago
622 N. Fairbanks Court
Chicago, IL 60611
(312) 642-0700
www.TimothyOTooles.com

When: Friday, October 21
7 p.m.

Timothy O’Toole’s Pub in Streeterville will kick-off the Halloween holiday with their sixth annual pumpkin carving contest on Friday, October 21. Beginning at 7 p.m., competing carvers may enjoy $10 pitchers of Miller Lite and $4.50 Absolut cocktails while preparing their ghostly gourd.  O’Toole’s will provide the pumpkins and carving materials, while carvers simply come with creative ideas. Prizes (and bragging rights) will be awarded to the top pumpkin creators. This event is free to attend.