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

 

Bears Home Game Shuttle Bus

6 Sep Timothy O' Toole's Chicago
Timothy O' Toole's Chicago

Timothy O’ Toole’s Chicago

Timothy O’Toole’s Pub Takes You to Soldier Field

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

All Bears Home Game Days
$10 fee

Attention Chicago Bears ticket holders! Skip the expensive stadium parking and hop on Timothy O’Toole’s Bears Bus for convenient and fun, round trip transportation to Soldier Field. For all regular season home games, The Monster’s of the Midway shuttle bus leaves Timothy O’Toole’s Pub in Streeterville one hour and fifteen minutes before kick-off. A $10 fee includes beverages on the bus.

Please visit TimothyOTooles.com and click “Store” (direct link BearsBusTickets) or call 312-642-0700 for shuttle seat reservations. Tickets are will call only and must be picked up 30 minutes prior to departure. This is a 21+ bus.

No game ticket? No worries! O’Toole’s has over 70 large screen televisions that will show every play with sound. Weekend brunch starts at 9:30 a.m. on home game days, and a bloody mary/mimosa bar is available.

Regular Season

  • September 7 vs. Buffalo at Noon
  • September 28 vs. Green Bay at Noon
  • October 19 vs. Miami at Noon
  • November 16 vs. Minnesota at Noon
  • November 23 vs. Tampa Bay at Noon
  • December 4 vs. Dallas at 7:25 p.m.
  • December 15 vs. New Orleans at 7:30 p.m.
  • December 21 vs. Detroit at Noon

 

New Daily Deals At Division Ale House

3 Sep Division Ale House

Division Ale House

Division Ale House

1942 W Division St, Chicago, IL 60622
(773) 384-6886

Below specials are offered regular business hours unless otherwise specified. Specials are in effect now and are open-ended.

  • Monday: $4 select drafts, $5 house burgers and $7 signature burgers (both with choice of side)
  • Tuesday: $3 El Jimador tequila shots, $4 Tecate tall boys, $3 crispy avocado, smoked brisket or beer-battered cod tacos, Whaddayaknow Free Pub Trivia Chicago hosts team trivia at 8 p.m.
  • Wednesday: $3 Fireball shots, $4 Bell’s Oberon drafts, $5 salads, $5 wraps
    Salad choices: Asian wonton, strawberry & stout or sweet potato & Oberon
    Wrap selections: Buffalo chicken, black bean burger or Hipster (all with choice of side)
  • Thursday: $3 Tullamore Dew shots, $4 Lagunitas drafts, $5 housemade German beer brat, with choice of side, $6 housemade sausage of the week (with choice of side)
  • Friday: $3 Jameson shots
  • Saturday: $3 mimosas, $15 champagne bottles (with a half carafe of orange juice), $6 bloody marys, $20 craft beer buckets, $12 Bud Light pitchers, $6 Elk Creeks
  • Sunday: $3 mimosas, $15 champagne bottles (with a half carafe of orange juice), $6 bloody marys, $7 Revolution Anti-Hero draft with a shot of Paddy Irish Whiskey, $12 Bud Light pitchers
  • Daily Deal: $25 Killer Kool-Aid cocktail carafes

Details
Regular hours of operation: 4 p.m.-2 a.m. Monday-Friday; 11 a.m.-3 a.m. Saturday and 11 a.m.-2 a.m. Sunday. The sidewalk café is open until midnight daily. Full menu available until midnight daily. All major credit cards accepted. Reservations accepted for all size parties via 773-384-6886.

Bears Game Shuttle Bus at Cactus Bar and Grill

2 Sep Cactus

Cactus Bar and Grill
404 South Wells
Chicago, Illinois 60607
312-922-3830
CactusChicago.com

Football Fans Receive Free Parking and Free Transportation

Bears Home Game Days: August 8 – December 21​
Cactus Opens at 10 a.m.

Bears season is upon us! Cactus Bar and Grill, located in the Loop, offers game day ticket holders (or anyone that wants to get closer to the action) complimentary transportation to and from Soldier Field on the Cactus shuttle bus. Continuous, round-trip bus service will be available 90 minutes before the game starts until 60 minutes after the game ends. As an added game day deal, free parking will be offered to all football fans (with any $25 purchase) at the Traders Park Garage, 326 South Wells.

Don’t have tickets to the game? Cactus Bar and Grill features NFL Ticket and all games will be shown on ten, 42-inch screens and two, 10-foot projection screens. There is not a bad seat in the house to view home and away game action. In addition to Chef Glenn Pistario’s full menu, Cactus’ Sunday football specials include

​$18 Miller Lite Buckets (5 bottles), $7 Half-pound Burger with side, and $5 Bloody Marys. ​

Public transportation ​​riders can easily arrive at Cactus via ​Metra (​Cactus is two blocks from the LaSalle Station, three blocks from Union Station and six blocks from Ogilvie ​) or the El’s LaSalle station (Blue, Orange, Red, Purple and Brown lines).

BEARS HOME GAME SCHEDULE

Pre-​Season

  • August ​8​ vs. ​Philadelphia​, ​7 ​p.m.
  • August ​15​ vs. ​Jacksonville​, ​7 ​p.m.

Regular Season

  • September 7​ vs. ​ ​​Buffalo​, 12 p.m.
  • September ​28​ vs. ​Green Bay​ , 12​ ​p.m.
  • October ​19​ vs. ​Miami​, 12 p.m.
  • November 1 ​6​, vs. ​Minnesota, 12 p.m.
  • November ​23​ vs. ​Tampa Bay​ , 12 p.m.
  • December ​4​ vs. ​Dallas​, 7:​25​ p.m.
  • December ​15 ​vs.​ New Orleans​​, 7:30 p.m.​
  • December 21 vs. Detroit, 12 p.m.​

Wisconsin Badger Season at Stout Barrel House and Galley

30 Aug Stout Badger Glove and Mug

Stout Badger Glove and MugFootball Games, Cheese Curds, Badger “Drinking Gloves” and Keepsake Mugs

Stout Barrel House & Galley
642 N. Clark Street
Chicago, IL 60654
312-475-1390
StoutChicago.com

Collegiate ball is back, and Stout Barrel House and Galley is ready to welcome Wisconsin Badger fans for Saturday football. The River North restaurant and bar will show every game with sound while a DJ spins music and the fight song during commercial breaks and half-time.

The official Wisconsin bar has a bevy of “Super Saturday” game day specials: Badger “drinking glove” with souvenir mug ($10); brat trio with potato salad ($5); basket of cheese curds ($5); 22-ounce Miller Lite drafts ($6); 22-ounce bloody marys ($8); shots of Jameson ($5); shots of SoCo Lime ($5). The Badger mugs may be brought back on Saturdays for $5 refills.

Stout Barrel House and Galley’s weekend brunch menu features such items as Nutella & Peanut Butter Pancakes, Biscuits & Gravy, Chilaquiles, Breakfast Pizza, Steak and Eggs, Red Velvet Waffles, and more. A bloody mary bar, specialty mimosas, craftails (Pineapple Recovery Punch; Fresh Fruit Collins), breakfast beer fix drinks (Hop Dream; Morning Fog) and craft brews are also available. The weekend brunch menu and the lunch menu (bar bites, salads, flatbreads, handhelds) are served from 10:30 a.m.-4 p.m. every Saturday and Sunday.

Stout is open Monday-Thursday, 4 p.m.-4 a.m.; Friday, 11 a.m.-4 a.m.; Saturday 10:30 a.m.-5 a.m.; Sunday, 10:30 a.m.-4 a.m.

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

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