Living in downtown Chicago can be expensive.  But if you’re willing to dine a little early, you’ll find some of the best Chicago food and wine at great prices!  These are all a short walk from our place.  If there are any you think should be added to the list, let me know!

Staytion Bar – Renaissance Hotel
1 West Wacker Drive
Mon-Thurs 5-7
Friday 4-7
$6 Wine

Ruth’s Chris
Mon-Fri 4:30-6:30
The $8 fillet sandwich is great!  Limited wine selection.

McCormick & Schmick’s Wacker Drive
Mon-Fri 4-6:30
This chain claims the best happy hour in the country.  Here’s the menu.

McCormick & Schmick’s Chestnut
Mon-Fri 4-7PM
Sat & Sun 12-5
Sun-Thurs 9-10
This chain claims the best happy hour in the country.  Here’s the menu.

pzdqh4f4(Filet sandwiches at Morton’s)

65 East Wacker Place
Mon-Fri 4-7
$7.50 wine, $7-8 bar bites

110 W Illinois
Mon-Fri 5-7
$7 Wine and Sakes, Dim Sum Bites

Slurping Turtle
116 W Hubbard
Weekdays 3-6
Half-off Saki Flights, Bottle of Wine, Snacks

Gyu-Kaku Japanese BBQ
210 E Ohio
Mon-Fri 9:30-10:30 Late night specials

Blackfinn Ameripub
65 W Kinzie St
Mon-Fri 4-7  Drink and food specials
Wednesday all day Wine (glasses and bottles) half price

Cantina Laredo
Mon-Fri, 3:30-6:30pm Upstairs
Half-off casaritas, house wine, draft and bottled beer

Calimari at Fleming

Every Day 5-7, Then 8-9
$6-8 wine and cocktails, $8 appetizers, $7prime burger
Summer wine bottles half price Wine List

Hubbard Inn
110 W Hubbard
Tue-Fri 4-7
$2 shrimp cocktail, lobster cocktail
$8 specialty cocktails

River Roast
315 N LaSalle
Mon-Thurs 4:30-6:30 in the bar area
$5 Golden Gobbits, Rabbit Toast,  Onion Straws, Chicken Liver Mousse Profiteroles
$5 Draft Beers, $7 Cocktails

tucejnnjSullivan’s burger
415 N Dearborn
Thursdays 5-11
$7 Wine and food specials including:
Steak Flatbread, Sriracha Glazed Shrimp, Cheesesteak Eggrolls, Roasted Garlic Meatballs, Loaded Potato Tots, Blue Cheese Chips, Bar Burger.  Only Thursdays!

t3juvn1hSullivan’s blue cheese chips

108 W Kinzie
Tuesday 5-7 Tacos 2/$6.50
Wed and Thurs 6-10 50% off botanas

The Hampton Social
353 W Hubbard
Tues-Fri 3-6
Half-price wood fired pizzas, Half-price specialty cocktails

Eddie V’s
Every Day 4-7
$10 premium wines, $10 appetizers

Rock Bottom
Mon-Thurs 3-6
$4 Appetizers

Bull and Bear
431 N Wells
Mon-Fri 3-7
Appetizer Specials

Harry Carey’s
Mon-Fri 4-6
$5 Half order calamari or meatball

Weber Grill
Mon-Fri 3-6
Sliders, Wings, Pizzas

Grami Bar and Kitchen
160 E Grand
Tuesday $2 Tacos
Wednesday $7 Flatbread sandwiches
Thursday $7 Appetizers

Emerald Loop Weeknight Specials
Tuesday $11 Meatloaf, $8 burger
Wed $12 Rosemary Chicken, $12 Beef stew
Thurs $12 Chicken Tikka Masala, $13 corned beef
Fri $14 Blackened Salmon, $14 lobster mac and cheese

Mon-Thurs 4:30-6:30 LaPiazza $5 Specials, $7 wine
Mon-Thurs 4:30-6:30 LaBirreria $5 beer flights, $5 bites

Highline Lounge
169 W Kinzie
Wed 7-10 $20 bottle of wine and flatbread

Roka Akor
Mon-Fri 5-6 in the lounge
$5 and $6 appetizers , $5 wines and sake

Union Sushi + Barbeque
230 W Erie
Every Day 5-6:30
$1 Oysters, $2.50 beef filet skewers, $4 shrimp rolls, $5 Moscow mules

159 W Erie
Mon-Fri 3-6 and 9-10
$4-$7 food specials

Mercadito Kitchen
10 E Delaware in Talbot Hotel
Every Day 5-7 $4 wine, Half-price Guac
Tuesday 5-7 Tacos 2/$6.50
Wed Half price wine bottles

Oak and Char
217 W Huron
Every Day 4:30-6:30
Sunday during football season:  Noon-5
$2 and $4 beer, $6 Wings $8 burgers