Chicago · River North & nearby

Chicago Happy Hours

Deals I've tried, dishes I'd order again, and photos from each visit. Hours and prices change, so tap a restaurant's name for its current menu before you go. Know a good one I'm missing? Let me know.

Mediterranean · West Loop

Avec West Loop

Mon–Fri · 3:30–5pm
615 W. Randolph St.

The deals

Bartender's choice cocktail$10
Wine by the carafina$10

Worth ordering

  • Brandade$9
  • Chickpea hummus$7
  • Olives$4.50

More photos

Details last checked Oct 2026.See the current menu ↗

Tacos · Lakeshore East

Gordo's Tiny Taco Bar

Mon–Fri · 4–6pm
333 E. Benton Pl., Suite 100 (Park level)

The deals

Margaritas$8
Beers$4
Gordo-Rita$22

Worth ordering

  • Tiny taco flight$7
  • Happy hour nachos$7
  • Tiny quesadillas$7
  • Choriqueso$7
  • Quesabirrias$10
  • Quesaburger sliders$10
  • Esquites$5
  • Empanadas$3
Excellent food and service at a great price. If you enter from Randolph, take the escalators to the park level then head outside to the left.

More photos

Details last checked Oct 2026.See the current menu ↗

Coastal American · Streeterville

Hampton Social Streeterville

Mon–Fri · 3–6pm
164 E. Grand Ave.

The deals

Fresh oysters$1.50 each
Margaritas, wines & cocktails$9
Select beers$6

Worth ordering

  • Wagyu smashburger tacos$9
  • Honey-glazed Brussels sprouts$9
  • Guacamole$9
The rooftop is great in the summertime.

Details last checked Oct 2026.See the current menu ↗

Seafood & Steak · The Loop

Ocean Prime

Mon–Fri · 4–6pm
87 E. Wacker Dr.

Served in the lounge. Not available on holidays.

The deals

Specialty cocktails$5 off
Select wines$10

Worth ordering

  • Ahi tuna tartare$16
  • Caviar deviled eggs$15
  • Sonoma goat cheese ravioli$12
  • Point Judith calamari$14
  • Jumbo lump crab cake$16
  • Sakura wagyu cheeseburger$13
  • Blackened fish tacos$11
  • Sushi rolls$11–$16
Good food in a nice atmosphere overlooking the river.

More photos

Details last checked Oct 2026.See the current menu ↗

Italian · River North

Osteria Via Stato

Sun–Thu · 5–6pmFri & Sat · 4:30–5:30pm
620 N. State St.

The deals

Pizzas½ price
Select wines by the glass½ price

Worth ordering

  • Classico cheese pizza
  • Margherita pizza
  • Mushroom pizza
  • House-made fennel sausage pizza
  • Charred pepperoni pizza
  • Wines: Valdo Prosecco, Le Manzane Rosé Prosecco, Sant'Ana Pinot Grigio, Ca' Donini Montepulciano
Add a salad and you're all set!

Details last checked Oct 2026.See the current menu ↗

Steakhouse · River North

STK Steakhouse

Sun–Fri · 3–5:30pm
9 W. Kinzie St.

Also late night, Sun–Fri 10pm to close (food only, in the bar, lounge and patio).

The deals

Happy hour cocktails$9
Bonanza Cabernet by Caymus, Silver Gate Rosé or Moscato$9
Modelo Especial or Negra$6
Bites$3 / $6 / $9

Worth ordering

  • Oysters on the half shell$3
  • Crab & corn fritters$3
  • Lil' BRG & truffle fries$6
  • Wagyu meatballs$6
  • Short rib quesadilla$6
  • Steak tacos$9
  • Beef tartare$9
  • STK cheeseburger$9
Happy hour runs every day except Saturday, so this is a perfect late lunch or early dinner on a Sunday!

Details last checked Oct 2026.See the current menu ↗

American · West Loop

Taste 222

Mon–Fri · 3–6pm
222 N. Canal St.

Happy hour drinks all day on Fridays.

The deals

House Old Fashioned$10
House wines by the glass$7
Misguided highball (vodka, gin, tequila or whiskey)$8
Stella Artois$6
Daily specials every weekday

Worth ordering

  • Empanadas
  • Mini burgers
  • Wings
  • Firecracker shrimp
  • Deviled eggs
Great atmosphere and a friendly place. We especially enjoyed the Firecracker Shrimp and Deviled Eggs. The House Old Fashioned was terrific.

More photos

Details last checked Oct 2026.See the current menu ↗

Mexican · River North

Tzuco

Mon–Fri · 4–5:30pm
720 N. State St.

Served at the bar.

The deals

Tzuco margarita, Mexican negroni or Carajillo$10
Monte Xanic wine (red, white or rosé)$12
Pacífico, Modelo Especial or Victoria$5
Antojitos (small plates)$10

Worth ordering

  • Tuna tostada
  • Guacamole
  • Cochinita tostada
We've been a fan of Carlos Gaytán and Tzuco for many years. Now, some of the great tastes of Huitzuco, Mexico are available at a reduced price for Happy Hour! Their house margarita has a unique cucumber twist, and the Carajillo (Licor 43 and espresso) was tasty.

More photos

Details last checked Oct 2026.See the current menu ↗

French Brasserie · The Loop

Venteux

Mon–Fri · 4–6pm
230 N. Michigan Ave. (Pendry Chicago hotel)

The deals

East Coast oysters (half-dozen minimum)$1 each
Rotating wines, house spirits, bottomless rosé, espresso martinis, beer, Aperol spritzSee menu

Worth ordering

  • Steak tartare
  • Sliders
  • Escargot
  • Mussels marinière
  • Baked brie
  • Tarte flambée
  • Heirloom tomato salad
Amazing food and great atmosphere, in the Pendry Chicago Hotel (the old Union Carbide Building).

More photos

Details last checked Oct 2026.See the current menu ↗