Happy Hours in and Near the New Eastside

Happy Hours in and Near the New Eastside

Celebrate the end of your day in and around the New Eastside of Chicago! This neighborhood is packed with amazing happy hour specials during the week. Whether you are visiting or a local resident, there are plenty of food and drink flavors to choose from for a fraction of the price. If you want to try a new restaurant or bar, here is a helpful list of happy hours in the New Eastside.

Drunken Bean

Happy hour is from Monday to Friday from 4:30 PM to 6:30 PM. During this time, flatbreads are half-off their original price. Draft beers and selected cocktails, like pina coladas and blue margaritas, are only five dollars. Do not forget to try their limited-time winter cocktails!

Gordo’s Tiny Tacos

On Monday, traditional and flavored margaritas are discounted. Tuesday specials are $3 tacos and $4 tequila shots. On Wednesdays, Gordo’s offers $8 traditional margaritas, $14 chicken fajitas, and $15 steak and shrimp fajitas. Thursday specials are $20 margarita pitchers, buckets of beer, and their signature Gordo-ritas.


On Mondays, Carlucci has $10 martinis and craft cocktails. Every Wednesday, wine bottles are half-off their original price. On Sundays, mimosas are $5 with a brunch purchase, and spaghetti and meatballs are $10. While enjoying Sunday brunch, have your fortune told by a local tarot card reader. Every day, appetizers are half-off after 8:00 PM. at the bar.

Avli on the Park

Avli on the Park has a variety of Greek dishes during its happy hour. Happy hour is served Tuesday to Friday from 4:00 to 6:00 PM. From wines to main courses, Avli has several delicious menu items to choose from to satisfy your Greek food cravings.

Rosebud Randolph

Rosebud Randolph hosts its happy hour from Monday to Thursday from 3:00 to 6:00 PM. During this time, they serve $7 draft beers and $8 house wines by the glass. House spirits are also included in the happy hour for $8.50.


At Venteux, happy hours are Tuesday through Saturday from 4:00 to 6:00 PM. For drink specials, they have $6 draft beers, $10 wine by the glass, and $12 cocktails. Try some of their French-inspired food specials like oysters of the day, sliders, and steak tartare. 

Elephant and Castle

Happy hour at Elephant and Castle is Monday to Friday from 3:00 to 6:00 PM. Domestic beers and house wines are $5. If you are hungry, they offer a variety of share plates like onion rings and mini sausage rolls for only $6.

Emerald Loop

Emerald Loop hosts happy hour Monday to Friday from 4:00 to 6:00 PM. During this time, Miller Lite pints are $4.50 and Loop Old Fashions are $8.50. Select wines and fried pickles are $7, and their delicious flatbreads are only $8.


From Sunday to Thursday, Formento’s offers its happy hour specials to patrons. Select wines are $9, and their classic cocktails are $10. Meet up with your friends for a variety of tasty appetizers like chicken parmesan sliders and Sicilian pizza for $7.

Remington’s Restaurant

Remington’s happy hour is from Monday to Friday from 4:00 to 6:00 PM. Select glasses of wine and draft beers are $5. They also offer $2 oysters, perfect if you are looking for a filling appetizer or a shareable plate for your table.

Columbus Tap

Columbus Tap shows off its Midwestern culture through a wide variety of drink and food options. Their happy hour takes place Monday to Thursday from 3:00-6:00 PM. They offer a variety of beverages and appetizers from $3 to $6.


FireLake’s happy hour takes place Monday to Wednesday from 4:00 to 6:00 PM. On Mondays, draft beers are $2 off and their veggie burgers and famous FireLake Burger with fries are $14. Taco Tuesdays are celebrated here with beef, salmon, and veggie tacos, two for $6, and house margaritas for $12. On Wednesdays, select red and white house wines are $2 off as well as $12 pepperoni, cheese, or Margherita flatbread pizzas.


ROOF hosts their happy hour from Tuesday to Friday from 4:00 to 6:00 PM. House wines and well drinks are $10. Select bottled beers are $6 and unique CBD spritzers are $7. For food, they offer different styles of breaded chicken wings for $7. Other appetizers and shareable plates include sliders for $9 and any pizza for $10.

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New Eastside Living

Ginger Menne
737 N. Michigan Ave, Suite 1800
Chicago, IL 60611

Tel (312) 927-0852
Off (312) 216-5887
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