Stretch your dollars a little further with these budget friendly food and drink specials in Chicago. Happy hour features this month includes $5 cocktails, speciality bites, daily deals, and more than enough food and drink specials to enjoy all month long.
The key phrase in happy hour is ‘happy.’ So, keep in mind that menus are subject to change, as many menus often do because of seasonality and availability. Be sure to contact the restaurant or visit their website for additional details before heading out to the happy hour of your choosing.

Ukrainian Village – Enoteca Roma, 2146 W Division St.
Grab Italian bites and beverages during happy hour at Enoteca Roma this month. The Wicker Park based Italian restaurant offers $5 glasses of Rosé and appetizers every between 4:00 p.m. – 6:00 p.m.
Gold Coast – Walton Street Chicago, 912 N. State St.
Get lucky with happy hour deals from Walton Street Chicago. The Gold Coast restaurant offer 7 drink and snack choices, for $7 dollars, 7 days a week. Choose drinks like the Classic Sangria or snacks like the Adobo Chicken Tacos. The only luck you will need is figuring out which option(s) to try.
Food and drink specials are available weekly from 4:30 p.m. – 6:30 p.m. in the bar and lounge.
River North – STK, 112 W Hubbard St.
The River North steakhouse invites you to leave work early. For a good reason of course! Dive into STK’s decadent offering of happy hours each and every weekday. Enjoy half off speciality cocktails as well as $1 to $8 bites like Shrimp Cocktail and Oysters.
Happy hour food and drink specials are available Monday – Friday between 3:30 p.m. – 6:30 p.m. in the restaurant bar and lounge.
South Loop- First Draft Chicago, 649 S Clark St.
First Draft in the Loop offers a variety of daily food and drink deals that are perfect for the after-work crowd. Try 3 for $6 Tacos every Monday, half-off wings every Tuesday, Burgers and a Draft Beer every Wednesday, and $10 Pizza’s every Thursday. Not satisfied with these options? Savor Well Cocktails and half-off Appetizers during Happy Hour every, Monday – Friday as well.
Food and drink specials are offered Monday – Thursday. Happy Hour deals are available from 4:00 p.m. – 6:00 p.m.
The Loop – Ocean Prime, 87 E Wacker Dr.
Happy Hour in the #OPLounge awaits you in The Loop. Ocean Prime offers half off all beers, select wine + cocktails, plus half off all apps, sushi & oysters.
Happy Hour deals are available 4:00 p.m. – 6:00 p.m. in the bar and lounge.
Streeterville – Woodwind, 259 E. Erie St., 18th floor
Woodwind takes American cuisine to new heights—18th floor to be exact. Happy hour deals at the Streeterville restaurant includes $10 craft cocktails, various beers and wines by the glass for $4-5, well drinks for $5, and bites from $2-9 Monday through Friday from 3-6 p.m.
Happy Hour deals are available Monday – Friday from 3:00 p.m. to 6:00 p.m.
West Loop – Little Goat, 820 W Randolph St.
Craving an after-work drink but on a serious budget? Check out Little Goat Dinner for a budget friendly happy hour deals in the West Loop. All snacks and drinks, at the comfort food inspired diner are only $5, throughout the weekday. Try snacks like the Mini Machos Nachos, Braised Beef Fried Peirogi or a Mezcal sour for only $5 each.
Happy Hour deals are available Monday – Friday, between 3:30 p.m. to 5:30 p.m.
Mag Mile/Gold Coast – The Signature Lounge, 875 N. Michigan Ave., 96th floor
Enjoy views along with delicious cocktails at The Signature Lounge in Chicago. The high-end restaurant and lounge offers $10 specialty cocktails, wines by the glass, and bites daily.
Happy Hour deals are available Monday – Thursday, between 4:00 p.m. to 7:00 p.m.
South Loop – Tapas Valencia, 1530 S. State St.
Travel to the city’s South loop neighborhood for a taste of Spain during happy hour this month. Tapas Valencia offers a vibrant happy hour of beers, wines, and bites. Enjoy $3 domestic beers, $5 imported beers, 1/2 off select wine glasses and red/white sangria glasses along with $3, $4 and $5 tapas.
Happy Hour deals are available Monday – Friday between 4:30 p.m. to 6:30 p.m. These specials are available at the bar only.
Need more food and drink specials choices? Check out past Haute Happy Hour deals for more after-work options.