Top 5 happy Hour Deals in Chicago, IL

Chicago, Illinois has put a number of food items on the map and is home to a unique restaurant and bar scene. This foodie city is teeming with happy hour deals – here are our top five.

Sidebar Grille

Our first celebrated happy hour location in Chicago is Sidebar Grille. This laid back, sports-friendly eatery boasts an impressive selection of beer, cocktails, wine and an all American menu. Happy hour is offered from 4pm to 6pm and consists of draft beers for $5, select glasses of wine for $6 and $7 Svedka Mules. In addition to the daily happy hour, after 4pm Sidebar Grill also offers impressive food and drink deals that feature different items each day of the week. Monday’s special is mini burgers and malort means, Tuesday’s special is tacos and tequila, Wednesdays are for wings and whiskey, Thursdays are for $5 pretzels and select shooters and they finish of the week with $10 dips – your choice of hummus or spinach and artichoke and $4 shots.

The Walk In

Characteristic to its name, The Walk In is a cocktail lounge and bar that is connected to a liquor store by a walk-in cooler door and it’s a great place to enjoy happy hour. The upbeat ambiance and cozy atmosphere gets everyone who walks in ready to get their groove on and take a step back from the reality of life. The happy hour offerings are modest with $6 cocktails and $4 select draft beer from 5pm to 8pm during the week but the one of a kind hospitality and entertainment on scene in addition to the great patio makes this a happy hour spot worth visiting.

Lone Wolf Tavern

The Lone Wolf Tavern is a cozy after work stop offering happy hour specials from 4pm to 6pm, Monday to Thursday and 11am to 4pm on Fridays. They have a rotating lineup of local beers as well as a great selection of fine spirits and serve mouthwatering pizza by the slice or by the pie. The happy hour deals are a $6 cocktail of the day, $6 glasses of wine, an $8 icy frozen cocktail or a fan favorite – The Wolf Pack. This unique happy hour deal is only $10 for a slice of your choice and an old style and whisky shot.

The Franklin Room

The next happy hour spot on our list is an upscale city tavern featuring elevated comfort food and a variety of classic cocktails. The Franklin Room offers happy hour deals from 5pm to 6:30pm daily and include $1.50 oysters, half price whiskey boy cocktails, as well as glasses of sparkling wine and rose. Not only do they offer the daily happy hour deal but on Sundays from 5pm until closing, it’s half off all food purchases and Monday’s boast half price bottles of wine. Come for the happy hour deals and stay for the refined eats and thoughtfully curated spirits, wine and beer selection.


Finally – Celeste, the three story bar that dreams are made of. This place is a gorgeous drinking establishment with mouthwatering food and an extensive cocktail menu. Working to use the freshest ingredients possible and offer a unique selection of local beer and small batch spirits, the experience at Celeste is unique and enticing. Happy hour is offered Tuesday to Friday from 5pm to 8pm and select dishes, cocktails, beer and wine by the glass are all $8. Experiencing happy hour in Chicago means experiencing all Celeste has to offer first hand.

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