Receiving your annual tax refund can be a great way to replenish all you’ve spent through the year, as well as celebrate with a bit of indulgence. The previous article entitled, “How To Spend Your Tax Refund,” offered a few suggestions on what should be done with all that extra money. For those looking to celebrate with a few drinks, Chicago features a number of great options to choose from. Whether you’re tax refund is used in a speakeasy to commemorate Chicago’s Al Capone and his infamous tax evasion, or used at a swanky bar with pricey signature cocktails; Chicago is filled with whatever atmosphere or drink you’re looking for.

601 N. State St.
Chicago, IL 60654
(312) 266-4932

Located below Pops for Champagne in the Near North Side neighborhood of Chicago, Watershed is a speakeasy style parlor with a sophisticated twist. Unlike other bars that stick with typical bar fare, Watershed has as extensive menu that includes items like Escargot en Brioche and Duck BLT’s. Offering a full bar, signature cocktails and a wide array of beer, Watershed is the perfect place to grab a specialty drink during a celebratory outing. For an indulgent drink, order the Whistlepig “The Boss Hog” 13 Year Single Barrel Rye for a mere $28.

The Violet Hour
1520 N. Damen Ave.
Chicago, IL 60622
(773) 252-1500

Located in Wicker Park, The Violet Hour is an all-encompassing speakeasy that embraces the look and feel of a prohibition era bar. Rich textures and bold decor helps to distinguish it from other bars in Chicago. Menu items range from the Fried Bologna Sandwich to the Truffled Ricotta Tartine, but the real draw are the drinks. The Violet Hour Punch, offered for $60, can be a great indulgence for those looking to celebrate with friends after receiving your tax refund.

(Photo Credit: The Barrelhouse Flat's Facebook)

(Photo Credit: The Barrelhouse Flat’s Facebook)

The Barrelhouse Flat
2624 N. Lincoln Ave.
Chicago, IL 60614
(773) 857-0421

Located in Lincoln Park, The Barrelhouse Flat offers a nostalgic atmosphere without too much of a sophisticated air. Large format beer ranges from $14 to $50, and bottled beer ranges from $4 to $16. Those ordering cocktails or champagne will undoubtedly do a bit of spending, but partaking in some of the more specialty drinks can be great for celebrating the end of a tax year. Whether it’s the Jimmie Roosevelt made with cognac and champagne or the Corpse Reviver #2 made with gin and aperitif wine, these signature cocktails can be the perfect drink for a night out in Chicago.

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Billy Sunday
3143 W. Logan Blvd.
Chicago, IL 60647
(773) 661-2485

Don’t be fooled by all the mahogany tones and craftsman-style chairs. Billy Sunday is a bar that offers subtle elegance in everything from its decor to its menu. The comfort food menu items like the S’mores or the Wild Boar Pot Pie ensure you won’t leave hungry, but the drinks are definitely what brings in the crowds. For $60, the Bobby Burns is made with Pittyvaich 20-Year Speyside Single Malt Whiskey and served in Waterford crystal glass.

Terrace at Trump
401 N. Wabash Ave.
Chicago, IL 60611
(312) 588-8000

The epitome of true decadence is featured at the Terrace at Trump. This outdoor lounge, bar, and dining experience overlooks Chicago’s landscape along with a view of Lake Michigan and the Chicago River. A table fee of $100 is for those looking to reserve a premium table, which does not include any food or beverages. For a once-a-year celebratory drink, Terrace at Trump will let you unleash your inner Trump. Reopening in Spring 2015, this is a great venue to choose for your tax refund expenditures.

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Sara Lugardo is a professional writer out of Chicago, Illinois. She has a Bachelor’s in Communication and is currently working on her Master’s. Her work can be found on