Chicago’s best nightcap spots, just one more drink, city guide


Sometimes the night out shouldn’t, or you don’t want it, to end. Chicago has some of the best nightcap spots when the evening needs one more libation.

In a city filled with restaurants and bars, it is not surprising that the city has many great late-night options. A late night cocktail can be the perfect end to a memorable evening. From creative ingredients to lively environments, this list of Chicago’s best nightcap spots has you covered.

Here are a few favorite Chicago’s best spots to grab a nightcap.

Chicago’s best nightcap spots, Annex at GreenRiver, American Ninja Flowers, photo provided by Wagstaff Worldwide

Annex at GreenRiver, creative ingredient cocktails

Some ingredients are common in cocktails. But, why have a common nightcap? At Annex at GreenRiver, the award winning mixologists use creative ingredients to mix up memorable cocktails. From galangal (a tropical spice) to carrot, this cocktails won’t be found in the neighborhood tavern. With a beautiful view from the 18th floor, these cocktails are spectacular in both taste and appearance.

While the craft cocktail menu may change, one cocktail to try right now is the American Ninja Flowers (pictured above). Annex at GreenRiver is located at 259 E. Erie St., 18th Floor in Chicago. It is open until 1:00 a.m. Thursday through Saturday.

Chicago’s best nightcap spots, Enolo Wine Bar photo provided by Wagstaff Worldwide

Enolo Wine Café, great wine at an unbeatable price

Let’s face it. The rose trend is here to stay. But, rose all day doesn’t have to empty your wallet. Enolo Wine Café offers a reverse happy hour. From 9-10 p.m., all wines are just $6. Even the normally $15 wines by the glass are just $6. You can’t get an Old Style at Wrigley for that price.

Enolo Wine Café is located at 450 N Clark St. in Chicago. It is open till 12 a.m. Thursday- Saturday.

Chicago’s best nightcap spots, Arbella, Chicago Fire Extinguisher, photo provided by Wagstaff Worldwide

Arbella, party all night long

Have energy to keep going all night long? Arbella is the place for you. Known for their extremely creative cocktails, the cocktails are just part of the late night fun. Thursday, Friday and Saturday nights feature a DJ. Arbella has over 30 handcrafted cocktails. One standout is the Chicago Fire Extinguisher (pictured above). This cocktail, smoked using a smoking gun, is a delicious scotch cocktail. Also, don’t miss the Not F*ckin’ Around” menu if you’re up to the challenge.

Arbella is location at 112 W. Grand Avenue in Chicago. It is open until 2 a.m. on Thursday & Friday and until 3 a.m. on Saturday.

Chicago’s best nightcap spots, Eight Bar, Ask Again Later, photo provided by Wagstaff Worldwide

Eight Bar, let the Magic 8Ball guide you

Are you ready to try a new cocktail, give up control and let fate guide you? At Eight Bar, the classic toy, the Magic 8Ball, guides your cocktail fate. Many of the Eight Bar cocktails are named as the Magic 8Ball responses. Sometimes picking a cocktail can be difficult, too. If you ask the bartender for the Magic 8Ball, the toy’s response can be your cocktail for the evening. One cocktail is an Absolut Elyx vodka cocktail, Signs Point to Yes.

As the sister bar to Maple & Ash, the late night menu is a must. Check out the Downstairs Burger with two patties, cheddar and dijonaise, or classic steak frites. Between the cocktails and food, you may never want to go home.

Eight Bar is located at 8 W. Maple (downstairs from Maple & Ash). The bar is open daily until 2 a.m. (kitchen open until 12 a.m.).

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