The Matchbox

This spot is Chicago's smallest social Petri dish at an impossible 460 square feet. After even one of the potent, oversized cocktails served here, nearly everything feels electric. Read more

Pretty much can't go wrong with any of the cocktails . The music is always good and the beer list is always strong.

One of the best date bars in Chicago: it's completely unpretentious, yet also manages to remain under the radar enough that it's a perfect card to keep in your back pocket. Read more

Every drink tastes like a classic cocktail should, replete with a healthy dose of booze. The margaritas and gimlets are still the draw: smooth, delicious and sweet: http://tmoutchi.us/13EV7jr Read more

Best Gimlet I've ever had, the powdered sugar on the rim made it even better. Gotta come back soon.

This place is narrower than most hallways but the cocktails are definitely excellent. They aren't steering you wrong when they tell you to go for the gimlets and margaritas .

Gimlet is amazingly good in here! Don't miss it!

Everything is hand-made, from the fruit infused vodkas to the brandy soaked cherries they put in manhattans. You must try either an old fashioned , a side car or a margarita . Read more

Tiny dive, but it's awesome. Ask about the "Wizards Blood Drink" and make sure to get the magic wand with it :)

The original "cocktail bar " in Chicago. If you're not cool to the staff , they'll mock you publicly - so be nice.

It's not on the menu , but it's the best kept secret in Chicago. Order a French 75, they'll know what you're talking about.

I've meet some amazing people at the matchbox. It's my favorite bar to end up at on New Year's Eve.

jungle bird cocktail was featured tonight. rum , campari , pineapple , and lime

Literally the size of a matchbox w/ THE best drinks! Try the pineapple gimlet (made with egg whites and powdered sugar ) or any drinks made w/ their own ginger-infused vodka !

Can't go wrong with the cocktails !

Congratulations, you've found one of Esquire's Best Bars in America. We'd recommend getting a lemon drop , but you can't go wrong with whatever the bartender 's in the mood for. Read more

The Kentucky Tiki is the play here. It tastes like the beaches of Hawaii and the backwoods of Kentucky at the same time.

To prevent a hangover, Have an antioxidant-packed 70 Proof hum on the rocks & chug a pint of water at the end of your evening of outstanding cocktails here

Ask the bartender to make something, and you will not be disappointed.

Those looking for a no-nonsense cocktail joint probably won't find a bar with fewer frills than The Matchbox. Read more

Have the best margarita and brandy manhattan around. Sample an extensive array of rums , beers , bourbons , tequilas , scotches & wines .

Perfect cozy bar to get a little drunk when it's cold out. Don't order food from next door though, it's pretty gross.

super cozy , amazing cocktails

Margaritas and gimlets all the way! Tiny place, but quite a treat.

Localize your Manhattan (which they do amazingly here) with locally made hum in place of the sweet Vermouth

Rick Gresh, chef of David Burke’s Primehouse, eats here on his nights off. He loves the Vodka gimlet . Read more

Even on a weekday afternoon, there's no room to sit or stand. Consider that before you trek out here.

Check out The Matchbox as seen on Drinking Made Easy Read more

The world's narrowest bar . (Not really, but feels like it.) Order something with sugar on the rim. You won't regret it.

The smoked meat sandwich is still delicious!

They make a great margarita ! They also have a good cigar selection !

Named for its tiny size, this place is huge on personality! Read more

Ask for the French 75, it's divine.

Best place - hands down - for a cocktail .

Get a gimlet and try not to use the bathroom if you can help it

Sit inside and you'll get a much better Matchbox experience.

Great place for a weekday nightcap

Great classic drinks . Try the gimlets .

$10 classic cocktails

Best gin gimlets on earth; amazing margs

The margarita - thats all there is

Vodka gimlet is the way to go.

They don't cheat you on drinks. Get a martini

Drink this: Matchbox's excellent cocktails , such as its margaritas , come with powdered sugar . Read more

WTF. Don't get a Manhattan like everyone says. If the bartender is the well bearded guy, you are better off with beer . Is this a Manhattan ?

Only gin gimlet in the city worth drinking

Order an old school gentleman's drink. They make cocktails right.

Get a gimlet !

It's called matchbox for a reason. Have a gimlet ! ????

Best manhattan in town .