Billy Sunday
Sean Cooley/Thrillist
Sean Cooley/Thrillist
Analogue
Webster's Wine Bar
You Me Us Now
Previous Venue Next Venue Venue Description
1. Billy Sunday 3143 W Logan Blvd, Chicago, IL 60647 (Logan Square)

This 50-seat tavern has an appropriately turn-of-the-century feel courtesy of its china-filled hutch, lantern-esque lighting, and old-timey photos of people not smiling. While small plates are served, the libations here rule.

Previous Venue Next Venue Venue Description
2. Green Eye Lounge 2403 West Homer St, Chicago, IL 60647 (Logan Square)

Conveniently located under the Western Blue line stop, this unassuming neighborhood joint has a retro fridge filled up with old school games like Uno, and a $5 shot-and-beer combo everyday. If you’re lucky, the tamale guy will show up.

Previous Venue Next Venue Venue Description
3. The Radler 2375 N Milwaukee Ave, Chicago, IL 60714 (Logan Square)

The Radler's a beer hall that's serving up tons of different sausages, sessionable and unique brews, and an opportunity to chant "PROST!" outside of Oktoberfest.

Previous Venue Next Venue Venue Description
4. Slippery Slope 2357 N Milwaukee Ave, Chicago, IL 60647 (Logan Square)

Skee-ball, tamales, and and an expansive, crimson-lit dance floor await at this two-story club made to replace what Bonny's once was. The beer is cheap, the wine is boxed, and we promise this will probably be one of the only times you'll hear "Mother-In-Law" (a tamale-chili combo) and not be filled with dread.

Previous Venue Next Venue Venue Description
5. Parson's Chicken & Fish 2952 W Armitage Ave, Chicago, IL 60647 (Logan Square)

Parson's Chicken & Fish in Logan Square knows a thing or two about deep-frying -- the menu features chicken, fish, hush puppies, and cheese curds in all their breaded and battered goodness. Not everything is deep-fried though; there's a small raw bar selection and small plates to share. The spot is upscale for a quick-serve spot, and its large outdoor patio is one of the top summer hang spots in Chicago.

Previous Venue Next Venue Venue Description
6. Whirlaway Lounge 3224 West Fullerton Ave, Chicago, IL 60647 (Logan Square)

A staple since 1980, it’s allegedly named for Whirlaway, an unfavored race horse who the original owner bet and won big on. Hot tips aside though, the cheap and plentiful selection of both domestic and imported brews makes it one of the best dives in Chicago.

Previous Venue Next Venue Venue Description
7. Analogue 2523 N Milwaukee Ave, Chicago, IL 60647 (Logan Square)

Cajun is the name of the game at this Logan Square restaurant and cocktail lounge. You could to Analogue for just a drink, but you’d probably find the dinner menu, heavy on crawfish, po boys, and catfish, too tempting to pass up. The weekend brunch is one of the best, mainly because of the beignets, biscuits, and house-made bacon.

Previous Venue Next Venue Venue Description
8. SmallBar 2049 W Division St, Chicago, IL 60622

There ain't nothing small about this beer hideaway's food. Beer fried cheese curds, meatballs, and bacon... lots of bacon. With 20+ beers on tap, 100+ bottles, and some canned options, you'll never go thirsty here.

Previous Venue Next Venue Venue Description
9. Webster Wine Bar 2601 North Milwaukee Ave, Chicago, IL 60647 (Logan Square)

Here's the scoop: The original was in Lincoln Park, but then the owners decided to close it, re-concept their Logan Square spot Telegraph, and reopen it as the current iteration of Webster Wine Bar (which, subsequently, is no longer on Webster St.). But with a wine list 500 deep, it's an institution wherever it's located.

Previous Venue Next Venue Venue Description
10. Revolution Brewing 3340 N Kedzie Ave, Chicago, IL 60618 (Avondale)

Revolution's brewery is where kegs, cans and bottles get filled for distribution, and it's also the location of a taproom where tastings occur every Wednesday. This is not to be confused with the original brewpub location on Milwaukee Avenue, where you can get food in addition to your beer. Guided tours are available on a first-come, first-serve basis, so visitors are encouraged to drop by early and grab a pint while they wait.

Previous Venue Next Venue Venue Description
11. Scofflaw 3201 W Armitage Ave, Chicago, IL 60647 (Logan Square)

This classy bar in Logan Square will make a gin lover out of even the most gin-averse of clientele. It's one of Chicago's top cocktail bars because it proves that the versatility of gin extends far beyond the usual G&T and because it's outfitted with antique sofas that are palatial AND comfortable. Scofflaw also serves a menu of better-than-basic small bites, and the kitchen is open until 1am daily.

Previous Venue Next Venue Venue Description
12. The Owl 2521 N Milwaukee Ave, Chicago, IL 60647

From the folks behind laid-back landmarks Easy Bar and Estelle's, The Owl sports a similarly dive-y vibe, with dim amber lighting, a softly curving, 40-stool'd bar, and, held over and spruced up from the previous occupants, a retro-looking waterfall, which you're sure to go chasing...with a beer!

Previous Venue Next Venue Venue Description
13. Cole's 2338 N Milwaukee Ave, Chicago, IL 60647 (Logan Square)

Cole's is a down-home dive serving up cheap brews, great tunes, and a stellar crowd.

Clickbait

close

Learn More