Sydney from Chicago

About me I am a Chicago native best defined for my curiosity and willingness to explore. I value uniqueness and quality, which attributes to my appreciation for the city and for the entertainment it provides. With a close-knit set of friends and family nearby, I am often exploring the areas around me with peers by my side. Whether it’s through travel or leisure activities, I am...
Oct 2, 2025

The Fifty/50 Chicago

Multi-level eccentric bar

""The Fifty/50" in Chicago offers an array of comfort food classics with a special twist. I must say, this restaurant has the best wings in the city..."

The Fifty/50 offers an array of comfort food classics with a special Chicago twist, making it the perfect place to visit on any occasion for a taste of the famed city.

Located in the heart of the city’s Wicker Park neighborhood, the upscale sports bar houses three floors, each offering ample seating space surrounded by contemporary, eclectic furnishings. With over 20 flat-screen TVs and a spacious outdoor patio, Fifty/50 is my go-to spot for any and all sporting events (but be prepared to be distracted by the breaded spicy garlic chicken wings - they hold the title of the best wings in the city, making it a welcomed distraction).

Each individual floor offers a unique setting, from casual booth seating on the first floor to lively, game day gathering spots on the higher floors. Though the modern ambiance draws people in, it’s the outstanding food that keeps people coming back. 50/Fifty is best known for its award-winning chicken wings, but it's the 3-type cheddar and creamy bechamel blend on the cheese waffle fries that keeps me an addicted local patron.

028-beach-bar-1
Bars
021-spoon-and-fork-1
Restaurants

This week 25% off

with the code fall25

*on our yearly membership

About this spot

2047 W Division St

8 chicken wings:

USD

12

7734895050

Our Chicago City Guide

Find your way with 116 Insider Tips from our Local Spotters

Discover hidden gems and all our locals’ favourites! Get full access to our Chicago guide.

Join as a Spotter?

Loved this Spot? And love your city? Join your local team. Share your favs and become part of our international community!

Nice place right!? There’s so much more to discover:

Discover all other hidden gems in Chicago

Pasta Bowl

Pasta to die for

"Pasta Bowl" in Chicago boasts about being a laid-back restaurant with fresh dishes, but if you're not in the mood for a bite, they also act as a cool bar.

021-spoon-and-fork-1
Restaurants

by

Sophie

Amado

Oct 16, 2025

Four Moon Tavern

Dive bar with panache

"Four Moon Tavern" in Chicago may seem simple on the outside, but this neighborhood bar has a lot to offer. Make sure to come here hungry!

028-beach-bar-1
Bars

by

Sophie

Amado

Oct 16, 2025

Long Room

A cozy long room bar

"Long Room" in Chicago is as the name suggests: a long gathering room. Or rather, a long tavern. I love the wooden bar, the lack of television & the menu!

028-beach-bar-1
Bars
021-spoon-and-fork-1
Restaurants

by

Sophie

Amado

Oct 16, 2025

Chicago Athletic Association

Library bar

The "Chicago Athletic Association" (CAA) is an elite, hidden, and multifaceted space in the heart of the Loop. The gem of this hotel is the drawing room...

002-building
Art & culture
028-beach-bar-1
Bars
024-burger-1
Snacks

by

Sophie

Amado

Oct 16, 2025

aliveOne

Cozy music bar

aliveOne in Lincoln Park offers rock vibes, local music, a cozy atmosphere, pool, comfy couches, and the perfect spot to unwind or dance the night away.

028-beach-bar-1
Bars

by

Sophie

Amado

Oct 13, 2025

Side Street Saloon

Dive bar with pizza

Side Street Saloon in Lakeview is the perfect no-frills dive bar with a cozy Italian vibe in back, great pizza, pool, and a quirky neighborhood charm.

028-beach-bar-1
Bars

by

Sophie

Amado

Oct 13, 2025

KOVAL Distillery

Craft distillery

KOVAL Distillery doesn't only produce delicious craft spirits, they're also a city landmark — the first fully operational distillery in Chicago in years.

028-beach-bar-1
Bars

by

Sophie

Amado

Oct 12, 2025

Wormhole

Time-traveling coffee shop

Wormhole in Wicker Park, Chicago is my favorite coffee shop in the city. When you walk in, it feels like you have stepped back in time to the '80s...

020-coffee-cup-1
Coffee & tea

by

Sophie

Amado

Oct 6, 2025

Dearborn Denim

Made in CHI, custom-tailored jeans

"Dearborn Denim" in Chicago has real, American-made denim jeans. They even lack the hems so you can have final stitches done on-site and custom for you!

026-thrift-shop-1
Shopping

by

Erin

Stevens

Oct 4, 2025

Chicago Magic Lounge

Serious magic... & cocktails

"Chicago Magic Lounge" is in a large theater, but here they also do magic right at the bar! I recommend staying for several sets: you too will be stumped!

002-building
Art & culture
028-beach-bar-1
Bars
019-lemonade-1
Theaters

by

Erin

Stevens

Oct 4, 2025

Int'l Museum Surgical Science

Medicine then & now

"Int'l Museum Surgical Science" in Chicago sounds a little creepy at first. It makes you grateful to be alive in the most recent era of modern medicine...

002-building
Art & culture

by

Erin

Stevens

Oct 2, 2025

Bar Roma

Authentic Roman cuisine

"Bar Roma" in Chicago is my favorite Italian restaurant in the area hands down! This is kind of a big deal, since Italian isn't even my favorite cuisine...

028-beach-bar-1
Bars
021-spoon-and-fork-1
Restaurants

by

Erin

Stevens

Oct 2, 2025

Heading to Chicago?

116 Insider Tips from our local Spotters

Authentic Stories by Real People

Escape the Crowd & Travel Slow 🐌

... for just €9.99

Chicago app Home
Chicago app Home
Chicago app Map
Chicago app Home

Heading to Chicago?

0 Insider Tips from our local Spotters

116 Insider Tips

✓ Escape the Crowds

✓ Find Spots nearby

✓ Authentic Stories

... for just €9.99

City guides by those who know the city in and out!

Our Locals' Favorite Bars

Our team loves Chicago

Get to know our other Spotters from Chicago

As featured on:

New-York-Times
the-guardian
mashable
the-sunday-times
[paywall_activator]
false
0
false
71
Made with the 💚 of 500 Spotters.
Filters