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The Boss Bar — Restaurant in Chicago

Name
The Boss Bar
Description
Long-running hangout featuring pool, TV sports & late hours, plus a menu of burgers & draft beer.
Nearby attractions
The Merchandise Mart
222 W Merchandise Mart Plaza, Chicago, IL 60654
The Escape Game Chicago
42 E Ontario St, Chicago, IL 60611
Marina City Chicago
333 N Dearborn St, Chicago, IL 60654
North Dearborn Street Bridge
Chicago, IL 60654
The Chicago Theatre
175 N State St, Chicago, IL 60601
Clark Street Bridge
N Clark St, Chicago, IL 60654
Medieval Torture Museum
177 N State St, Chicago, IL 60601
The Wrigley Building
400-410 Michigan Ave, Chicago, IL 60611
Goodman Theatre
170 N Dearborn St, Chicago, IL 60601
DuSable Bridge
333 Michigan Ave, Chicago, IL 60601
Nearby restaurants
RAMEN-SAN
59 W Hubbard St #2, Chicago, IL 60654
Three Dots and a Dash
435 N Clark St, Chicago, IL 60654
Mercadito
108 W Kinzie St, Chicago, IL 60654
Bub City
435 N Clark St, Chicago, IL 60654
RPM Steak
66 W Kinzie St, Chicago, IL 60654
Havana Grill
412 N Clark St, Chicago, IL 60654
Il Porcellino
59 W Hubbard St #2, Chicago, IL 60654
PLANTA Queen
413 N Clark St, Chicago, IL 60654
Frontera Grill
445 N Clark St, Chicago, IL 60654
Firecakes Donuts
68 W Hubbard St, Chicago, IL 60654
Nearby local services
Frank Darling
100 W Kinzie St # 275, Chicago, IL 60654
Bluemercury
356 N Clark St, Chicago, IL 60654
The Best Nails Chicago
114 W Grand Ave ste 300, Chicago, IL 60654
AptAmigo - Chicago Apartment Locators
515 N State St 14th fl, Chicago, IL 60654
Goran Coban Salon | River North
15 W Hubbard St, Chicago, IL 60654
after-words bookstore
23 E Illinois St, Chicago, IL 60611
Nordstrom
55 E Grand Ave, Chicago, IL 60611, United States
IVme Wellness + Aesthetics
346 N State St, Chicago, IL 60654
Wendella Tours & Cruises
400 N Michigan Ave, Chicago, IL 60611
Lucy Portillo Hairstylist
507 N Wells St, Chicago, IL 60654
Nearby hotels
Residence Inn by Marriott Chicago Downtown/River North
410 N Dearborn St, Chicago, IL 60654, United States
SpringHill Suites by Marriott Chicago Downtown/River North
410 N Dearborn St, Chicago, IL 60654
Hyatt Place Chicago/River North
66 W Illinois St, Chicago, IL 60654
Fairfield by Marriott Inn & Suites Chicago Downtown/River North
60 W Illinois St, Chicago, IL 60654
Hampton Inn & Suites Chicago-Downtown
33 W Illinois St, Chicago, IL 60654
Aloft Chicago Downtown River North
515 N Clark St, Chicago, IL 60654
The Westin Chicago River North
320 N Dearborn St, Chicago, IL 60654
Hotel Chicago Downtown, Autograph Collection
Driveway entrance on, 333 North Dearborn Street, 350 N State St, Chicago, IL 60654
Best Western River North Hotel
125 W Ohio St, Chicago, IL 60654
Moxy Chicago Downtown
530 N La Salle Dr, Chicago, IL 60654
Related posts
Keywords
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The Boss Bar things to do, attractions, restaurants, events info and trip planning
The Boss Bar
United StatesIllinoisChicagoThe Boss Bar

Basic Info

The Boss Bar

420 N Clark St, Chicago, IL 60654
3.8(709)$$$$
Closed
Save
spot

Ratings & Description

Info

Long-running hangout featuring pool, TV sports & late hours, plus a menu of burgers & draft beer.

attractions: The Merchandise Mart, The Escape Game Chicago, Marina City Chicago, North Dearborn Street Bridge, The Chicago Theatre, Clark Street Bridge, Medieval Torture Museum, The Wrigley Building, Goodman Theatre, DuSable Bridge, restaurants: RAMEN-SAN, Three Dots and a Dash, Mercadito, Bub City, RPM Steak, Havana Grill, Il Porcellino, PLANTA Queen, Frontera Grill, Firecakes Donuts, local businesses: Frank Darling, Bluemercury, The Best Nails Chicago, AptAmigo - Chicago Apartment Locators, Goran Coban Salon | River North, after-words bookstore, Nordstrom, IVme Wellness + Aesthetics, Wendella Tours & Cruises, Lucy Portillo Hairstylist
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Website
thebossbar.com
Open hoursSee all hours
Mon3 PM - 3 AMClosed

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Featured dishes

View full menu
dish
Pizza Puff
dish
Cheese Quesadilla
dish
Boss Burger
dish
Double Smashburger

Reviews

Live events

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2026 Midwest Sport Poomsae Camp
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NEW YEAR, NEW HOME
NEW YEAR, NEW HOME
Sat, Jan 17 • 10:00 AM
6111 North River Road, Rosemont, IL 60018
View details
CAPRICORN VS AQUARIUS BASH
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Nearby attractions of The Boss Bar

The Merchandise Mart

The Escape Game Chicago

Marina City Chicago

North Dearborn Street Bridge

The Chicago Theatre

Clark Street Bridge

Medieval Torture Museum

The Wrigley Building

Goodman Theatre

DuSable Bridge

The Merchandise Mart

The Merchandise Mart

4.5

(1.2K)

Open until 12:00 AM
Click for details
The Escape Game Chicago

The Escape Game Chicago

5.0

(5.8K)

Open until 12:00 AM
Click for details
Marina City Chicago

Marina City Chicago

4.8

(37)

Open until 12:00 AM
Click for details
North Dearborn Street Bridge

North Dearborn Street Bridge

4.7

(99)

Open 24 hours
Click for details

Nearby restaurants of The Boss Bar

RAMEN-SAN

Three Dots and a Dash

Mercadito

Bub City

RPM Steak

Havana Grill

Il Porcellino

PLANTA Queen

Frontera Grill

Firecakes Donuts

RAMEN-SAN

RAMEN-SAN

4.7

(5.5K)

$$

Closed
Click for details
Three Dots and a Dash

Three Dots and a Dash

4.6

(3.4K)

$$$

Closed
Click for details
Mercadito

Mercadito

4.6

(2.4K)

$$

Closed
Click for details
Bub City

Bub City

4.4

(1.9K)

$$

Closed
Click for details

Nearby local services of The Boss Bar

Frank Darling

Bluemercury

The Best Nails Chicago

AptAmigo - Chicago Apartment Locators

Goran Coban Salon | River North

after-words bookstore

Nordstrom

IVme Wellness + Aesthetics

Wendella Tours & Cruises

Lucy Portillo Hairstylist

Frank Darling

Frank Darling

4.8

(34)

Click for details
Bluemercury

Bluemercury

4.1

(39)

Click for details
The Best Nails Chicago

The Best Nails Chicago

4.0

(122)

Click for details
AptAmigo - Chicago Apartment Locators

AptAmigo - Chicago Apartment Locators

4.9

(862)

Click for details
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Posts

Alexander WolodzkoAlexander Wolodzko
The Boss Bar represents the gritty bedrock of Chicago nightlife - a place where you can apply alcohol to your problems in a leisurely fashion, assured that you can be yourself while mixing with the best and worst that Chicago has to offer In the heart of River North, the bar is a melting pot with customers from all walks of life. At the end of the day, the local yuppy, the pool shark, the out-of-town guest, the sports fan, and even local officials all converge at this local watering hole. The pretentiousness of the club, the discerning glances of the high-end cocktail lounge, and the stuffy air of the wine bar have no place in this building. The Boss Bar’s unique energy is sure to leave anyone stopping by on a Friday night with a story and a hangover (as I do now). A glass of Macallan 7 or a cold bud will pair nicely with what is sure to be an interesting night Advice to Management: With roots going back to 1987, The Boss Bar is now a fixture of the community. Your challenge is not to improve, optimize, or perform, but to stay true to the timeless spirit of the establishment. Good luck!
Robbin MajorRobbin Major
If you see this security guard, BEWARE! We just arrived downtown and was excited to go to Boss Bar. We Couldn't even get through the sliding doors. The bouncer was manic and tried to push us through after we showed our ID. We asked him not to shove us because it was uncalled for. I asked if he was okay because he seemed to be manic or on drugs. Who pushes and shoves people into sliding doors? We're women. He said that we talk too much and should leave... so we left. He acted completely different with the white group that was ahead of us. He didn't push them through the doors. I took a picture of him for this review as I was walking away and he started to pose. Seems like he gets away with that kind of behavior. Avoid this place.
Jennifer WinthurstJennifer Winthurst
Make sure you bring your ID. My husband is bald and In his forties and didn't have his ID with him they would not let him in. They do have a pool table here. And mostly serve beer. They do have a full bar. I had a sex on the beach drink, it was good. For how much I paid for it I would have thought there would have been more alcohol in it though. They do have a nice outdoor area. The music is pretty loud. But they did play great songs. They filled my cocktail with more ice than the drink. I feel like I had 3 or 4 sips of my drink and it was gone. The bar is big and clean.
See more posts
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hotel
Find your stay

Pet-friendly Hotels in Chicago

Find a cozy hotel nearby and make it a full experience.

The Boss Bar represents the gritty bedrock of Chicago nightlife - a place where you can apply alcohol to your problems in a leisurely fashion, assured that you can be yourself while mixing with the best and worst that Chicago has to offer In the heart of River North, the bar is a melting pot with customers from all walks of life. At the end of the day, the local yuppy, the pool shark, the out-of-town guest, the sports fan, and even local officials all converge at this local watering hole. The pretentiousness of the club, the discerning glances of the high-end cocktail lounge, and the stuffy air of the wine bar have no place in this building. The Boss Bar’s unique energy is sure to leave anyone stopping by on a Friday night with a story and a hangover (as I do now). A glass of Macallan 7 or a cold bud will pair nicely with what is sure to be an interesting night Advice to Management: With roots going back to 1987, The Boss Bar is now a fixture of the community. Your challenge is not to improve, optimize, or perform, but to stay true to the timeless spirit of the establishment. Good luck!
Alexander Wolodzko

Alexander Wolodzko

hotel
Find your stay

Affordable Hotels in Chicago

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
If you see this security guard, BEWARE! We just arrived downtown and was excited to go to Boss Bar. We Couldn't even get through the sliding doors. The bouncer was manic and tried to push us through after we showed our ID. We asked him not to shove us because it was uncalled for. I asked if he was okay because he seemed to be manic or on drugs. Who pushes and shoves people into sliding doors? We're women. He said that we talk too much and should leave... so we left. He acted completely different with the white group that was ahead of us. He didn't push them through the doors. I took a picture of him for this review as I was walking away and he started to pose. Seems like he gets away with that kind of behavior. Avoid this place.
Robbin Major

Robbin Major

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Make sure you bring your ID. My husband is bald and In his forties and didn't have his ID with him they would not let him in. They do have a pool table here. And mostly serve beer. They do have a full bar. I had a sex on the beach drink, it was good. For how much I paid for it I would have thought there would have been more alcohol in it though. They do have a nice outdoor area. The music is pretty loud. But they did play great songs. They filled my cocktail with more ice than the drink. I feel like I had 3 or 4 sips of my drink and it was gone. The bar is big and clean.
Jennifer Winthurst

Jennifer Winthurst

See more posts
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Reviews of The Boss Bar

3.8
(709)
avatar
1.0
2y

If you're black, do not waste your time here or even attempt to give them your money. The black bouncers at the door will look at you up and down and make up some dress code rule that you're not following, all while letting every white person who is dressed exactly like you get in.

Racist establishment limits black people.

We tried going there last night (two black males). We get to the front, security stares us up and down, and then after about 10 seconds, tells us it's business casual only. I had on some green pants, sweatshirt hoodie, blue Reebok sneakers. My friend was dressed in jeans and a T-shirt and light winter jacket.

No big deal. We decide to go somewhere else. As we look at the people inside while we walk past, lots of people dressed exactly like us. No big deal. Decide to go somewhere else (check out the Bassment..it was a great place).

After the Bassment, we decide to give this place another shot thinking they'll let us in the second time around.

We get there and it's the same story. I ask the guy why is he doing this to us. We're just trying to go in like everyone else, etc. He ignores us. Throughout this time, multiple people dressed in sneakers, hoodies, and jeans are allowed in and this is when I lose my cool.

We go to another place and have a good time and I decide to have one last word with these guys before I leave.

One of the original bouncers is there with a new one. He proceeds to apologize. I tell him how wrong it is for them, two black men, to deny entry to two other black men.

You know what this guy told me?

"If we let in a bunch of black people in here, what do you think will happen?"

I couldn't believe my ears and it all made sense. I asked him to answer his own question and he refused to.

Tldr: if you're black, they will find a way to not let you in. They have a quota for the number of black people...

   Read more
avatar
5.0
3y

This is a review for one of the bouncers, Ben. He deserves a raise/promotion! I witnessed a very scary situation when, visiting the Boss Bar a little after 10:00pm on Thursday, June 2nd 2022 with my mom for a nightcap before heading back to my hotel and Ben handled it so perfectly!

We were sitting outside enjoying drinks when a man (late 50s) and his wife stood up from a table near us to leave and a handgun fell out of the man's pocket. Thankfully it did not disarm, but if it had, it was pointed directly at my right ankle!!! Both he and his wife were very flustered and the man attempted to play it off like nothing happened, put it back in his pants, and scurried away.

One of the bouncers (Ben) ran after the man and his wife and spent quite a long time around the corner where I couldn't see what was going on. Ben eventually came back and when he did, I thanked him for acting so quickly and bravely by following the man and his wife around the corner. The man had a gun, the bouncer was unarmed, and had NO idea how the man would have reacted to Ben confronting him.

Ben told me the man did have papers to carry, but that carrying within 300 feet of an institution that serves alcohol in Chicago is illegal and Ben got the man's information and permit number (he kept in confidential of course and did not disclose anything to me) and reported the man for the incident.

Given the times we are in, irresponsible gun ownership is truly unforgivable in my opinion and I appreciate Ben's bravery in chasing the man down.

Thank you , Ben, and thank you, Boss Bar, for hiring bouncers that are there to empowered to do more than...

   Read more
avatar
1.0
7y

If you are Black or African American this bar is not for you. I went to this bar last week with a group of 4 friends. I was racially profiled and bullied by the bar tender (blonde Russian or Polish woman). A friend was paying for the drinks. Apparently my drink was not paid for and I did not know. I stepped outside waiting for an uber. I was told to come back in and pay for my drink. I went to the bar tender, gave her my card, she swipes my card, LIES and tells me that it declined. I ask her to swipe the card again. She refuses to and tells me in order to get my card back i need to give her $10.00 for my drink. I thought it was unusual that my card declined because I know my accounts. She refuses to give me MY card so that i can go to the ATM which is 5 feet away from the actual bar. She then proceeds to put MY card in her back pocket as if to taunt and get a rise out of me. I thought it was COMPLETELY out of line for the bar tender to hold on to my card and NOT allow me to go to the ATM to take the money out. I end up stepping out of my character to go off on this bar tender. She calls security over and I tell security the problem. Security immediately asks the bar tender to hand over MY card, he leads me to the ATM so that I can make my transaction at the ATM. Card works at the ATM, I immediately remove the money pay for my drink and leave. I felt bullied and abused. I still feel angered by that night. Will NEVER give this establishment ANY business. Overall the establishment is okay. Alcoholic drinks are watered down and the furniture can be...

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