Cancel

    Open app

    Search

    Pioneer Lounge

    5.0 (2 reviews)
    Closed 4:00 pm - 2:00 am (Next day)

    Pioneer Lounge Photos

    You might also consider

    Recommended Reviews - Pioneer Lounge

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    20 days ago

    Very friendly and accommodating staff. Cold drinks. Local. Neighborhood. Old history.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 0

    Ask the Community - Pioneer Lounge

    You might also consider

    Verify this business for free

    People searched for Sports Bars 23,085 times last month within 10 miles of this business.

    Verify this business

    Jefferson Inn

    Jefferson Inn

    4.3
    (34 reviews)
    3.1 mi
    $

    So I been here once before with a friend I ran into had a great experience the bartender was very…read morenice and very attentive and I actually met some cool new friends who I still talk to . This time I decided to go in right around 1 am and I was only planning on staying for about 15 min because I was waiting for a friend to pick me up at the train station across the street so I wanted to kill time i know that they were open bc I saw the manager (shorter guy black hair )come out with a beer in his hand and drink it in front of the business while talking on the phone loudly. When I walked up to the door it was locked and the bartender looked confused .. so I tried to call them on their phone and they both. Looked at me as if I'm committing some type of crime because I was asking them why I couldn't come inside . They both told me to fuck off and kept the door locked . Extremely unprofessional . The manager could have Atleast came up to me and made up something to not be rude but he didn't even bother doing that . The bartender looked confused but I only put 5 stars so they could see this . You guys are ridiculous.... Idk about ever coming back again and I'll be letting everyone know about this . I never been locked out of a bar in my life and i dont think I'll be referring anyone to stop at this place ever again. unprofessional. hope u lose all ur business

    My daughter lives in Jefferson Park and I visit her a lot from Florida, enjoying all her…read moreneighborhood bars. Jefferson Inn is right up there at the top. Great bartender. Great beers. Dive bar atmosphere. I will definitely come here again the next time we visit.

    Photos
    Jefferson Inn.4874 N Milwaukee Ave, Chicago, IL Cool!
    Jefferson Inn.4874 N Milwaukee Ave, Chicago, IL Cool!
    Jefferson Inn.4874 N Milwaukee Ave, Chicago, IL Cool!
    Jefferson Inn.4874 N Milwaukee Ave, Chicago, IL Cool!
    Jefferson Inn.4874 N Milwaukee Ave, Chicago, IL Cool!

    See all

    Jefferson Inn.4874 N Milwaukee Ave, Chicago, IL Cool!
    Teddy Bear Lounge

    Teddy Bear Lounge

    4.2
    (23 reviews)
    2.3 mi
    $

    I lived in the area from 2008-2009 and found this place one night, loved it and frequented it…read moreoften. Nice small cash-only neighborhood bar, bartenders always introduced themselves to you off the bat, many nights sitting around with a group of people of varying ages and jobs, all taking turns buying each other rounds- I stop by when I visit Chicago every few years and always a nice spot. People say if you are new the regulars stop and stare, not sure how valid that is but I spent age 30-31 there and now stop by in my early 40's so I don't care, and I have run into a few regulars who remembered me after a few minutes of chat. Clean and safe spot with great service and awesome owner/owners

    Really cool neighborhood dive bar. Very clean. Fun decor and art work. I appreciated the Prince…read morepainting. I also appreciated the old school pinball machine and pool table. Helpful and friendly service. The bartender was great. They do mystery shots here and I appreciate the fun, and they're only $2! You roll a dice and see which number you get. None of the mystery bottles are straight liquor, which is a relief. They are all mixes. The mystery shot I had smelled really good and tasted sweet. I also had a cocktail. For a dive bar, the cocktail prices seemed a little high ($14) at first, but I can tell they use good quality ingredients for these craft cocktails so it makes sense. I had the Port in the Storm and it was okay. I couldn't really taste the flavors listed, especially the rum. My friend had a glass of rosé and the pour seemed a little small. I noticed they have a really nice happy hour with 50% off many items so I'll have to come back for that. Welcoming atmosphere and positive vibes. I would definitely come here again.

    Photos
    Teddy Bear Lounge
    Teddy Bear Lounge
    Teddy Bear Lounge

    See all

    Pioneer Lounge - sportsbars - Updated July 2026

    Loading...
    Loading...
    Loading...