The Windsor Tavern and Grill

Here is another local pub on Milwaukee Avenue. It has lots of great drinks along with somewhat basic food. The Windsor Tavern may sound like a fancy British place. For sure though it isn't. You can get a few local beers on tap along with greasy pizzas and whatever. Came in the last time and we kept it basic. It has a pretty good selection of beers on tap, and lots more in bottles and cans. There were a few we never had before this. It was about $7 for a draft. That's not that bad for a craft pint. A good one was the Surly Grapefruit Supreme, which was sour but also had a sweetness to it. We just got the Chips And Salsa. It's $6 for a basket. The pizza selection was meaty, and we caught a glimpse of one and it was pretty greasy looking. Great patio if wanting to sit outside of the bar. It often has drink specials going on. The pizza selection is pretty crummy but there's a few other things to eat thankfully.

Neighborhood gem alert! Windsor has great bar food, really friendly staff, and a bonus indoor beer garden too. The food is simple, burgers, wings, nachos etc but solid. We came in and had some spinach artichoke dip (with fresh-made tortilla chips!) and a $30 pitcher of margarita drink special. Everything was great, we always have a fun time here.

I am so beyond extremely surprised with this one ! A classic old school neighborhood bar in the heart of Jefferson Park! Erica the bartender was helpful and friendly throughout our time there. Food was top notch! A standard burger and wings (Buffalo flavored) were all very tasty!The food is very good and everything including drinks was very decently priced. Perfect neighborhood bar along Windsor St!

First time, visiting from Wash, DC. Great food, friendly service, great little neighborhood bar.

Came in on a Friday evening with a group of ladies. We quickly got seated and ordered. The female bartender was nice, quick and responsive to our needs. The food was delicious, particularly the tortilla chips, and drinks were super cheap! Gotta love that, but.....the TouchTunes selection was very lacking when it came to hip hop and R&B artists. I get that they probably don't have a regular clientele that plays that sort of music but to have barely anything available in those genres kinda sends a message that they lack cultural inclusivity. It would have been nice to have more options to share in the experience of hearing songs we enjoyed too while dining. Idk, just a thought. Overall it's a good place for a drink and quick bite to eat.

Went in on a Friday with some friends. Never been here before but I've seen it's been in the neighborhood for years. We ordered the spinach and artichoke dip and a sausage thin crust pizza. The app was okay, dip was dry, but chips were fresh and crunchy. The pizza was not good. The server hyped it up saying the dough and sauce was made in house. As it might have been the crust was burned to a crisp, it was like we were eating chips and there was barely any sauce. The sausage had an odd taste to it, probably not fresh. The service was also very very slow. Won't be returning.

The Windsor is a solid local tavern. Burger, Irish Nachos and pizza are all top notch. Decent rotating beer selection. Friendly and accommodating staff.

In from out of town. Great Bar-restaurant! They have outdoor seating and a beautiful indoor beer garden. The Chicken Caesar Wrap and their fries was delicious! I don't usually eat fries these days but they were worth eating! Pizza is great. It was a Friday night so there was a lively vibe. Definitely worth checking out for a night meeting friends where you can talk to each other.

So I have been to The Windsor Tavern a few times now, as some peeps I know really dig this unassuming watering hole at the corner of Milwaukee and Windsor just a few blocks south of Jefferson Park. They have outdoor seating along Windsor during the warmer months. The servers seem pleasant, but when it gets busy here you sometimes have to flag them down to pay up or check on your orders. The wait for the food to come out can take a few minutes so hang in there with your beverage and check out a sporting event on one of the TV's, or do some people watching amongst the locals who come here for a brewski.They do have a pretty good beer list here, along with a limited food menu. The sandwiches come out with fries that are crispy and taste like those at Popeye's chicken, so that is a good thing. The reuben with sauerkraut is a solid sandwich, and comes with sides of Thousand Island dressing and cole slaw. The burgers, grilled cheese sandwiches and pizzas are also popular choices. They also have something called Irish nachos on the menu, but we have never seen those come out yet.

The food was very good and prepared fresh. Waitresses were polite and the cook came out of the kitchen to make sure the food was satisfactory. I loved the older vintage bar lighted ambiance and the outdoor seating is a great option on a warm Chicago evening.Bathroom could use an update, but was clean.