Windsor Tavern and Grill

Windsor Tavern and Grill We have a large heated beer garden, with a TV, bags in the beer garden and a dart board inside the bar as well.
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From our hand-crafted specialty pizzas to our celebrated burger and cocktail combinations, the Windsor Tavern and Grill remains committed to providing a safe and fun environment for Jefferson Park and Chicago residents to eat, drink, gather and socialize! There also is a side patio with seating if you'd prefer getting some sun with a cold beer and a pizza !

06/18/2026

⚽️ World Cup action is here today and tomorrow!

Catch every match with us!
🍻Bar opens at 2 PM
🍕Kitchen opens at 4 PM

Grab your crew, enjoy cold drinks, great food, and watch all the World Cup excitement on our screens. See you here for the matches!

04/09/2026

🍻 Open interviews for bartenders at our tavern on the northwest side.🍻

Interview times:
• Wednesday: 4–6 PM
• Friday: 4–5 PM
• Sunday: 12–3 PM

We’re currently hiring for 9–13 hours per week, with the possibility of adding more shifts. Bartending and food service experience are required, and experience with Toast POS is a plus. Bring your resume and 2 manager references.

Address: 4530 N. Milwaukee Blvd ask for Jon
Pay: $12.62ph + tips

Join us on Monday, April 6th from 4pm-11pm for March Madness!
04/01/2026

Join us on Monday, April 6th from 4pm-11pm for March Madness!

03/29/2026
🍻 Jefferson Park Forward Pub Crawl! 🍻Join us for an afternoon and evening of fun, friends, and community spirit! We’ll ...
03/22/2026

🍻 Jefferson Park Forward Pub Crawl! 🍻
Join us for an afternoon and evening of fun, friends, and community spirit!

We’ll hop between some of Jefferson Park’s best local pubs, enjoy great drinks, and make new connections with your neighbors and fellow JPF members. ~ Cheers!

03/05/2026

🎉 Happy Birthday, Chicago! 🎂
From all of us here at The Tavern, we’re raising a glass to the city we love — full of spirit, hustle, and heart. Here’s to another year of music, food, and unforgettable moments in the best city in the world. ❤️🖤

03/05/2026

🍀 Get ready to go green, Chicago! 🍀
We’re celebrating St. Patrick’s Day in true Irish style! 🇮🇪

We will be open on Tuesday, March 17th, from 4PM–11PM — plenty of time for pints, good vibes, and your best green outfit. 💚

Grab your crew, raise a glass, and let’s make this a night to remember. Sláinte! 🍻☘️

03/01/2026

March is for brunch lovers! 🌷

Join us every weekend in March for our Saturday & Sunday Brunch, featuring chef-crafted dishes, refreshing cocktails, and a relaxed atmosphere perfect for friends and family.

📅 Every Saturday & Sunday in March
⏰ 12:00 PM – 2:00 PM

Reserve your table today and make your weekends unforgettable! 🥂✨

02/08/2026

🏈 Super Bowl LX Watch Party at The Windsor!
Join us TODAY for Seahawks vs. Patriots at 5:30 PM CST! Game on all tvs with sound on, game-day specials, and halftime show with Bad Bunny.
Bring your crew to cheer on your team!

Welcome to Bear Nation’s winter wonderland, LA ❄️ Bear down, Chicago – let’s freeze out the Rams! 🐻💙🧡 ...
01/18/2026

Welcome to Bear Nation’s winter wonderland, LA ❄️ Bear down, Chicago – let’s freeze out the Rams! 🐻💙🧡



Address

4530 N Milwaukee Avenue
Chicago, IL
60630

Opening Hours

Wednesday 4pm - 11pm
Thursday 4pm - 11pm
Friday 4pm - 1am
Saturday 12pm - 1am
Sunday 12pm - 10pm

Telephone

(773) 736-3400

Website

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