Windsor Tavern and Grill

07/18/2026

⚽ One tournament.
🌎 The whole world watching.
🍕 One place to be this weekend.

Join us for every World Cup match Today & Sunday!

07/14/2026

🚨Reminder!🚨

We're opening early TODAY & TOMORROW at 2:00 PM for the World Cup!⚽️

07/11/2026

Call it a long lunch! ⚽️

We open at 2:00 PM on Tuesday and Wednesday this week for the World Cup games!

07/10/2026

Tuesdays just got a whole lot better!

07/05/2026

Quick reminder that we are open tomorrow from 4:00-11:00PM for the World Cup!

07/02/2026

⚽Plot Twist... We're Open on a Monday!⚽

We're normally closed on Monday, but we couldn't miss the action! Join us to catch the match on the big screens, enjoy your favorite drinks, and cheer with fellow fans.

📅 Monday, July 6
🕓 Open 4:00 PM–11:00 PM

07/02/2026

🇺🇸 Holiday Hours Update 🇺🇸

We'll be closed on Saturday, July 4th so our team can enjoy the holiday with family and friends.

We hope everyone has a safe and fun Independence Day!

Cheers to freedom—and cheers to seeing you after the holiday.

Happy Fourth of July!

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

04/01/2026

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

03/29/2026

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! 🍻☘️