Windsor Tavern and Grill

Windsor Tavern and Grill The Windsor Tavern Bar and Grill is a lively bar & grill located on N Milwaukee Avenue in Chicago. With a large heated beer garden, TV, bags and a dart board inside, this establishment offers top-notch entertainment. There is also a side patio for those who want to soak up the sun whilst enjoying cold beer and delicious pizza. Known for their hand-crafted specialty pizzas, celebrated burger and cocktail combinations, The Windsor Tavern Bar and Grill is perfect for anyone seeking great food and drink options. Note that opening hours vary seasonally but are generally from 4 pm until late Tuesday through Sunday.
(1)

Recent social media posts

New Seasonal Grey Goose Cantaloupe Martini! Swing by Windsor Tavern for Tini-Time!
10/07/2026

New Seasonal Grey Goose Cantaloupe Martini! Swing by Windsor Tavern for Tini-Time!

09/29/2026

Join us at Windsor Tavern tonight at 7 for another fun busy night of trivia!
Round 1 - Picture Round: Game Shows
Round 2 - General Trivia
Round 3 - Audio Round: Songs By Actors & Musicians
Round 4 - Current Events
Round 5 - Who? What? Where? When? Trivia
Round 6 - Speed Round: Plays

09/28/2026

Windsor Tavern will be open tonight for the Bears game! Open at 4, Kickoff at 7:15. BEAR DOWN!

Join us this Tuesday September 22 for Platano, a Puerto Rican Pop Up based in Chicago. Fun cocktails, great food special...
09/19/2026

Join us this Tuesday September 22 for Platano, a Puerto Rican Pop Up based in Chicago. Fun cocktails, great food specials, and karaoke in our b**r garden!

7pm - 1am

Platano Drink Specials

Parcha sidecar $16
Cognac, Passion fruit, Lemon, Lemon Sugar, Pinch of Wepa

Smash Jibarito $16
Bacardi 8, Bourbon, Plantain oleo, Fat washed Angostura, Garlic tincture, Charred cherry tomato

Un Ma Mao $14
Cachaca, Aguardiente, Lime sugar, Super lime, Papaya

Lime in the coconut $14
Tequila, Coconut water cordial, Lime, Sazón Tajin

Can't wait to see you there!

Join us at Windsor Tavern tonight at 7 for trivia! Round 1 - Picture Round CerealRound 2 - General TriviaRound 3 - Audio...
09/15/2026

Join us at Windsor Tavern tonight at 7 for trivia!

Round 1 - Picture Round Cereal
Round 2 - General Trivia
Round 3 - Audio Round: Songs With A City In The Title
Round 4 - Current Events
Round 5 - Who? What? Where? When? Trivia
Round 6 - Speed Round: U.S. Cities

Hope to see you soon!

⚽ One tournament.🌎 The whole world watching.🍕 One place to be this weekend.Join us for every World Cup match Today & Sun...
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!⚽️

Call it a long lunch! ⚽️We open at 2:00 PM on Tuesday and Wednesday this week for the World Cup games!
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!

Tuesdays just got a whole lot better!
07/10/2026

Tuesdays just got a whole lot better!

Quick reminder that we are open tomorrow from 4:00-11:00PM for the World Cup!
07/05/2026

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

Address

4530 N Milwaukee Avenue
Chicago, IL
60630

To get to N Milwaukee Avenue in Chicago, you can take public transport by using the CTA Blue Line and getting off at the Logan Square station. From there, walk east on Milwaukee Ave for about 10-15 minutes until you reach your destination.

If driving, you can take I-90/I-94 and exit at North Avenue. Head west on North Ave for about a mile until you reach Milwaukee Ave. Turn left on Milwaukee Ave and continue south for about half a mile until you arrive at your destination.

Parking options include street parking and nearby parking garages such as Centrum Bucktown Parking Garage or Logan Theatre Parking Lot located within walking distance from N Milwaukee Avenue.

Opening Hours

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

Telephone

(773) 736-3400

Alerts

Be the first to know and let us send you an email when Windsor Tavern and Grill posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Share

Category

Food Inspection

PASS

Food safety rules last inspection date: 2025-10-20

What people say

Windsor Tavern Bar and Grill is a must-visit spot for anyone looking for a great time in Chicago. With its large heated beer garden, TV, bags, and dart board inside the bar, it's the perfect place to relax and unwind with friends. If you prefer soaking up some sun while enjoying a cold beer and delicious pizza, there's also a side patio with seating available.

The menu at Windsor Tavern Bar and Grill is nothing short of impressive. From hand-crafted specialty pizzas to their celebrated burgers and cocktail combinations, there's something for everyone here. And if you're looking for a fun event to attend, be sure to check out their annual Jefferson Park Forward (JPF) Social: Wearing of the Green Edition on St. Patrick's Day.

But that's not all - Windsor Tavern Bar and Grill also knows how to throw an amazing Super Bowl party! With free specialty pizzas all night long, $5 craft pints, $5 well mix drinks, and $4 Jameson shots, it's the perfect place to catch the big game.

Overall, Windsor Tavern Bar and Grill is a fantastic bar & grill that offers great food, drinks, atmosphere, and events. Whether you're looking for a casual night out or a fun celebration with friends and family, this spot is definitely worth checking out on N Milwaukee Avenue in Chicago.