The Windsor Tavern and Grill Menu (2025 Update)

Welcome to The Windsor Tavern and Grill, a gem nestled at 4530 N Milwaukee Ave, Chicago. This vibrant eatery seamlessly blends classic tavern ambiance with an inviting atmosphere, perfect for a casual night out or catching the game.

The menu boasts an array of mouthwatering options. Start your meal with irresistible Spinach Artichoke Dip or crispy Wings, then dive into the delightful Taco Salad or savory Cheese Quesadilla. For the main event, don’t miss their renowned tavern-style pizza, highly praised by locals.

With friendly service and a welcoming vibe, The Windsor Tavern and Grill isn’t just about great food; it's where the neighborhood comes together. Every dish bursts with flavor, making it a must-visit spot for both food enthusiasts and casual diners alike. Come for the food, stay for the company!

Appetizers

Irish Nachos

Order of french fries with melted nacho cheese, bacon, onion and tomato

US$9.00

Side Of Fries

US$4.00

Stuffed Mushrooms

US$7.00

Spinach Artichoke Dip

US$7.00

Mozzarella Stix

(8) with marinara sauce

US$6.50

Wings

(10) buffalo, bbq, plain & garlic parmesan

US$9.50

Taco Salad

Romaine lettuce topped with steak, cheese, onion, tomato and sour cream in a tortilla bowl.

US$9.50

Santa Fe Salad

Chicken, rice, black beans, onion, tomato, corn and cheese served with chipotle dressing.

US$9.50

Caesar Salad

A classic with parmesan and croutons.

US$6.50

Salads And Entrees

Sandwiches

1/2 Lb Hamburger

With lettuce, tomato and onion.

US$9.50

Corn Beef Reuben

With sauerkraut on rye bread

US$9.50

Grilled Cheese

US$7.00

Chicken Bacon Swiss

With lettuce, tomato & onion

US$9.50

Windsor Wraps

( Chicken caesar or spicy shrimp) with lettuce, onion, tomato, cheese and a side of rice.

US$8.50

Chips And Salsa

US$5.00

Nachos

Crispy tortilla chips with melted nachos cheese, black olives, onion, tomato and jalapenos

US$9.00

Dos Tacos

(2) on corn tortilla with rice choice of chicken, steak

US$8.00

Cheese Quesadilla

With salsa & sour cream

US$7.50

South Of The Border