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Windy City Grill menu

3.096 ratings

Prices, calorie guide, and order-online options in one place

86 items $1.05 to $6.99 Other Add photos
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Prices may vary. Please confirm at the restaurant before ordering.

beverages

6 items

Ice Water

$0.1
0

Soda

$0.85
0

Coffee

$1.05
0

Bottled Water

$1.45
0

Bottled Drink

$1.45
0

Milkshake

$2.75
0

sides

15 items

French Fries

$1.35
0

Gravy Bread

$1.45
0

Tamale

$1.5
0

Corn Dog

$1.99
0

Cheese Fries

$2.65
0

Chili Fries

$2.65
0

Pizza Puff

$2.65
0

Onion Rings

$2.75
0

Mushrooms

$2.75
0

Bowl of Soup

Please call restaurant for daily selection.

$2.75
0

Bowl of Chili

$2.75
0

Chili Cheese Fries

$2.85
0

6 Mozzarella Sticks

$3.55
0

6 Jalapeno Poppers

Cream or cheddar cheese.

$3.75
0

6 Chicken Strips

$4.95
0

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dessert

1 item

Chocolate Chip Cookies

$1.5
0

tasty sandwiches

7 items

Grilled Cheese Sandwich

$2.5
0

Grilled Ham and Cheese Sandwich

$2.95
0

Maxwell Street Polish Sandwich

$2.95
0

Corned Beef Sandwich

On rye bread with mustard.

$3.95
0

Patty Melt Sandwich

On rye bread with American cheese and grilled onions.

$4.25
0

Reuben Sandwich

On rye bread with Swiss cheese and sauerkraut.

$4.35
0

Gyro Sandwich

Tomato, onions and sauce.

$4.99
0

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juicy char burgers

4 items

1/4 lb. Hamburger

Served on a hamburger bun or kaiser roll with mayo, ketchup, mustard, lettuce, tomato, onion and pickle.

$2.95
0

1/4 lb. Cheeseburger

Served on a hamburger bun or kaiser roll with mayo, ketchup, mustard, lettuce, tomato, onion and pickle.

$3.3
0

1/2 lb. Double Hamburger

Served on a hamburger bun or kaiser roll with mayo, ketchup, mustard, lettuce, tomato, onion and pickle.

$4.55
0

1/2 lb. Double Cheeseburger

Served on a hamburger bun or kaiser roll with mayo, ketchup, mustard, lettuce, tomato, onion and pickle.

$4.95
0

daily specials

15 items

Chili Dog Special

Includes small fry.

$2.99
0

Chili Cheese Dog Special

Includes small fry.

$3.29
0

Fish Sandwich Special

Includes small fry and regular soft drink.

$5.49
0

Pepper and Egg Sandwich Special

Includes small fry and regular soft drink.

$5.49
0

Shrimp Basket Special

Includes small fry.

$5.49
0

Polish Special

Includes small fry and 20 oz. drink.

$5.49
0

2 Hot Dogs Special

Includes small fry and drink.

$5.99
0

Spicy Chicken Special

Includes small fry and drink.

$5.99
0

1/4 lb. Cheeseburger Special

Includes small fry and 20 oz. drink.

$5.99
0

Poor Boy Special

Includes small fry and regular soft drink.

$6.39
0

Foot Long Polish Special

Includes small fry.

$6.5
0

1/3 lb. Steak Cheeseburger Special

Includes small fry and drink.

$6.59
0

6" Italian Beef Special

Includes small fry and drink.

$6.85
0

Gyro Special

Includes small fry and drink.

$6.99
0

Steak Burger Special

Includes small fry and 20 oz. drink.

$6.99
0

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chicago style hot dogs

8 items

Hot Dog

Served with mustard, onion, relish, tomato, pickle and sport peppers. Comes with fries.

$2.99
0

Char Dog

Served with mustard, onion, relish, tomato, pickle and sport peppers. Comes with fries.

$3.09
0

Cheese Dog

Served with mustard, onion, relish, tomato, pickle and sport peppers. Comes with fries.

$3.35
0

Cheese Char Dog

Served with mustard, onion, relish, tomato, pickle and sport peppers. Comes with fries.

$3.45
0

Double Dog

Served with mustard, onion, relish, tomato, pickle and sport peppers. Comes with fries.

$4
0

Double Char Dog

Served with mustard, onion, relish, tomato, pickle and sport peppers. Comes with fries.

$4.15
0

Double Cheese Dog

Served with mustard, onion, relish, tomato, pickle and sport peppers. Comes with fries.

$4.35
0

Double Cheese Char Dog

Served with mustard, onion, relish, tomato, pickle and sport peppers. Comes with fries.

$4.55
0

fresh garden salads

4 items

Garden Salad

$3.25
0

Greek Salad

$4.55
0

Julienne Salad

$4.95
0

Chicken Breast Salad

$4.95
0

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just 4 kids

8 items

Kid's Grilled Cheese

Served with french fries and soft drink.

$3.85
0

Kid's Hot Dog

Served with french fries and soft drink.

$3.99
0

Kid's Hamburger

Served with french fries and soft drink.

$3.99
0

Kid's Corn Dog

Served with french fries and soft drink.

$3.99
0

Kid's Cheeseburger

Served with french fries and soft drink.

$4.55
0

Kid's Meatball Sandwich

Served with french fries and soft drink.

$4.55
0

Kid's Beef Sandwich

Served with french fries and soft drink.

$4.85
0

Kid's Chicken Strips

Served with french fries and soft drink.

$4.99
0

windy city's italian corner

6 items

6" Italian Sausage

$3.95
0

Italian Beef

$4.85
0

BBQ Beef

$4.95
0

Meatball Sandwich

$4.95
0

Beef and Sausage Combo

$5.15
0

9" Double Sausage

$5.99
0

deli fresh subs

3 items

Ham and Cheese Sub

Served on French bread with mayo, lettuce, tomato and onion.

$4.38
0

Turkey and Swiss Sub

Served on French bread with mayo, lettuce, tomato and onion.

$4.38
0

Italian Sub

Served on French bread with special dressing, lettuce, tomato and cheese.

$4.68
0

char broiled chicken sandwich

5 items

Chicken Breast Sandwich

Mayo, lettuce and tomato.

$4.4
0

Greek Chicken Opah Sandwich

Greek style spices, lettuce, tomato and onions.

$4.59
0

BBQ Chicken Sandwich

Lettuce, tomato and onions.

$4.95
0

Chicken Italian Sandwich

Red sauce, mozzarella cheese and sweet or hot peppers.

$4.99
0

Philly Style Chicken Sandwich

Mozzarella cheese, sweet peppers and grilled onions.

$4.99
0

char broiled steaks

4 items

New York Strip Steak Sandwich

Steak sauce and grilled onions on French bread.

$5.99
0

Greek Style Steak

Greek style spices, lettuce, tomato and onions on French bread.

$5.99
0

Italian Style Steak

Red sauce, mozzarella cheese and sweet or hot peppers on French bread.

$5.99
0

Philly Style Steak

Mozzarella cheese, sweet peppers and grilled onions on French bread.

$5.99
0

About Windy City Grill

Windy City Grill serves Beverages, Sides & Dessert across 86 menu items, with prices from $1.05 to $6.99. See the full Windy City Grill menu with current prices — budget picks like the $0.10 Ice Water — updated September 2026.

Categories: Other

Reviews & Photos

From people who've eaten at Windy City Grill

3 ★

96 reviews

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Windy City Grill Menu: Frequently Asked Questions

Common questions about the menu, pricing, and dining options.

What is on the Windy City Grill menu?
Windy City Grill offers 86 menu items across Other and other categories. Browse the full menu above to see everything available, including portion sizes and category breakdowns.

How much does Windy City Grill food cost?
Menu prices at Windy City Grill range from $1.05 for the most affordable options up to $6.99 for premium items. The full price breakdown is shown in the menu table above. Looking for the cheapest options? Visit the Windy City Grill cheapest items guide.

What are the cheapest items at Windy City Grill?
For the lowest-cost meal options at Windy City Grill, visit the dedicated Windy City Grill cheapest menu items guide — every item sorted from the lowest to highest price so you can quickly find budget-friendly food starting at just $1.05.

Is Windy City Grill good value for money?
Windy City Grill holds a customer rating of 3/5 based on 96 reviews. To judge value more accurately, compare Windy City Grill side-by-side with similar restaurants: Windy City Grill vs Honey Baked Ham or Windy City Grill vs Winebar.

How does Windy City Grill compare to similar restaurants nearby?
Windy City Grill serves Other cuisine alongside similar restaurants like Honey Baked Ham, Winebar, Go Puff. Use our comparison pages to see a direct price-by-price breakdown: Windy City Grill vs Honey Baked Ham, Windy City Grill vs Winebar.