RestaurantFast Food RestaurantDinerGreek RestaurantSkyline Chili
Skyline Chili restaurant chain. Famous for secret recipe Cincinnati-style chili & fast, friendly dine-in & drive-thru service. Serving Cheese Coneys, Ways, Greek Salad & more great-tasting food since 1949. Locations in OH, KY, IN & FL. Grocery products available at on Amazon and at select grocery stores throughout the US.
Explore offerings from Skyline Chili on 2231 Western Way in Winter Garden, with popular coneys, ways, beverages, and vegetarian available at this location.
Skyline Chili Menu
37 items
CONEYS
CHEESE CONEY
Skyline’s classic Cheese Coney is a specially made hot dog in a steamed bun, with mustard, covered with our original secret-recipe chili, diced onions and a mound of shredded cheddar cheese
CHILI CHEESE SANDWICH
A steamed bun with our original secret-recipe chili, diced onions and mustard topped with shredded cheddar cheese
WAYS
3 - WAY
Our signature dish–steaming spaghetti, covered with our original secret-recipe chili and topped with a mound of shredded cheddar cheese.
4 - WAY
A 3-Way with diced onions or beans.
5 - WAY
A 3-Way with diced onions and beans.
BEVERAGES
Soft Drinks
Sweet or Unsweet Iced Tea
Tropicana® Lemonade
Dole® Lemonade
Coffee or Hot Tea
1% White or Chocolate Milk
VEGETARIAN
BLACK BEANS & RICE BOWL
Skyline’s Black Beans & Rice is specially seasoned and served with sour cream and onions.
BLACK BEANS & RICE BOWL DELUXE BURRITO
Skyline’s Black Beans & Rice in a tortilla, topped with more Black Beans & Rice, tomatoes, lettuce, shredded cheddar cheese and sour cream.
BLACK BEANS & RICE CHILITO
Our Black Beans & Rice and shredded cheddar cheese in a tortilla.
BLACK BEANS & RICE 3 - WAY
Spaghetti topped with Black Beans & Rice and cheddar cheese.
BURRITOS
ORIGINAL DELUXE BURRITO
Skyline bean mix in a tortilla, topped with our secret-recipe chili, tomatoes, lettuce, shredded cheddar cheese and sour cream.
CHILI DELUXE BURRITO
Skyline Chili in a tortilla, topped with more chili, tomatoes, lettuce, shredded cheddar cheese and sour cream.
CHILITO
Skyline Chili and shredded cheddar cheese in a tortilla
Spicy buffalo sauce with diced chicken breast, romaine lettuce, tomatoes, shredded cheddar cheese and ranch dressing.
CLASSIC CHICKEN
Diced chicken breast, romaine lettuce, tomatoes, shredded cheddar cheese and chili ranch dressing.
BOWLS
Loaded Chili Bowl
Our secret-recipe chili with beans and onions topped with shredded cheddar cheese and sour cream.
Coney Bowl
Three of our specially made hot dogs in a bowl of our original secret-recipe chili, topped with shredded cheddar cheese.
KID'S MEALS
Specially priced for children age ten and under. Includes small beverage and special dessert.
Kids’ 3-Way
A small 3-Way
Kids’ P’sghetti
A small dish of our spaghetti topped with shredded cheddar cheese.
Kids’ Coney
Our famous Chili Coney with or without cheese.
Kids’ Hot Doggy
Two of our delicious hot dogs in one freshly steamed bun, with or without cheese.
DESSERTS
Ask about our current dessert options.
FUNNEL FRIES
Reviews
4.7
1,003 reviews
5 stars
866
4 stars
56
3 stars
34
2 stars
21
1 star
26
FB
Frank Batista
2 days ago
4.0
First time going with our family. I was able appreciate that they take your order at the table. I had the chili bowl and it was good; don't think it needed the cheese. Crackers were really good with it. Based on what I heard, it's better known around the mid-west of the country. Overall it was a good experience. I might try the other things in the menu in the near future.
MP
Matthew Preston
Aug 23, 2026
5.0
I’ve been eating at Skyline Chili ever since I was a kid, and I still love it just as much today. I always get the 5 Way, and it never disappoints. We do not have one in Georgia, so every time I come to Disney, I make sure I stop here. The owner is a genuinely nice guy, and the employees are always wonderful and welcoming. Great food, great people, and great memories. This stop has become part of every Disney trip for me!
AL
Aly Laing
Aug 22, 2026
3.0
Bruh that ain’t buffalo dip that’s cream cheese with some buffalo drizzle on top. Edit- they did offer to swap it out for chili, just wanted to warn other Buffalo dip lovers this prob ain’t the place to get it 😅
KL
Kevin Lowry
Aug 19, 2026
5.0
I’ve been a fan of Skyline Chili since being introduced to it while attending the University of Cincinnati way back in the seventies. We drive an hour and ten minutes each way (at least one/ month)to get our fix of Skyline. My “goto” is the three way. I’m not a fan of raw onions (makes it a four way) or beans ( a five way). I do like extra cheese and often order it inverted (cheese on the bottom, chili and then spaghetti. We usually try to get Helen as our server because she is so upbeat and delightful. Sometimes splurge for a pint of Graeter’s Chocolate Chip. So happy to have a Skyline in central Florida.
KW
Kevin Wilson
Aug 17, 2026
5.0
Just like Cincinnati! We were greeted as we walked in the door & told to have a seat anywhere we liked.
Waitress arrived immediately with some oyster crackers & took our orders. 4-way & a coney were quickly on the table & being enjoyed.
Highly recommended & if you’ve never had Cincinnati style Greek chili, you haven’t tasted your favorite meal yet!
What are the regular dining hours for Skyline Chili in Winter Garden?
Skyline Chili is open for dine-in from 10:30 AM to 12:00 AM every day of the week.
Does Skyline Chili offer drive-thru service and what are its hours?
Yes, Skyline Chili offers drive-thru service daily from 10:30 AM to 1:00 AM.
Where is Skyline Chili located?
Skyline Chili is located at 2231 Western Way #B, Winter Garden, FL 34787, in the Flamingo Crossings Orlando neighborhood.
What type of cuisine does Skyline Chili specialize in?
Skyline Chili is famous for its secret recipe Cincinnati-style chili and offers fast, friendly dine-in and drive-thru service, including Cheese Coneys and Greek Salad.
Does Skyline Chili have options for vegetarians and children?
Yes, Skyline Chili serves vegetarian options and has a children's menu available.
Can I order takeout or catering from Skyline Chili?
Yes, Skyline Chili offers takeout services as well as catering options.
Does Skyline Chili accept reservations?
No, Skyline Chili does not accept or require reservations.
Are there any coffee shops near Skyline Chili where I can get a drink before or after my meal?
Yes, Starbucks and Dunkin' are nearby coffee shops where you can enjoy a coffee before or after visiting Skyline Chili.
What other restaurants are located near Skyline Chili at Flamingo Crossings Orlando?
Nearby restaurants include Pieology at FLAMINGO CROSSINGS Town Center, Firehouse Subs, Domino's Pizza, Wendy's, PDQ Winter Garden, Lime Fresh Mexican Grill, and PITA Mediterranean Street Food.
Are there convenient stores or pharmacies close to Skyline Chili for additional needs?
Yes, CVS Pharmacy, Walgreens, 7-Eleven, and Target are nearby for convenience shopping or pharmacy needs.
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Certified August 30, 2026Yext Knowledge Graph
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