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
968 reviews
5 stars
835
4 stars
53
3 stars
33
2 stars
21
1 star
26
JJ
Jpeezy
4 days ago
5.0
Bathrooms where near perfect. Also probably the most friendly staff out of any skyline ive been to including the ones near cincinnati
KS
Kay-lee Sellers
6 days ago
5.0
Have had family excited to try this chili, I went on the fourth of July on a whim. Fully stressful day kids starving, dad at home not feeling good, exhausted from working all day and then taking the kids out for fireworks and swimming. I was overwhelmed by the menu and co fused and asking question the gentlemen at the window David was my savior. He asked me to come to the windows so we could sample this chili, talked me through the menu and gave great recommendations. This man is incredibly patient and kind. As a manager at a busy restaurant its hard to find these kind of employees and this place is blessed with David! Food was fantastic and we will be returning because of David's amazing service!! Thank you!
BB
Big C Brazilian BBQ
Jul 2, 2026
5.0
It was our first time at this restaurant, and we did some research online. We discovered it's a typical Greek dish that's very popular in Ohio and Cincinnati. We were served by the waitress Sofi, who was excellent. She treated us very well. She offered us samples of the sauce to try, as it was something new for us.
We got the "Triway"—noodles with chili sauce and cheese. The noodles are very light and really thin; it’s delicious—something different, but tasty. It was so good that we also ordered the hot dog, which comes with the sauce and cheese. I recommend it; it’s a unique experience.
When you come here, ask to be served by Sofi; she speaks three languages—English, Spanish, and Portuguese—and is very friendly and attentive.
HF
H Frick
Jun 23, 2026
5.0
Skyline is an Ohio staple. If you know, you know. For those who don't know, it's not chili you eat alone. It's a meat sauce that goes over hot dogs, noodles or potatoes. So different than anything else.
PM
Paul McKenna
Jun 19, 2026
2.0
Meh. Not quite chili, not quite spaghetti sauce.
Overcharged us by double, manager promised to credit back to our credit card...never did. We were on vacation, so when I called a few weeks later, manager knew nothing about it.
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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