Skyline Chili

Winter Garden, FL · Restaurant

Rating
4.7/5
★★★★★ 4.7
Reviews
20
Rank in Winter Garden
#26
of 232 restaurants
City Percentile
77%
rating percentile
Address
Skyline Chili, 2231 Western Way B, Winter Garden, FL 34787
Phone
(407) 347-4222
Website
locations.skylinechili.com/skyline-chili-da37e3f6898c?y_source=1_ODAyODI5MjItNzE1LWxvY2F0aW9uLndlYnNpdGU%3D
Status
Closed · Opens 10:30 AM

Skyline Chili is a restaurant located in Winter Garden, FL. It is one of 232 restaurants listed in Winter Garden. Its 4.7-star rating is above the Winter Garden city average of 4.2 stars. There are 10 photos associated with this location.

About Skyline 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... More

Hours

Friday10 AM–

Customer Reviews

★★★★★ 5.0 Anorak · Feb 2026

Clean, fresh, and above all fresh & friendly! Daniel and his current crew made my family feel truly welcomed. A rare combo in these costly days. The 5 way is the obviously the way to go if you love onions and the cheese wow I will have to figure out a way hunt down that cheese!! There is construction 🚧 near the building but nothing to worry about.

★★★★★ 5.0 Austin Noonan · Feb 2026

On our way back to our stay on vacation, and on accident we see this skyline! I grew up in Cincinnati and having moved away a decade ago, I still crave it. So this was the perfect impromptu stop to enjoy. The food was exactly how I would expect it back home, and honestly better. I usually get the chili cheese fries and they were the best I’ve ever had. The fries were crispy even with the chili and cheese on top. I’m really proud of this establishment bringing a community staple from Cincinnati. And take advantage of the other local Cincinnati treats and goodies there like raspberry chocolate chip greaters ice cream or baskin cookies! Don’t forget to eat the crackers with a dot of hot sauce. The staff was extremely friendly and everyone was working hard. 10/10

★★★★★ 5.0 Happy Go Free · Nov 2025

My first time eating at this location and it was amazing! The place was very open and inviting and we were welcomed when we first came in. The server was very nice and made sure we were taken care of, and our chili dogs were just as delicious as the ones in the Naples location. Highly recommend and definitely coming back next time I'm in the area!

★★★★★ 5.0 Raven's Adventures · Oct 2025

Having grown up in Cincinnati, Skyline was always a staple. Now, 14 years after moving away it has been absolutely wonderful having a location in Orlando. We eat here almost every trip we take to Orlando (and we are there monthly). The owner is genuinely a really nice guy and the staff are always friendly. Justin has been our server multiple times and he is great! He remembers us when we come in and even likes to share memories with us of growing up in the same areas. Food is always fresh & hot, service is always fast & friendly. If you've never had Cincinnati style chili then I highly recommend stopping by and giving it a try. Even better, they have a selection of Grippos items, Busken cookies, and Graeter's ice cream.

★★☆☆☆ 2.0 Ron Bryner · Dec 2025

The host mentioned right away that they serve Mediterranean style chilli. Not sure what that meant but I ordered a chilli cheese dog and a chilito. The cheese on the chilli dog was grated super fine requiring them to use an anticaking agent. I felt it on my tongue right away and it did not add anything pleasant to the experience. The hot dog was very small and unremarkable in flavor. The bun was steamed and it was served quickly and hot. I took one bite of the chilito and called it quits. The restaurant was clean, bright and the staff was polite, professional and everything one could hope for. The Mediterranean chilli is just not my cup of tea. I did not enjoy the food at all. In fact it left an unpleasant after taste that gave me a valid excuse to drink a beer elsewhere.

Accessibility & Amenities

✓ Wheelchair Accessible Entrance ✓ Wheelchair Accessible Parking Lot ✓ Wheelchair Accessible Restroom ✓ Wheelchair Accessible Seating

Services

RestaurantDinerFast food restaurantGreek restaurant

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This listing is informational. Contact the business directly to verify credentials, services, and availability.