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What should I order at Chili's Grill & Bar?

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Chili's Grill & Bar

4 (2386 reviews)
You are 1 of 5 skippers at this restaurant
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Fajitas

Recommended multiple times for being hot, flavorful, and served exactly as expected; one review also praised the fajita combo and the ability to customize the vegetables.

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Ancho salmon

Described as delicious, with the salmon and broccoli both especially enjoyed, and recommended by a guest with dietary restrictions.

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Christmas margaritas

Called especially delicious and noted for adding a festive touch to the meal.

4

Triple Dipper

Praised as a new go-to item that was so good the reviewer was still thinking about it days later.

5

Brisket enchiladas

Highlighted as super tasty, with soft, smoky meat and flavorful toppings like cheese and pico de gallo.

6

Mozzarella sticks

Mentioned positively as a new item the reviewer loved.

7

Veggie quesadillas

Recommended for being excellent, with the reviewer specifically praising how well they were made.

8

Santa Fe burger

Mentioned as part of a satisfying meal, with the overall food and service described as great.

9

Bacon chicken ranch quesadillas

Included in a positive review of the meal, suggesting they were enjoyed along with the other dishes ordered.

10

Expresso Martini

Called amazing and singled out as a standout drink.

Location details

303 S Semoran Blvd, Winter Park, Florida, 32792, US

Open in Google Maps

Hours

Monday 11 AM to 11 PM
Tuesday 11 AM to 11 PM
Wednesday 11 AM to 11 PM
Thursday 11 AM to 11 PM
Friday 11 AM to 12 AM
Saturday 11 AM to 12 AM
Sunday 11 AM to 11 PM

About Chili's Grill & Bar

Family-friendly chain serving classic Tex-Mex & American fare in a Southwestern-style setting.

Amenities & services

Service options

  • No-contact delivery
  • Delivery
  • Onsite services
  • Takeout
  • Dine-in

Highlights

  • Fast service
  • Great beer selection
  • Great cocktails
  • Serves local specialty
  • Sports

Popular for

  • Lunch
  • Dinner
  • Solo dining

Accessibility

  • Wheelchair accessible entrance
  • Wheelchair accessible parking lot
  • Wheelchair accessible restroom
  • Wheelchair accessible seating

Offerings

  • Alcohol
  • Beer
  • Cocktails
  • Coffee
  • Comfort food
  • Happy hour drinks
  • Happy hour food
  • Hard liquor
  • Healthy options
  • Late-night food
  • Quick bite
  • Small plates
  • Vegetarian options
  • Wine

Dining options

  • Lunch
  • Dinner
  • Catering
  • Counter service
  • Dessert
  • Seating
  • Table service

Amenities

  • Bar onsite
  • Restroom
  • Wi-Fi

Atmosphere

  • Casual
  • Cozy
  • Trendy

Crowd

  • College students
  • Family-friendly
  • Groups
  • LGBTQ+ friendly
  • Locals
  • Tourists

Planning

  • Accepts reservations

Payments

  • Credit cards
  • Debit cards
  • NFC mobile payments
  • Credit cards

Children

  • Good for kids
  • Has changing table(s)
  • High chairs
  • Kids' menu

Parking

  • Free parking lot
  • Free street parking
  • On-site parking
  • Paid parking lot
  • Usually plenty of parking

Frequently asked questions

What is Chili's Grill & Bar known for in Winter Park?

The fajitas are the standout, with reviewers calling them hot, flavorful, and exactly what they expect from Chili's. Margaritas also come up often, especially the Christmas margarita and the new espresso martini, which pair well with the restaurant’s lively bar-and-grill setting.

What dishes are most recommended at Chili's Grill & Bar?

Reviewers repeatedly mention fajitas, the black bean burger, chicken strips, ribs, and the triple dipper. Other specific favorites include the ancho salmon, brisket enchiladas, mozzarella sticks, and Santa Fe burger, showing a mix of Tex-Mex and American comfort food.

What is the atmosphere like at Chili's Grill & Bar?

The vibe is casual, cozy, and lively, with a setting that works for groups, families, and solo diners. Reviews mention it as a familiar hangout for eating, drinking, and laughing, and the sports bar setup supports a relaxed meal or drinks with friends.

Is Chili's Grill & Bar good value, and what is the price range?

The price range is $20–30, and reviewers often describe the food and service as reliable for the cost. People mention generous portions like kids’ meals with a good amount of fries, hot tortillas with fajitas, and overall good value for a dependable casual meal.

Does Chili's Grill & Bar have fast service or special drink options?

Yes, fast service is one of the listed highlights, and reviews frequently praise attentive servers and quick handling of orders. The drink side is strong too, with margaritas, espresso martinis, beer, cocktails, and happy hour drinks all called out in the data and reviews.

Is parking available at Chili's Grill & Bar?

Yes. Free parking lot, Free street parking, On-site parking, Paid parking lot, Usually plenty of parking is available.

Does Chili's Grill & Bar have vegetarian options?

Yes, Chili's Grill & Bar offers vegetarian options.

Is Chili's Grill & Bar kid-friendly?

Yes, Chili's Grill & Bar is good for kids.

Restaurants like Chili's Grill & Bar in Winter Park

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