Chili's Grill & Bar

303 S Semoran Blvd, Winter Park
(407) 679-7669

Recent Reviews Order Online

Customers' Favorites

Baby Back Ribs Corn on the Cob and Loaded Mashed Potatoes
Chicken Steak and Shrimp Fajitas
Pepper PALS Cheese Quesadilla
Molten Chocolate Cake 1170 Cal
Margarita Grilled Chicken
Bottomless Chips & Salsa
Chicken Enchilada Soup
Molten Chocolate Cake
Southwestern Eggrolls
Chicken Quesadillas

Menu

Featured items
Triple Dipper™
Select three appetizers and enjoy! Served with dipping sauces.
Honey-Chipotle Chicken Crispers® Combo
Chicken tenders tossed in our famous honey-chipotle sauce, served with NEW white cheddar mac & cheese (270 cal), fries (420 cal) & house-made ranch (170 cal).
Crispy Chicken Crispers® Combo
Chicken tenders served with NEW white cheddar mac & cheese (270 cal), fries (420 cal), house-made ranch (170 cal) and 2 dipping sauces.
Bacon Rancher Burger*
Two beef patties, six slices of bacon, house-made ranch, American cheese, sauteed onions, pickles.
Molten Chocolate Cake
Chocolate cake with a molten chocolate center, topped with vanilla ice cream in a chocolate shell with caramel drizzle.
Skillet Queso
Original queso with beef. Served with chips & fresh salsa.
Ultimate Smokehouse Combo
Our famous Baby Back Ribs, Crispy Chicken Crispers® and Jalapeño-Cheddar Smoked Sausage. Served with roasted street corn, fries & garlic toast.
Ultimate Cajun Pasta
NEW! Grilled chicken, shrimp, penne in Alfredo sauce, topped with chile spices, shredded Parmesan, tomatoes, green onions. Served with garlic toast.
Big Mouth® Bites
4 mini burgers with bacon, American cheese, sauteed onions, house-made ranch.

Appetizers
Triple Dipper™
Select three appetizers and enjoy! Served with dipping sauces.
Southwestern Eggrolls
Crispy flour tortillas, chicken, black beans, corn, jalapeño Jack cheese, red peppers, spinach. Served with avocado-ranch.
Chips & Salsa
Corn tostada chips made fresh daily. Served with fresh salsa.
Skillet Queso
Original queso with beef. Served with chips & fresh salsa.
Texas Cheese Fries - Half
Shredded cheese, bacon, jalapeños, green onions. Served with house-made ranch.
Fried Mozzarella
Served with Marinara sauce.
Texas Cheese Fries - Full
Shredded cheese, bacon, jalapeños, green onions. Served with house-made ranch.
Dip Trio
Choose any three. Skillet queso, white queso, fresh salsa, fresh guacamole or house-made ranch. Served with corn tostada chips.
Boneless Wings
Crispy boneless wings hand-tossed in up to 2 flavors with 2 sides of house-made ranch. Choose the count that fits your game day appetite!
Bone-In Wings
Our classic, crispy wings are hand-tossed with your choice of 2 flavors and 2 sides of house-made ranch. Now serving all NEW counts!
Brisket Quesadillas
Shredded cheese, slow-smoked pulled brisket, jalapeños, house BBQ. Served with pico, sour cream & ranch.
White Skillet Queso
Served with corn tostada chips & fresh salsa.
Chicken Bacon Ranch Quesadillas
Chicken, shredded cheese, chile spices, bacon, house-made ranch. Served with pico, sour cream, ranch.
Fresh Guacamole
Made fresh daily. Served with corn-tostada chips & fresh salsa.

Fajitas
Steak Fajitas
Chicken Fajitas
Fajita Trio
Mix & Match Fajitas
Shrimp Fajitas

Big Mouth Burgers®
Big Mouth® Bites
4 mini burgers with bacon, American cheese, sauteed onions, house-made ranch.
Bacon Rancher Burger*
Two beef patties, six slices of bacon, house-made ranch, American cheese, sauteed onions, pickles.
Just Bacon Burger*
Layered with slices of bacon, cheddar cheese, pickles, lettuce, red onion, tomato, mayo.
Oldtimer® w/Cheese*
The original burger. Pickles, lettuce, tomato, red onion, mustard, cheddar cheese.
Secret Sauce Burger*
Secret sauce, American cheese, lettuce, sauteed onions.
Mushroom Swiss Burger*
Sauteed onions, mushrooms, Swiss cheese, lettuce, tomato, mayo.
Alex's Santa Fe Burger*
Avocado, pepper Jack, red onion, jalapeños, tomato, pickles, cilantro, spicy Santa Fe sauce.
Double Old Timer w/Cheese*
NEW! Two juicy beef patties, cheddar cheese, pickles, lettuce, tomato, red onion, mustard.
BBQ Brisket Burger*
Pulled brisket, house BBQ, cheddar cheese, pickles.

Chicken Crisper® Combos
Crispy Chicken Crispers® Combo
Chicken tenders served with NEW white cheddar mac & cheese (270 cal), fries (420 cal), house-made ranch (170 cal) and 2 dipping sauces.
Honey-Chipotle Chicken Crispers® Combo
Chicken tenders tossed in our famous honey-chipotle sauce, served with NEW white cheddar mac & cheese (270 cal), fries (420 cal) & house-made ranch (170 cal).
Nashville Hot Chicken Crispers® Combo
Chicken tenders tossed in our NEW Nashville Hot sauce, served with NEW white cheddar mac & cheese (270 cal), fries (420 cal) & house-made ranch (170 cal).

Steaks & Ribs
Half Order of Ribs
A half order of Baby Back Ribs slow-cooked and smoked in-house in your choice of flavor. Served with fries & white-cheddar mac & cheese.
Classic Sirloin* - 6oz
Seasoned & topped with garlic butter. Served with loaded mashed potatoes (add 350 cal), and steamed broccoli (add 40 cal).
Full Order of Ribs
A full order of Baby Back Ribs slow-cooked and smoked in-house in your choice of two flavors. Served with fries & white-cheddar mac & cheese.
Surf & Turf Ribeye*
Marbled, thick-cut steak topped with garlic butter and a dozen shrimp. Served with loaded mashed potatoes (add 350 cal) & steamed broccoli (add 40 cal).
Classic Ribeye*
Marbled, thick-cut steak topped with garlic butter. Served with loaded mashed potatoes (add 350 cal), and steamed broccoli (add 40 cal).
Classic Sirloin* - 10oz
Seasoned & topped with garlic butter. Served with loaded mashed potatoes (add 350 cal), and steamed broccoli (add 40 cal).
Classic Sirloin* with Avocado - 10oz
Seasoned and topped with cilantro pesto, avocado slices, cilantro, pico. Served with roasted asparagus.
Surf & Turf Sirloin* - 10oz
Seasoned & topped with garlic butter and a dozen shrimp. Served with loaded mashed potatoes (add 350 cal) & steamed broccoli (add 40 cal).
Classic Sirloin* with Avocado - 6oz
Seasoned and topped with cilantro pesto, avocado slices, cilantro, pico. Served with roasted asparagus.

Smokehouse Combos
Ultimate Smokehouse Combo
Our famous Baby Back Ribs, Crispy Chicken Crispers® and Jalapeño-Cheddar Smoked Sausage. Served with roasted street corn, fries & garlic toast.
Smokehouse Combo
Our famous Baby Back Ribs and Crispy Chicken Crispers®. Served with roasted street corn, fries & garlic toast.

Chicken & Seafood
Ultimate Cajun Pasta
NEW! Grilled chicken, shrimp, penne in Alfredo sauce, topped with chile spices, shredded Parmesan, tomatoes, green onions. Served with garlic toast.
Chipotle Bowl
Your choice of grilled chicken, shrimp or Ancho salmon, pico, field greens, Mexican rice, corn salsa, avocado, shredded cheese, tortilla strips, cilantro, chipotle pesto, house-made ranch.
Ancho Salmon
Seared chile-rubbed Atlantic salmon, cilantro pesto, cilantro, queso fresco. Served with Mexican rice & steamed broccoli.
Margarita Grilled Chicken
Pico, tortilla strips, Mexican rice, black beans.
Cajun Pasta
Your choice of grilled chicken or shrimp with penne in Alfredo sauce, topped with chile spices, Parmesan, tomatoes, green onions. Served with garlic toast.

Guiltless Grill
Margarita Grilled Chicken
Pico, tortilla strips, Mexican rice, black beans.
Santa Fe Salad
Your choice of protein, pico, avocado, cilantro, tortilla strips, house-made ranch & a drizzle of spicy Santa Fe sauce.
Ancho Salmon
Seared chile-rubbed Atlantic salmon, cilantro pesto, cilantro, queso fresco. Served with Mexican rice & steamed broccoli.
Classic Sirloin* with Avocado - 6oz
Seasoned and topped with cilantro pesto, avocado slices, cilantro, pico. Served with roasted asparagus.
Classic Sirloin* with Avocado - 10oz
Seasoned and topped with cilantro pesto, avocado slices, cilantro, pico. Served with roasted asparagus.

Bowls & Quesadillas
Chipotle Bowl
Your choice of grilled chicken, shrimp or Ancho salmon, pico, field greens, Mexican rice, corn salsa, avocado, shredded cheese, tortilla strips, cilantro, chipotle pesto, house-made ranch.
Chicken Bacon Ranch Quesadillas
Chicken, shredded cheese, chile spices, bacon, house-made ranch. Served with pico, sour cream, ranch.
Brisket Quesadillas
Shredded cheese, slow-smoked pulled brisket, jalapeños, house BBQ. Served with pico, sour cream & ranch.

Sandwiches
Chili's Philly
NEW! Our take on a Philly Cheesesteak. Premium thinly sliced steak, grilled bell peppers & onions, jalapeños, white queso on a toasted buttery roll.
Bacon Avocado Grilled Chicken Sandwich
Grilled chicken, bacon, Swiss cheese, avocado, sauteed onions, lettuce, tomato, mayo on a toasted buttery roll.
Big Mouth Crispy Chicken Sandwich
Hand-breaded crispy chicken, lettuce, tomato, and our secret sauce on a brioche bun.
Buffalo Chicken Ranch Sandwich
Hand-breaded crispy chicken with spicy Buffalo sauce, tomato, lettuce, house-made ranch on a brioche bun.

Lunch Specials
Lunch Combo - Chipotle Chicken Fresh Mex Bowl
Grilled chicken, pico, field greens, Mexican rice, corn salsa, avocado, shredded cheese, tortilla strips, cilantro, chipotle pesto, house-made ranch.
Lunch Combo - Half Order Bacon Ranch Chicken Quesadillas
Chicken, bacon, shredded cheese, chile spices & house-made ranch. Served with chips & salsa.
Lunch Combo - Bacon Avocado Grilled Chicken Sandwich
Half sandwich with grilled chicken, bacon, swiss, avocado, sauteed onions, lettuce, tomato, mayo on a toasted buttery roll. Served with fries.
Lunch Combo - Double Burger
Two grilled patties, American cheese, lettuce, tomato & mustard. Served with fries.
Mini Chocolate Molten
Mini version of our Molten Chocolate Cake. Chocolate cake with a melted chocolate center, topped with vanilla ice cream in a chocolate shell with caramel drizzle.
Lunch Combo - Boneless Wings
Hand-tossed in your choice of sauce: House BBQ, Honey-Chipotle, or Buffalo. Served with fries.

Salads, Soups & Chili
Bowl of Soup
Cup of Soup
Side House Salad
Tomatoes, red onions, cucumbers, shredded cheese, garlic croutons with your choice of dressing.
Quesadilla Explosion Salad
Your choice of protein, cheese, tomatoes, corn salsa, tortilla strips, cilantro with citrus-balsamic. Topped with our cheese quesadillas. Dressing served on the side.
Bowl of the Original Chili
Our original recipe with beef, onions & signature blend of spices. Topped with cheese & tortilla strips.
Cup of the Original Chili
Our original recipe with beef, onions & signature blend of spices. Topped with cheese & tortilla strips.
Quesadilla Explosion Crispers® Salad
Hand-battered Chicken Crispers, cheese, tomatoes, corn salsa, tortilla strips, cilantro with citrus-balsamic. Topped with our cheese quesadillas. Dressing served on the side.
Santa Fe Crispers® Salad
Hand-battered Chicken Crispers, pico, avocado, cilantro, tortilla strips, house-made ranch & a drizzle of spicy Santa Fe sauce.
Santa Fe Salad
Your choice of protein, pico, avocado, cilantro, tortilla strips, house-made ranch & a drizzle of spicy Santa Fe sauce.
Soup & House Salad
A delicious bowl of Soup with a side House Salad. Dressing served on the side.
Side Caesar Salad
Greens, Parmesan, croutons & Caesar dressing. Dressing served on the side.
Soup & Caesar Salad
A delicious bowl of Soup with a side Caesar Salad. Dressing served on the side.
Chili & House Salad
A delicious bowl of the Original Chili with a side House Salad. Dressing served on the side.
Chili & Caesar Salad
A delicious bowl of the Original Chili with a side Caesar Salad. Dressing served on the side.

Desserts
Molten Chocolate Cake
Chocolate cake with a molten chocolate center, topped with vanilla ice cream in a chocolate shell with caramel drizzle.
Skillet Chocolate Chip Cookie
Topped with vanilla ice cream, hot fudge.
Cheesecake
Served over strawberry puree.

Sides & Sauces
Sides
Choose from several mouth-watering choices.
Sauce Options (4oz)

Kids Menu
Mini Chocolate Molten
Mini version of our Molten Chocolate Cake. Moist chocolate cake with a melted chocolate center. Topped with vanilla ice cream & a thin chocolate shell.
Pepper Pals® Crispy Crispers®
Crispy Chicken Crispers® served with choice of side and a drink.
Pepper Pals® Pepperoni Pizza
6" Pepperoni Pizza served with choice of side and a drink.
Pepper Pals® Cheese Burger Bites
Cheeseburger bites made with all-natural beef and served with choice of side and a drink.
Pepper Pals® Cheesy Chicken Pasta
Cheesy chicken pasta served with choice of side and a drink.
Kraft® Macaroni & Cheese
Kraft® Macaroni & Cheese served with choice of side and a drink.
Pepper Pals® Grilled Chicken Dippers
Grilled Chicken Dippers served with choice of side and a drink.
Pepper Pals® Cheese Quesadilla
Cheese Quesadilla served with choice of side and a drink.
Pepper Pals® Cheese Pizza
6" Cheese Pizza served with choice of side and a drink.
Pepper Pals® Grilled Chicken Bites
Grilled Chicken Sandwich Bites served with choice of side and a drink.
Pepper Pals® Burger Bites
Burger bites made with all-natural beef and served with choice of side and a drink.

Beverages
Beverages
Brewed tea, lemonade and fountain drinks
Gallon of Strawberry Lemonade
Blackberry Iced Tea
Our fresh-brewed iced tea has a delightful hint of blackberry to tickle your taste buds
NEW! Wildberry Lemonade
Strawberry Lemonade
Cold, bold and thirst-quenching lemonade juiced up with real strawberries.
Mango Iced Tea
Adding sweet mango flavor to our fresh-brewed iced tea makes it delicious.
NEW! Wildberry Tea

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Recent Reviews

The food was great. I really do love Chili’s, and it is one of my go to spots. The atmosphere was just as nice as it usually is. However, the service was not the best this time. The bartender (I wish I could remember her name) seemed to have an attitude, and I am not sure why. Maybe she was stressed or not having a good day. It could even be me, I am not sure. But I did notice that she was very pleasant with other guests, so I am a little confused about what the issue might...
November 2025
Sarah was an amazing Server!! This woman had about 8 tables and she didn't skip a beat. Food was good. Restaurant was clean. Staff was friendly and attentive. Request Sarah. She's great
November 2025
This location is the best, hands down. I literally had good service from the moment I walked in. I have IBS, which is irritable bowel syndrome, and I have dietary restrictions. They literally had a gluten-free menu, and I was happy with the menu options; although it’s limited, it still was good. I got the ancho salmon. It was delicious. I love the broccoli and the salmon. The most. I totally recommend you guys go to this location. My server, Sarah, was very accommodating...
March 2025

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Chili's Grill & Bar

303 S Semoran Blvd, Winter Park, FL 32792
(407) 679-7669