Chili's Grill & Bar Menu With Prices & Happy Hour

Name: Chili's Grill & Bar
Address: 3491 S Roosevelt Blvd, Key West, FL 33040, Key West, FL, US
Telephone: (800) 775-7290

Contact & Location

restaurant

3491 S Roosevelt Blvd, Key West, FL 33040

(800) 775-7290 · tap to call

chilis.com/locations/us/florida/key-west/key-west

How far is Chili's Grill & Bar?

3491 S Roosevelt Blvd, Key West, FL 33040

Distance from central Key West2.9 mi

Straight-line distance from the midpoint of our Key West listings.

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See It Before You Go

Short videos of Chili's Grill & Bar from people who went: food review, visit, food, triple dipper, drinks, review. Tap to play.

Videos by @tokkisoto · @josiemaida · @alyssaabina · @foodiemamaoffour, playing in the creator’s official TikTok player.Not affiliated with DiscoverHappyHours.

Happy Hour

Updated August 2026

Mon-Fri · 3 PM-6 PM

Drinks

MONDAY - FRIDAY 3PM - 6PM

Bud Light 16 oz

Miller Lite 16 oz

Coors Light 16 oz

Bud Light 22 oz

Modelo 16 oz

Miller Lite 22 oz

Coors Light 22 oz

Michelob Ultra 16 oz

Modelo 22 oz

House Red & White Wine Michelob

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Updated August 2026

Chili's Grill & Bar Menu

Appetizers

Triple Dipper

Bone-In Wings

Boneless Wings

Southwestern Eggrolls

Dip Trio

Southwestern Queso

Skillet Beef Queso

House-made Guacamole

Chips & Salsa

Fajitas

The Original Trio

Pick Any 2

The Classics

Fajitas for 2

Big Mouth Burgers

Big Smasher Burger

The Big QP Burger

Double Big Smasher Burger

Alex's Santa Fe Burger

Bacon Rancher Burger

Big Mouth Bites

Bacon Cheeseburger

Oldtimer Burger with Cheese

Crispy Chicken Sandwiches

Big Crispy Chicken Sandwich

Spicy Big Crispy Chicken Sandwich

Honey-Chipotle Big Crispy Chicken Sandwich

Nashville Hot Big Crispy Chicken Sandwich

Buffalo Big Crispy Chicken Sandwich

Deluxe Big Crispy Chicken Sandwich

Deluxe Grilled Chicken Sandwich

Chicken Crispers Combos

Crispy Chicken Crispers Combo

Honey-Chipotle Chicken Crispers Combo

Nashville Hot Chicken Crispers Combo

BBQ Classics

Smokehouse Combo Pick 3

Smokehouse Combo Pick 2

Full Rack of Ribs

Half Rack of Ribs

Pasta

Sausage & Chicken Cajun Pasta

Shrimp & Chicken Cajun Pasta

Cajun Pasta

Steaks

Surf & Turf Ribeye

Surf & Turf Sirloin 10 oz

Classic Ribeye

Classic Sirloin 6 oz

Classic Sirloin 10 oz

Guiltless Sirloin 6 oz

Guiltless Sirloin 10 oz

Guiltless Grill

Ancho Salmon

Santa Fe Salad

Margarita Grilled Chicken

Bowls & Quesadillas

Chicken Bacon Ranch Quesadillas

Brisket Quesadillas

Chipotle Fresh Mex Bowl

3 For Me

3 For Me Value Meals

Pick your beverage, starter and main. Starting at $10.99

$10.99

Salads & Soups

Santa Fe Crispers Salad

Santa Fe Salad

Quesadilla Explosion Crispers Salad

Quesadilla Explosion Salad

Side House Salad

Soup & House Salad

Bowl of Soup

Cup of Soup

Margaritas & To-Go Alcohol

Shark Attack Marg

Presidente Margarita

Don Julio Marg

Tito's Watermelon Spritz

Patron Marg

Henny Marg

Casamigos Marg

Skinny Marg

Desserts

Peanut Butter Pie made with Reese's

Skillet Chocolate Chip Cookie

Molten Chocolate Cake

Kids Menu

Kids Cheeseburger Bites

Kids Burger Bites

Kids Crispy Crispers

Kids Chicken Grillers

Kids Cheesy Chicken Pasta

Kids Kraft Macaroni & Cheese

Kids Cheese Pizza

Kids Cheese Quesadilla

Beverages

Dragonfruit Lemonade

Blackberry Lemonade

Strawberry Lemonade

Watermelon Lemonade

Blackberry Iced Tea

Mango Iced Tea

Watermelon Iced Tea

Full Menu

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Photos & Gallery

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Frequently Asked Questions

What time is happy hour at Chili's Grill & Bar?

Happy hour at Chili's Grill & Bar is Mon-Fri 3 PM-6 PM.

What are the happy hour specials at Chili's Grill & Bar?

Chili's Grill & Bar offers: MONDAY - FRIDAY 3PM - 6PM $3 Bud Light 16 oz Miller Lite 16 oz Coors Light 16 oz $4 Bud Light 22 oz Modelo 16 oz Miller Lite 22 oz Coors Light 22 oz Michelob Ultra 16 oz $5 Modelo 22 oz House Red & White Wine Michelob

What food does Chili's Grill & Bar serve?

Chili's Grill & Bar publishes Menu, 76 dishes. Dishes start at $10.99.

Does Chili's Grill & Bar have dessert?

Yes, 3 on the menu.

Where is Chili's Grill & Bar located?

Chili's Grill & Bar is located at 3491 S Roosevelt Blvd, Key West, FL 33040.

Is Chili's Grill & Bar good for groups?

Chili's Grill & Bar is a restaurant in Key West. For large groups, we recommend calling ahead at (800) 775-7290 to check availability during happy hour.

What type of restaurant is Chili's Grill & Bar?

Chili's Grill & Bar is a restaurant located in Key West, FL. They offer happy hour specials Mon-Fri.