Chili’s September $5 ‘Marg of the Month’ is back-to-school themed


The products and services mentioned below were selected independent of sales and advertising. However, Don't Waste Your Money may receive a small commission from the purchase of any products or services through an affiliate link to the retailer's website.

After returning last month with a Grand Sunset ‘Rita to celebrate August, Chili’s $5 monthly margarita program is at it again — this time with a drink to celebrate the back-to-school season.

The $5 “Jack to School” margarita is made with Jack Daniel’s Tennessee Apple Whiskey, tequila, fresh sour and a hint of coconut. It’s served on the rocks with a citrus sugar rim.

Available now through the end of September, you can get the margarita for dine-in, or for carry-out in restaurants where permissible.


If you happen to head to Chili’s to enjoy the Jack to School ‘rita on Thursday, Sept. 3, you can also get a deal on your meal to celebrate National Baby Back Rib Day.

Choose from a $15 Smokehouse Combo or a $17 Ultimate Smokehouse Combo. The smoked baby back ribs are slow-cooked using pecan wood, then seasoned with either honey chipotle, house BBQ sauce or Texas dry rub.

The deal is available on Sept. 3 only for dine-in and to-go orders, or you can get it delivered safely to your door via DoorDash.


Chili’s is also giving away free meals for an entire year now through Sept. 7 with Chili’s Road Trip contest.

For a chance to win, simply take a road trip and share a photo on social media of yourself enjoying Chili’s on your adventure. Make sure your post is public so Chili’s can see it and include #ChilisRoadTrip to be entered to win.

You can snap the photo while eating at a Chili’s location, getting curbside pickup or taking your food to-go. You can also enter more than once — simply share a new photo for each road trip you take.

The year of free Chili’s is in the form of 52 Chili’s gift cards worth $50 each, so you can spend $50 there every week for a year. A second prize winner will receive a $250 Chili’s gift card and a third prize winner will get a $100 Chili’s gift card.


Will you be heading to Chili’s for a Jack to School margarita or to celebrate National Baby Back Rib Day?

About the Author

Kaitlin Gates

Kaitlin is a freelance multimedia journalist with a background in newspaper and broadcasting. She has a degree in journalism and psychology, enjoys writing, editing, animals, music and movies/TV. When she's not writing, you can usually find her on her yoga mat, whipping up a new vegetarian dish or at a wine tasting with friends. You can email her at or find her on Facebook at Learn More.