Chessie's Restaurant

Chessie's Restaurant Chessies Restaurant in downtown Barrington, IL. was built around an original train station and a vintage Illinois Railroad dining car.
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Over 60 menu selections, kids, and a gluten-free menu. Dine-In, Curbside Carryout, Outdoor Dining, Delivery with Grubhub Chessie's Restaurant was built around Barrington's original train station and a vintage Illinois Central railroad dining car. Dine-in a casual friendly atmosphere with more than 60 menu items to choose from including, speciality cocktails, appetizers, salads, sandwiches, pasta,

burgers, steak, seafood, desserts, a kids menu, and a gluten-free are available. Plan and event at Chessie's, there are banquet rooms available for large to small groups for work events and private parties. Like our page to hear about upcoming specials and events! Delivery and Curbside Carryout are available.

Wednesday just became the best day of the week. 🍝🍷🥃Let’s be honest, you’re halfway to the weekend and you deserve a brea...
06/03/2026

Wednesday just became the best day of the week. 🍝🍷🥃
Let’s be honest, you’re halfway to the weekend and you deserve a break from cooking. We’ve got the perfect lineup to get you through the mid-week slump:
Wednesday Pasta Night: Big, comforting bowls of your favorite pasta. (Note: Excludes Shrimp Palermo).
1/2 Price Bottles of Wine: Pop open your favorite bottle! Get 50% off any bottle of wine all night long to pair perfectly with your dinner.

Whiskey Wednesday

Whether it's a cozy date night or a casual dinner with friends, we've got your table ready.
✨ Tag your dinner partner and come see us tonight at Chessie’s!

Seating fills up fast on Wednesdays, so come on in early and claim your spot at the bar or in the dining room!

1(847)382-5020

🌮 TACO TUESDAY JUST GOT A MAJOR UPGRADE! 🌮Why wait for the weekend when Tuesday looks this good? We’re serving up your...
06/02/2026

🌮 TACO TUESDAY JUST GOT A MAJOR UPGRADE! 🌮

Why wait for the weekend when Tuesday looks this good? We’re serving up your favorite tacos alongside some seriously refreshing drink specials all day long.

Here is the lineup to pair with your taco plate:

🍻 Ice-Cold Brews
Corona | $4.50
Modelo | $4.50

🍹 Margaritas & Shots
Regular Margarita | $6.00
Flavored Margaritas | $8.00 (Ask your server for today's fruit flavors!)
Tequila Shots | $5.00

Don’t forget the margarita flights !

Lime, salt, and everything nice. Tag your taco partner and come fuel your Tuesday!

📍 See you at the bar or Train Car

Reservations at : 1(847)382-5020

🍹 Tuesday Just Got a Whole Lot Sweeter (and Sour!) 🍹Why choose just one flavor when you can try them all? Skip the usual...
06/01/2026

🍹 Tuesday Just Got a Whole Lot Sweeter (and Sour!) 🍹

Why choose just one flavor when you can try them all? Skip the usual routine and level up your Tuesday at Chessie’s with our ultimate Margarita Flights for just $14!

Whether you love a classic lime rimmed with salt, a sweet fruity twist, or a little spicy kick with tajín, we’ve got a pour with your name on it.
✨ The Details:
When: Every Tuesday, all day long!
Where: Chessie's Restaurant
What: 3 delicious, refreshing mini margaritas for $14

Grab your friends, pull up a stool at the bar, and let’s make Tuesday your favorite day of the week. 🚂💨

Comment below: Which flavor are you trying first? 👇

Happy Monday! We are open and ready to serve up your favorites today. Skip the cooking and let us handle the kitchen. Wh...
06/01/2026

Happy Monday! We are open and ready to serve up your favorites today. Skip the cooking and let us handle the kitchen. Who’s joining us for lunch or dinner? 🙋‍♂️🥩🍔
See you soon!

1(847)382-5020

Dinner is served. 🍽️ Look at that perfect crust and juicy center! After 4pmOur Prime Rib Saturday is a Chessie’s traditi...
05/30/2026

Dinner is served. 🍽️ Look at that perfect crust and juicy center! After 4pm

Our Prime Rib Saturday is a Chessie’s tradition for a reason. We slow-cook our beef to lock in all the flavor, carve it thick, and serve it up with all the classic fixings.
What’s your go-to side? Loaded baked potato or crisp garden salad? Let us know in the comments! 👇
Gather your favorite people and come hungry. We'll see you at the table!

Reservations: 1(847)382-5020

The countdown to the weekend is officially over, and the Friday Fish Fry is officially ON! 🎉If you’ve been thinking abou...
05/29/2026

The countdown to the weekend is officially over, and the Friday Fish Fry is officially ON! 🎉
If you’ve been thinking about that perfect, satisfying crunch all week, tonight is your night. Our fish is fried to a perfect golden crisp and served alongside a mountain of delicious fries. Pair it with a cold draft beer or a refreshing cocktail, and you’ve got the perfect Friday setup.
Skip the cooking and the dishes tonight—we've got you covered at Chessie’s. See you soon! 👋

Reservations : 1(847)382-5020

05/27/2026

Mid-week slump? We don't know her. 🍷🥃
It’s Wine and Whiskey Wednesday at Chessie’s! Whether you're in the mood for a crisp pour or a smooth mix, we've got your evening covered.
Tonight's Specials:
✨ $6 Mixed Drinks or Shots (Jameson, Jack Daniels, and Jim Beam)
✨ 1/2 Price Bottles of Wine
Gather your friends and come unwind with us!
📌 Note: Specials exclude Old Fashioneds, Manhattans, and Rocks or Neat pours.

In observance of Memorial Day, Chessie’s will be closed today, Monday, May 25th. 🇺🇸We are taking this time to honor and ...
05/25/2026

In observance of Memorial Day, Chessie’s will be closed today, Monday, May 25th. 🇺🇸
We are taking this time to honor and remember the brave heroes who made the ultimate sacrifice for our country, while giving our hardworking team a chance to spend the holiday with their families.
We will reopen for our regular hours tomorrow, Tuesday, May 26th! We hope you all have a safe, peaceful, and meaningful Memorial Day weekend. ❤️🤍💙
Hashtags:

Ribs, Drafts, and Good Times! 🍖🍺Looking for the perfect way to satisfy those comfort food cravings? We’ve got your dinne...
05/21/2026

Ribs, Drafts, and Good Times! 🍖🍺
Looking for the perfect way to satisfy those comfort food cravings? We’ve got your dinner plans completely covered tonight at Chessie’s!
Treat yourself to our tender, slow-cooked BBQ Ribs for just $18, and pair them perfectly with an ice-cold Draft Beer for only $3. It’s an absolute steal of a meal that you won't want to miss.
Bring your appetite, grab a seat, and let us handle the rest. See you soon!

(SPECIALS ARE FOR DINE IN ONLY-MUST PURCHASE a BEVERAGE)

✨ Where: Chessie's Restaurant
✨ The Deal: $18 BBQ Ribs + $3 Draft Beers

Address

200 Applebee Street
Barrington, IL
60010

Opening Hours

Monday 11am - 9pm
Tuesday 11am - 9pm
Wednesday 11am - 9pm
Thursday 11am - 9pm
Friday 11am - 10pm
Saturday 11am - 10pm

Telephone

+18473825020

Website

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