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.

⚽🏆 WORLD CUP 2026 WATCH PARTY at Chessie’s! 🏆⚽Every match is game day at Chessie’s Restaurant! Join us throughout the Wo...
06/10/2026

⚽🏆 WORLD CUP 2026 WATCH PARTY at Chessie’s! 🏆⚽

Every match is game day at Chessie’s Restaurant! Join us throughout the World Cup and enjoy these match-time specials while cheering on your favorite team.

🍔 2 Sliders with Chips – $10
🍗 Buffalo Wings – $8
🧀 Cheese Dip & Chips – $7
🥨 Pretzel with Cheese – $6
🌮 Tator Nachos – $9

🍺 Drink Specials During Every Match:
• Draft Beer – $3
• Modelo – $4.50
• Corona – $4.50
• Patrón Margaritas – $8
• Jameson, Jack Daniel’s, Tito’s & Captain Morgan Mixed Drinks – $6

📍 Chessie’s Restaurant
200 Applebee St, Barrington, IL 60010
📞 1(847)382-5020

Bring your friends, wear your team colors, and catch every goal, save, and celebration with us!

⚽ Specials available during each World Cup match.

🍷🥃 Wine & Whiskey Wednesday 🥃🍷Midweek just got a whole lot better!✨ $6 Mixed Drinks & Shots🍷 ½ Price Bottles of Wine🍝 1/...
06/10/2026

🍷🥃 Wine & Whiskey Wednesday 🥃🍷

Midweek just got a whole lot better!

✨ $6 Mixed Drinks & Shots
🍷 ½ Price Bottles of Wine
🍝 1/2 price pasta ( excludes shrimp Palermo)

Gather your friends, unwind after work, and enjoy your favorite pours in a relaxed atmosphere.
(Specials are for dine in customers)

Exclusions Apply:
• Old Fashioneds
• Manhattans
• Rocks Pours
• Neat Pours

📍 Join us every Wednesday
⏰ Specials available all evening

⚽🏆 THE WORLD CUP IS COMING TO CHESSIE'S! 🏆⚽Catch every match LIVE at Chessie's Restaurant and enjoy game-day specials th...
06/10/2026

⚽🏆 THE WORLD CUP IS COMING TO CHESSIE'S! 🏆⚽

Catch every match LIVE at Chessie's Restaurant and enjoy game-day specials that score big!

🍺 $3 Draft Beers
🥃 $6 Jameson, Jack Daniel's, Tito's & Captain Morgan Mix Drinks
🍹 $8 Patrón Margaritas
🍔 Sliders & Chips
🍗 Wings
🥔 Tator Nachos
🧀 Cheese Dip

Bring your friends, wear your team's colors, and experience the excitement of the 2026 World Cup on our screens.

📍 Chessie's Restaurant
200 Applebee St
Barrington, IL 60010
📞 1(847)382-5020

⚽ Great Food. Cold Drinks. Every Match Live.
🔥 Don't miss a moment of the world's biggest sporting event!

🌮 Tuesday is for Tacos & Margaritas! 🍹Looking for the perfect way to spice up your Tuesday? We have you covered at Chess...
06/09/2026

🌮 Tuesday is for Tacos & Margaritas! 🍹

Looking for the perfect way to spice up your Tuesday? We have you covered at Chessie’s Restaurant! Come on in today and treat yourself to the ultimate flavor pairing.

Here is what’s waiting for you:
Tuesday Tacos: Fresh, flavorful, and built to satisfy your cravings.

$6 Margaritas: Crisp, refreshing, and the perfect teammate for taco day.

Whether you are taking a well-deserved lunch break or rounding up the crew for dinner, the vibes are right and the drinks are cold.

✨ Stop by Chessie’s Restaurant today and let us handle cooking! ✨

Call us at 1(847)382-5020

Beat the Monday blues with a classic. ✨Tonight, we’re featuring our premium 8oz USDA Choice Prime Top Sirloin, expertly ...
06/08/2026

Beat the Monday blues with a classic. ✨

Tonight, we’re featuring our premium 8oz USDA Choice Prime Top Sirloin, expertly cut strip-style and grilled to your liking. Accompanied by our signature garlic mashed potatoes and seasonal vegetables, it’s the ultimate comfort meal to start your week.

💰 Tonight Only: $22
Pairs beautifully with a glass of our house Cabernet. Treat yourself—you deserve a great start to the week.

Call us at 1(847)382-5020

( SPECIAL IS FOR DINE IN CUSTOMERS -MUST PURCHASE A BEVERAGE -SPECIALS ARE SUBJECTED TO CHANGE )

🍖 Thursday Night Done Right at Chessie’s! 🍹Why cook when Thursday night looks this good? We’re serving up incredible foo...
06/04/2026

🍖 Thursday Night Done Right at Chessie’s! 🍹

Why cook when Thursday night looks this good? We’re serving up incredible food and drink specials to get your weekend vibes started early.
Here is what’s on the menu tonight:
$18 Rib Special: Get a full, juicy rack of ribs for just $18! (Valid for dine-in only with the purchase of any beverage).

$3 Draft Beers: Ice-cold and poured to perfection. 🍺

$9 Specialty Martinis: Sip on crisp Cosmos or refreshing Lemon Drops all day long. 🍸
Every week will vary with different martinis.

✨ Dine-in only. Grab your friends, head on over to the bar or dining room, and let us handle the rest.
📌 Location: Chessie's Restaurant

📞 Tag the friends you’re bringing today in the comments below!

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

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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