Events

Live Music Night – Stevie Swing event photo

Live Music Night – Stevie Swing

Friday November 14th

✨ Experience the golden age of music! Chicagoland crooner Stevie Swing brings the smooth sounds of Sinatra, Dean Martin, Elvis, Neil Diamond and more for an unforgettable evening of vintage vibes, classic cocktails, and Italian cuisine.

🍝 Full dinner menu & bar available Reserve your table early — this night fills up fast!

06:30 PM - 09:30 PM

2025-11-14 18:30:002025-11-14 21:30:00America/ChicagoLive Music Night – Stevie Swing✨ Experience the golden age of music! Chicagoland crooner Stevie Swing brings the smooth sounds of Sinatra, Dean Martin, Elvis, Neil Diamond and more for an unforgettable evening of vintage vibes, classic cocktails, and Italian cuisine.🍝 Full dinner menu & bar available Reserve your table early — this night fills up fast!DiBenedetto TrattoriaDiBenedetto TrattoriaDibenedettotrattoriadgainc@gmail.com
Live Music event photo

Live Music

Friday November 21st

An Evening with Sam Magdal Join us for a night of timeless elegance as Sam Magdal, one of Chicagoland’s most charismatic performers, brings his captivating tribute to Frank Sinatra and the golden era of swing.

 Enjoy authentic Italian cuisine, fine wines, and the smooth sounds of “Ol’ Blue Eyes.” Reserve your table early — seats fill quickly!

06:30 PM - 09:30 PM

2025-11-21 18:30:002025-11-21 21:30:00America/ChicagoLive MusicAn Evening with Sam Magdal Join us for a night of timeless elegance as Sam Magdal, one of Chicagoland’s most charismatic performers, brings his captivating tribute to Frank Sinatra and the golden era of swing. Enjoy authentic Italian cuisine, fine wines, and the smooth sounds of “Ol’ Blue Eyes.” Reserve your table early — seats fill quickly!DiBenedetto TrattoriaDiBenedetto TrattoriaDibenedettotrattoriadgainc@gmail.com
Live Music An Evening with Sam Magdal event photo

Live Music An Evening with Sam Magdal

Saturday November 22nd

Join us for an unforgettable night with Sam Magdal, Chicagoland’s own charismatic crooner, as he delivers a captivating tribute to Frank Sinatra and the timeless swing era.

🍷 Sip, dine, and unwind with the sounds of “Ol’ Blue Eyes.” Full dinner and wine menu available. Reserve early — these shows always sell out!

06:30 PM - 09:30 PM

2025-11-22 18:30:002025-11-22 21:30:00America/ChicagoLive Music An Evening with Sam MagdalJoin us for an unforgettable night with Sam Magdal, Chicagoland’s own charismatic crooner, as he delivers a captivating tribute to Frank Sinatra and the timeless swing era. 🍷 Sip, dine, and unwind with the sounds of “Ol’ Blue Eyes.” Full dinner and wine menu available. Reserve early — these shows always sell out!DiBenedetto TrattoriaDiBenedetto TrattoriaDibenedettotrattoriadgainc@gmail.com
Thanksgiving Feast Dine in or Togo event photo

Thanksgiving Feast Dine in or Togo

Thursday November 27th

🥡 Thanksgiving Family Feast To-Go

Let  DB's cook for your family this Thanksgiving!

Pick-Up: Thursday, November 27 | 2 PM- 6pm $195 | Serves 4–6 people

🦃 Whole Roasted Turkey

Dinner

Includes:

Whole Turkey (6-8 Lb)Herb-roasted served with mashed potatoes & rosemary gravy, green beans almondine, classic stuffing, and cranberry sauce.

🍷 Add a bottle of wine or creamy  limoncello – 10 % off with any dinner package!

🕒 Pre-Order Deadline:  Wednesday , Nov 26,  2pm (847) 496 5016) dibenedettotrattoria.com

04:00 PM - 08:00 PM

2025-11-27 16:00:002025-11-27 20:00:00America/ChicagoThanksgiving Feast Dine in or Togo🥡 Thanksgiving Family Feast To-GoLet  DB's cook for your family this Thanksgiving!Pick-Up: Thursday, November 27 | 2 PM- 6pm $195 | Serves 4–6 people🦃 Whole Roasted TurkeyDinnerIncludes:Whole Turkey (6-8 Lb)Herb-roasted served with mashed potatoes & rosemary gravy, green beans almondine, classic stuffing, and cranberry sauce.🍷 Add a bottle of wine or creamy  limoncello – 10 % off with any dinner package!🕒 Pre-Order Deadline:  Wednesday , Nov 26,  2pm (847) 496 5016) dibenedettotrattoria.comDiBenedetto TrattoriaDiBenedetto TrattoriaDibenedettotrattoriadgainc@gmail.com
🍷 Tuscan Wine Dinner – “A Journey Through Toscana” event photo

🍷 Tuscan Wine Dinner – “A Journey Through Toscana”

Tuesday December 9th

📅

Tuesday, December 9th, 2025

🕕 6:30 PM | 💵 $95 per guest Includes 5 Courses & 5 Premium Tuscan Wines (Limited seating • Reservation required)

🥂 Ventolaio ‘Lo Spiffero’ Rosé – Montalcino Course: Arancini di Prosciutto e Piselli Crispy risotto balls filled with prosciutto, peas & mozzarella over saffron aioli. 💭 Elegant rosé with floral freshness balances the salty, creamy flavors.

🌊 Cecilia Ansonica – Elba Island Course: Pesce en Papillote con Verdure Mediterranee White fish baked in parchment with tomato, olives, capers & asparagus in a white wine sauce. 💭 Coastal minerality and citrus brightness elevate this Mediterranean pairing.

🌿 Beconcini ‘IXE’ Tempranillo – Lucca Course: Pappardelle al Ragù House-made pappardelle with slow-braised pork shank in Chianti tomato reduction. 💭 Rustic and rich; the Tempranillo’s earthy depth meets the hearty intensity of the ragù.

🔥 Donna Olimpia Bolgheri Rosso – Bolgheri Course: Filetto di Manzo al Vino Rosso Grilled beef tenderloin with red wine demi-glace, rosemary potatoes & seasonal vegetables. 💭 Powerful yet refined — a classic Bolgheri pairing of elegance and structure.

🍫 Gianni Moscardini ‘Operaundici’ – Costa Toscana Course: Torta di Cioccolato al Vino Rosso Flourless dark chocolate cake with mascarpone cream & berry compote. 💭 The red blend’s ripe fruit and balsamic notes mirror the dessert’s lush finish.

💰 $95 per person (+Tax & Gratuity) Includes all 5 courses & wine pairings.

📍 Di Benedetto Trattoria 1766 W Algonquin Rd • Hoffman Estates, IL 📞 (847) 496-5016 • 🌐 dibenedettotrattoria.com

06:30 PM - 09:30 PM

2025-12-09 18:30:002025-12-09 21:30:00America/Chicago🍷 Tuscan Wine Dinner – “A Journey Through Toscana”📅 Tuesday, December 9th, 2025 🕕 6:30 PM | 💵 $95 per guest Includes 5 Courses & 5 Premium Tuscan Wines (Limited seating • Reservation required) 🥂 Ventolaio ‘Lo Spiffero’ Rosé – Montalcino Course: Arancini di Prosciutto e Piselli Crispy risotto balls filled with prosciutto, peas & mozzarella over saffron aioli. 💭 Elegant rosé with floral freshness balances the salty, creamy flavors. 🌊 Cecilia Ansonica – Elba Island Course: Pesce en Papillote con Verdure Mediterranee White fish baked in parchment with tomato, olives, capers & asparagus in a white wine sauce. 💭 Coastal minerality and citrus brightness elevate this Mediterranean pairing. 🌿 Beconcini ‘IXE’ Tempranillo – Lucca Course: Pappardelle al Ragù House-made pappardelle with slow-braised pork shank in Chianti tomato reduction. 💭 Rustic and rich; the Tempranillo’s earthy depth meets the hearty intensity of the ragù. 🔥 Donna Olimpia Bolgheri Rosso – Bolgheri Course: Filetto di Manzo al Vino Rosso Grilled beef tenderloin with red wine demi-glace, rosemary potatoes & seasonal vegetables. 💭 Powerful yet refined — a classic Bolgheri pairing of elegance and structure. 🍫 Gianni Moscardini ‘Operaundici’ – Costa Toscana Course: Torta di Cioccolato al Vino Rosso Flourless dark chocolate cake with mascarpone cream & berry compote. 💭 The red blend’s ripe fruit and balsamic notes mirror the dessert’s lush finish. 💰 $95 per person (+Tax & Gratuity) Includes all 5 courses & wine pairings.📍 Di Benedetto Trattoria 1766 W Algonquin Rd • Hoffman Estates, IL 📞 (847) 496-5016 • 🌐 dibenedettotrattoria.comDiBenedetto TrattoriaDiBenedetto TrattoriaDibenedettotrattoriadgainc@gmail.com
LIVE ENTERTAINMENT by Sam Magdal event photo

LIVE ENTERTAINMENT by Sam Magdal

Friday December 12th

Come enjoy a "class act" and "charismatic performance" by Sam Magdal.  He performs a great Tribute to Sinatra but has expanded his repertoire to include music from the 60's, 70's, 80's and current music. He appeals to all ages and dresses the part! Join us for a memorable evening of live entertainment!

06:30 PM - 09:30 PM

2025-12-12 18:30:002025-12-12 21:30:00America/ChicagoLIVE ENTERTAINMENT by Sam MagdalCome enjoy a "class act" and "charismatic performance" by Sam Magdal.  He performs a great Tribute to Sinatra but has expanded his repertoire to include music from the 60's, 70's, 80's and current music. He appeals to all ages and dresses the part! Join us for a memorable evening of live entertainment!DiBenedetto TrattoriaDiBenedetto TrattoriaDibenedettotrattoriadgainc@gmail.com
LIVE ENTERTAINMENT by Sam Magdal event photo

LIVE ENTERTAINMENT by Sam Magdal

Saturday December 13th

Come enjoy a "class act" and "charismatic performance" by Sam Magdal.  He performs a great Tribute to Sinatra but has expanded his repertoire to include music from the 60's, 70's, 80's and current music. He appeals to all ages and dresses the part! Join us for a memorable evening of live entertainment!

06:30 PM - 09:30 PM

2025-12-13 18:30:002025-12-13 21:30:00America/ChicagoLIVE ENTERTAINMENT by Sam MagdalCome enjoy a "class act" and "charismatic performance" by Sam Magdal.  He performs a great Tribute to Sinatra but has expanded his repertoire to include music from the 60's, 70's, 80's and current music. He appeals to all ages and dresses the part! Join us for a memorable evening of live entertainment!DiBenedetto TrattoriaDiBenedetto TrattoriaDibenedettotrattoriadgainc@gmail.com

Christmas

Thursday December 25th

Happy Holidays to all of our fans! Join us with family and friends!

11:00 AM - 09:00 PM

2025-12-25 11:00:002025-12-25 21:00:00America/ChicagoChristmasHappy Holidays to all of our fans! Join us with family and friends!DiBenedetto TrattoriaDiBenedetto TrattoriaDibenedettotrattoriadgainc@gmail.com