Chicago Swing Quartet Step into the golden age of Swing! Sinatra & Rat Pack, live with flair.

Based in Italy

Trieste, Friuli Venezia Giulia
Main band photo
Location
Trieste, Friuli Venezia Giulia, Italy
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Travel
up to 255 miles
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Price
from €1650 (EUR)
Price guide

Price Guide

Description Price
Cocktail & Buffet Swing – up to 2 hours. Live five-piece swing band for your welcome drinks and buffet, with an elegant, lively atmosphere.€1650 (EUR)
Cocktail, Buffet & Dinner – up to 4 hours. Live five-piece swing band throughout your cocktail reception and dinner, moving from relaxed classics to upbeat swing favourites.€2490 (EUR)
Prices are for the five-piece band and include Gig Heaven’s booking fee and our standard sound system for one performance area. Travel, accommodation, additional sound equipment or lighting, if required, will be quoted separately once we know the venue and event requirements. The final quotation will specify any applicable taxes. The booking is confirmed when the agreement is signed and the 10% booking fee is paid through Gig Heaven. The remaining 90% is payable directly to the band in cash on the day of the performance, in euros or the equivalent in US dollars. If the client cancels, written notice is required. The following cancellation charges apply to both the two-hour and four-hour packages. They are calculated on the band’s 90% share of the agreed price: no charge if the client cancels at least 30 days before the event; 25% if the client cancels 29 to 8 days before; 50% if the client cancels 7 to 2 days before; and 80% if the client cancels the day before or on the day of the event. Any cancellation charge is payable by bank transfer within seven days. Gig Heaven’s booking fee is subject to the platform’s own cancellation terms.

About / Biography

If Sinatra, Dean Martin, Bobby Darin and the Rat Pack are your idea of a perfect night, meet the Chicago Swing Quartet.

Despite the name, we are five professional musicians: vocals, piano, double bass, saxophone and drums. Together, we bring the golden age of American swing to life with the warmth of a jazz club and the energy of a live show. Our repertoire includes “Fly Me to the Moon”, “Mack the Knife”, “That’s Life”, “Cheek to Cheek”, “Ain’t That a Kick in the Head” and other classics made famous by the great crooners.

We shape the music around your event: elegant cocktail swing while guests mingle and dine, followed by upbeat numbers that fill the dance floor. We have performed at international weddings all around Italy for American, British, French, Russian and South American couples, adapting to different tastes and expectations. Our singer speaks fluent English, French and German, making it easy to plan every detail with international clients.

Beyond weddings, we have played at private and corporate events, jazz clubs and theatres, including our own productions “Swing in Las Vegas!", “Sinatra & the Great Crooners” and recent "Swing in Hollywood!".

Expect accomplished musicianship, a charismatic frontman and a performance that makes your guests feel they’ve stepped into the golden age of swing.

Spoken languages: English, French and German
Band dress code: Black tie

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Location

Based in Italy

Trieste, Friuli Venezia Giulia
Travels up to 255 miles
green circle = areas covered (up to 255 miles)
pink circle = free travel (up to 30 miles)
Travel areas on the map are approximate (distances may vary) free quote

Song list

INTRO

1. Estate (instrum.)

2. Cantaloupe Island (instrum.)

SONGS

3. The Girl from Ipanema

4. For Once in My Life

5. Pennies from Heaven

6. I’ve Got the World on a String

7. Old Devil Moon

8. What a Difference a Day Makes

9. Sway

10. It Had to Be You

11. Witchcraft

12. Angel Eyes

13. The Lady Is a Tramp

14. Ain’t That a Kick in the Head

15. The Way You Look Tonight

16. I Wanna Be Loved by You

17. Beyond the Sea

18. Sunday in New York

19. Chicago

20. L.O.V.E.

21. Hello Dolly

22. Mack the Knife

FRANK'S CLASSICS

23. Cheek to Cheek

24. Come Fly with Me

25. I’ve Got You Under My Skin

26. Fly Me to the Moon

27. I Won’t Dance

28. Theme from New York, New York

29. That’s Life

ITALIAN SWING

30. Mambo Italiano

31. Volare

32. Carina

33. Un bacio a mezzanotte

34. Baciami piccina

35. Tu vuò fà l’americano

BIS

36. Medley: Sing, Sing, Sing / Minnie the Moocher / Hit the Road Jack

INSTRUMENTAL NUMBERS

37. Take Five

38. Straight, No Chaser

39. Billie’s Bounce

40. Desafinado

41. Summer Samba

42. Blue Bossa

43. One Note Samba

Technical Info

What are your basic technical requirements?

We need a level performance area of at least 3 × 4 metres and one standard power socket nearby. A stage is not required. We travel in two or three cars, so convenient access for unloading is helpful. For outdoor events, we need shade from direct sun and a covered indoor alternative in case of rain.


What information do you require about a venue?

Please tell us whether the event is indoors or outdoors, where we will perform, and how we can access the venue to unload our equipment. We also need to know about parking, any stairs or sound restrictions, and whether the cocktail reception and dinner take place in different areas. Moving our setup between areas takes time; alternatively, a second sound system can be arranged at an additional cost.


Do you provide sound and lighting equipment?

Yes. We bring our own sound system for one performance area, suitable for events of up to approximately 100 guests. Lighting is not included but can be arranged on request at an additional cost. If the event requires sound in two separate areas, we can discuss the setup and provide a tailored quote.


Can you provide a Spotify/DJ service before and between your sets?

Yes. We can play a playlist through our sound system before the live performance and between sets. We normally choose elegant cocktail jazz that complements our live music, but we’re happy to discuss your preferences in advance. This service is not available after our performance.

Frequently Asked Questions

What is the best gig you've ever done and the best venue you've ever worked at?

Two nights stand out. We played a gala at the Marriott in Venice during the Festa del Redentore, with the city celebrating all around us. We also performed at the Grand Hotel in Rimini for its end-of-summer celebration. Playing the theme from Fellini’s *Amarcord* in his favourite hotel was a moment we’ll always remember.


What's your favourite type of event?

We love the cocktail reception: there’s room to interact with guests, set the mood and let the music become part of their conversations. Then, as the evening builds, we love bringing up the energy and seeing people dance and have fun.


What's your previous experience and how did you start gigging?

The Chicago Swing Quartet came together five years ago. Some of our musicians already knew each other from the conservatory, where they earned their diplomas. Our singer joined shortly afterwards, completing the five-piece lineup that has stayed together ever since. We recorded our first tracks in the studio and began performing live within a few months. Since then, we’ve played international weddings, private and corporate events, jazz clubs and theatres.


Which artists have you been most influenced by, who is your favourite artist and what is the greatest song of all time?

Frank Sinatra, without a doubt. His phrasing, style and unmistakable swing are at the heart of what we do. “New York, New York” and “I’ve Got You Under My Skin” are signatures of our show. We also love bringing Italian 1950s swing into the upbeat part of the night, with songs such as “Un bacio a mezzanotte” and “Carina”.

Performance Info

What are your typical setup and performance times?

We normally arrive two to three hours before the performance, or before the ceremony if the event schedule requires it. Setting up and soundchecking takes around 60 to 90 minutes. For a two-hour booking, we play without a break. For a four-hour booking, we normally take two breaks of approximately 15 to 20 minutes each.


Are you happy to perform outside?

Yes, we’re happy to play outdoors. We need a level performance area, better on a covered ground, a nearby power socket, shade from direct sun and an indoor alternative ready in case of rain. We also ask for a room where the five band members can change and leave their belongings and instrument cases, plus a meal and a drink for each musician.


Do the clients have a say in what you play or is it a set repertoire list only?

Absolutely. You can choose your favourites from our repertoire, or tell us the atmosphere you’d like and leave the setlist to us. We can also prepare up to three new songs chosen by you, provided they suit our swing and jazz style and we have enough notice to rehearse them.


How do previous clients most commonly describe your performances?

Our clients often describe us as elegant, charming, professional and easy to work with. They appreciate how carefully we plan the event with them before and how we read the room: refined and never intrusive during the cocktail reception, then full of energy when it’s time to dance. Several have told us their guests came over to compliment them on choosing the band — and that’s the kind of memory we love to create.


Do you have experience with international weddings?

Yes. We’ve performed at weddings for American, British, French, Russian and South American couples. We take time to understand the atmosphere you want and plan the music around your guests and the flow of the day. Our singer speaks English, French and German, so we can discuss the details with you in the language you’re most comfortable with.

Recent Clients

Chicago Swing Quartet has performed for these clients:

Luna V.

13 September 2026 · Villa Locatelli, Cormons · Wedding

Michele and the Chicago Swing Quartet were one of the highlights of our wedding. Their elegance, charm and professionalism are second to none. From the very beginning, we knew we were in good hands: they planned everything with great care and were so easy to communicate with. They sing and play beautifully. They entertained our guests for more than two hours, creating the perfect atmosphere without ever being intrusive. So many guests came up to us to compliment us on our choice. I would recommend them to everyone and book them again a thousand times over without hesitation. Thank you from the bottom of our hearts. Our spontaneous first dance to “Strangers in the Night” will always be one of my most treasured memories.

Eri S.

09/09/2025, Wedding

We were very lucky to have Chicago swing quartet play at our wedding! They were incredible and had everyone dancing! They were really accommodating and flexible when we had to change time and location last minute. The band was super friendly and Vincenzo voice was incredible. I would highly recommend Chicago swing quartet for your event!!

Viktoriya B.

02/08/2024, Wedding

Chicago Swing Quartet truly made our wedding a magical event. Michele helped create an ideal list of music that was special to us and was responsive every step of the way. He catered even to our unusual requests. The musicians kept our guests dancing despite an unexpected hailstorm that threatened to ruin the wedding. The vocals were incredible, and the music so lively and so well played. They were the highlight of our night. We had an amazing experience and would recommend them over and over again.

Venues

Chicago Swing Quartet has performed at these venues:

JW Marriot Venice; Grand Hotel Rimini; Armani Hotel Milan; Villa Corsini, Mezzomonte (FI); Rotary Club Trieste; Etaly Trieste; Castello di Spessa, many north Italy theaters.

More Info

Event types

Wedding

Party

Private Event

Corporate Event

Hotel / Restaurant Event

Concert

Cruise

Charity Event

Theatre Show

Christmas Party

Genres

1940s Music

1950s Music

1960s Music

Jazz

Swing

Features

Instrumental
Male vocalist
PA / sound system included

Contact

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