Stevie Swing: Chicago's Top Sinatra & Rat Pack
SINATRA TRIBUTE (BIG BAND) #stevieswing
SOLO SHOWS FOR EVENTS & WEDDINGS #stevieswing
COME FLY WITH ME (QUARTET) #stevieswing
ENSEMBLES FOR EVENTS & WEDDINGS #stevieswing
THAT'S LIFE (SOLO) #stevieswing
Stevie Swing - Sinatra Impersonator
Stevie Swing - Frank Sinatra Impersonator
Stevie Swing - Premier Chicago Jazz Crooner
Stevie Swing - Premier Chicago Rat Pack/Sinatra Tribute & More
Stevie Swing - Premier Chicago Rat Pack/Sinatra Tribute & More
Stevie Swing - Premier Chicago Rat Pack/Sinatra Tribute & More
Stevie Swing - Ultimate Sinatra Tribute
Stevie Swing - Premier Chicago Sinatra Impersonator
Stevie Swing - Ultimate Sinatra Tribute & More
CHICAGO'S SINATRA (we love Dino too!)
Overview
Hey! Step back in time with Chicago's Premier Sinatra Tribute (Dino too) at your next affair! From Vegas vibes to cozy soirées, this top show delivers swing, style & serious wow factor. Tailor-made for YOUR special bash. Solo, Duo, Trio or Band - Ambiance, Concert or Dance. Weddings, Galas, Shows & Parties. The voice, vibe & style of ‘Ol Blue Eyes (and Dino!) is in full effect. Guests often think it's a recording!
More than Sinatra—he nails Dean, Elvis & Neil Diamond too. No wonder fans call Steve "The Real Deal!" You can even follow the Sinatra Show with his 50's-70's dance set! Make your next event legendary—get your quick quote now!
100% 5 Star Ratings
Balance Fully Refundable
Insured
Reviews
42 reviews
Lisa C.
January 6, 2026Steve delivered a magical Frank Sinatra performance.
Steve's Frank Sinatra performance was truly magical and created exactly the atmosphere my daughter and son-in-law had envisioned. He was fantastic and such a pleasure to work with from start to finish.
Hired as: Frank Sinatra Impersonator
Stevie Swing: Chicago's Top Sinatra & Rat Pack
Hi Lisa, that's very kind. I appreciate it very much!
Take Care -
Steve
Christopher S.
February 14, 2022Valentine's Day Performance
Steve performed at the Westin in Itasca, IL for our Valentine's Day dinner over the weekend. His performances were outstanding! Steve is extremely professional, on time and has a great voice. Thank you Steve for a wonderful weekend. We look forward to working with you again.
Hired as: Rat Pack Tribute Show
Stevie Swing: Chicago's Top Sinatra & Rat Pack
Thanks so much for your kind review Chris! Good working with you. Yes, lets do more!
Rachel C.
June 12, 2017AMAZINGGG
Stevie performed at our wedding and it was AMAZING!!!!! WOW! We were blown away at the talent and the authenticity of his performance. The guests cannot stop talking about how great he was! Thank you so much Stevie, your singing was a huge part in making our wedding the best night of our lives.
DO NOT look any further if you want a talented, engaging performance that sounds identical to Frank Sinatra and an amazing performer that will keep your guests wanting more!
Thank you so much Stevie!!
Hired as: Frank Sinatra Impersonator
Stevie Swing: Chicago's Top Sinatra & Rat Pack
Hi Rachel, thanks for all the kind words and positive feedback! It was a blast singing for your friends and family.
Congrats on a fantastic night. I think "the best is yet to come" for you guys!
Steve
Elisabeth B.
September 17, 2026Highly Recommend Stevie Swing
Steve was professional, friendly, and wonderful to work with from the very beginning. Everything went so smoothly! We hired him for a Celebration of Life, and he went above and beyond to personalize the performance for our family. It truly became the highlight of the celebration and something we’ll never forget.
I’m sure Bette and Jack were gleaming with joy! Steve is an incredible talent and a true professional in the Chicago area. Thank you again for helping us create such lasting memories. It was the perfect homage to Bette and Jack!
Hired as: Rat Pack Tribute Show
Stevie Swing: Chicago's Top Sinatra & Rat Pack
Elisabeth,
Thank you so much for your wonderful and generous review! Loved being part of your celebration for Bette and Jack!
Steve
Nancy E.
April 10, 2026Excellent performer
My staff all let me know since I couldn't be there, that he was fantastic and took suggestions from the audience. All of my seniors were delighted with the show. We will have him back for sure!
Hired as: Neil Diamond Tribute, Oldies Tribute Show
Stevie Swing: Chicago's Top Sinatra & Rat Pack
Nancy -
Thank you so much!! That's very kind. Your group was alot of fun and the hour flew by! Looking forward to working with you again. Steve
Booking information
Price range: Starts at $200
Languages: English, Italian
Insurance: $1,000,000 - For Solo or Band
What to expect
From Concert Halls to Glittery Gold Coast Galas to Backyard Birthday Bashes. Some favorites this past year included...Arcada & Des Plaines Theatres, Aurora Paramount & Apollo Theatres, Hammond Civic Center, Trapp Auditorium, Navy Pier, Festa Italianas & Summer Fests, Ditka's, Harrey Carey's, Gibsons, The Drake, The Palmer House, Chicago River Cruises and many more.
SATISFACTION GUARANTEE: ALL FEES RETURNED IF NOT COMPLETELY SATISFIED.
BIRTHDAYS, WEDDINGS, RECEPTIONS, GALAS, CORPORATE - SOLO, DUO, TRIO, BAND
MOST POPULAR SHOWS:
1. THAT'S LIFE! - THE ULTIMATE SINATRA TRIBUTE (DINO TOO):
It's the acclaimed Frank Sinatra Tribute that will leave you singing!
The sultry 'n' swingin' sounds of Frank (Dean & More) are all here in Chicago's authentic and exciting tribute to 'Ol Blue Eyes! Witha rich baritone voice, presence and charisma, the phrasing and tone unmistakable…your guests simply won't believe their ears!
Steve brings the spirit and sound of Frank, Dean and more to each performance, with the goal to create an unforgettable musical experience. One Man Shows to Full Band, enjoy gems such as Lady Is A Tramp, Under My Skin, One For My Baby, Chicago, plus Ain't That A Kick In The Head, Volare and many more Sinatra / Rat Pack Classics! Shows customized for Birthdays, Anniversaries, Weddings and Special Events. Make it a Night At The Sands with the Premier Chicago Frank Sinatra Tribute (& More)! Now that's amore! And THAT'S LIFE!
2. MORE CROONERS & JAZZ STANDARDS:
Enjoy an evening of jazz standards and favorites from Tony Bennett, Nat "King" Cole, Prima, Ellington, Bobby Darin, Michael Buble, Harry Connick Jr., Sinatra & More. Steve Solo or with some of the city's most renowned working musicians. We'll customize the right music to set the mood for Listening, Dance & Ambiance.
3. 50's-70's - ELVIS, NEIL DIAMOND & MORE:
Steve is also known for recreating the legendary sounds of Elvis & Neil Diamond! His Extended Legends Tribute showcases these legendary icons along with Roy Orbison, Buddy Holly & Johnny Cash! Or, seamlessly mixed together into a fun Oldies Dance party of Rat Pack, 50s-60s, Motown, Country, Latin, 70s, Billy Joel, Jimmy Buffett, Elton John, Beatles…follow the Sinatra Show with this!!
Get Your Free Quote Today.
SATISFACTION GUARANTEE: ALL FEES RETURNED IF NOT COMPLETELY SATISFIED.
Over 90% of Shows are booked direct so please do not use the Gigsalad Calendar as a gauge.
100% 5 Star Ratings Received.
All content, videos and pictures Copywrite 2025, All rights reserved.
About
From Concert Halls to Glittery Gold Coast Galas to Backyard Birthday Bashes. Some favorites this past year included...Arcada & Des Plaines Theatres, Aurora Paramount & Apollo Theatres, Hammond Civic Center, Trapp Auditorium, Navy Pier, Festa Italianas & Summer Fests, Ditka's, Harrey Carey's, Gibsons, The Drake, The Palmer House, Chicago River Cruises and many more.
BIRTHDAYS, WEDDINGS, RECEPTIONS, GALAS, CORPORATE - SOLO, DUO, TRIO, BAND
YOUR SONG REQUESTS PLUS MEET & GREET
PROFESSIONAL SOUND, LIGHTING & EQUIPMENT
INSURED TO $1,000,000 PER EVENT
BALANCE FULLY REFUNDABLE IF YOU HAVE TO CANCEL
SATISFACTION GUARANTEE - YOUR GIGSALAD FEE REFUNDED IF NOT COMPLETELY SATISFIED
100% 5 Star Ratings Received.
Fan Favorite!
See Reviews & Vids
MOST POPULAR SHOWS:
1. THAT'S LIFE! - THE ULTIMATE SINATRA TRIBUTE (DINO TOO):
It's the acclaimed Frank Sinatra Tribute that will leave you singing!
The sultry 'n' swingin' sounds of Frank (Dean & More) are all here in Chicago's authentic and exciting tribute to 'Ol Blue Eyes! Witha rich baritone voice, presence and charisma, the phrasing and tone unmistakable…your guests simply won't believe their ears!
Steve brings the spirit and sound of Frank, Dean and more to each performance, with the goal to create an unforgettable musical experience. One Man Shows to Full Band, enjoy gems such as Lady Is A Tramp, Under My Skin, One For My Baby, Chicago, plus Ain't That A Kick In The Head, Volare and many more Sinatra / Rat Pack Classics! Shows customized for Birthdays, Anniversaries, Weddings and Special Events. Make it a Night At The Sands with the Premier Chicago Frank Sinatra Tribute (& More)! Now that's amore! And THAT'S LIFE!
2. MORE CROONERS & JAZZ STANDARDS:
Enjoy an evening of jazz standards and favorites from Tony Bennett, Nat "King" Cole, Prima, Ellington, Bobby Darin, Michael Buble, Harry Connick Jr., Sinatra & More. Steve Solo or with some of the city's most renowned working musicians. We'll customize the right music to set the mood for Listening, Dance & Ambiance.
3. 50's-70's - ELVIS, NEIL DIAMOND & MORE:
Steve is also known for recreating the legendary sounds of Elvis & Neil Diamond! His Extended Legends Tribute showcases these legendary icons along with Roy Orbison, Buddy Holly & Johnny Cash! Or, seamlessly mixed together into a fun Oldies Dance party of Rat Pack, 50s-60s, Motown, Country, Latin, 70s, Billy Joel, Jimmy Buffett, Elton John, Beatles…follow the Sinatra Show with this!!
Get Your Free Quote Today.
All content, videos and pictures Copywrite 2025, All rights reserved.
Additional booking notes
All sound and lighting provided.
Past booked events
September 2026
12
Saturday
Personal Occasion
6:00pm - 8:00pm
•
Oak Brook, IL
August 2026
22
Saturday
Wedding Reception
5:00pm - 6:00pm
•
Fox River Grove, IL
June 2026
13
Saturday
Wedding Reception
6:00pm - 8:00pm
•
Chicago, IL
April 2026
09
Thursday
Nonprofit Event
12:30pm - 1:30pm
•
Northbrook, IL
January 2026
03
Saturday
Wedding Reception
5:30pm - 6:30pm
•
Chicago, IL
December 2025
05
Friday
Holiday Party
6:30pm - 8:00pm
•
Lombard, IL
September 2024
13
Friday
Festival
9:00pm - 10:00pm
•
Oak Forest, IL
07
Saturday
Birthday Party
6:30pm - 9:00pm
•
Arlington Heights, IL
June 2024
12
Wednesday
Nonprofit Event
4:30pm - 6:30pm
•
Chicago, IL
08
Saturday
Wedding Reception
6:00pm - 7:00pm
•
Chicago, IL
May 2024
11
Saturday
Bridal Shower
2:30pm - 3:00pm
•
Chicago, IL
March 2024
10
Sunday
Birthday Party
12:00pm - 2:00pm
•
Park Ridge, IL
February 2024
03
Saturday
Funeral/Memorial Service
3:00pm - 4:30pm
•
Hoffman Estates, IL
September 2023
16
Saturday
Birthday Party
7:00pm - 9:00pm
•
Wilmette, IL
July 2023
16
Sunday
Birthday Party
5:30pm - 10:00pm
•
Riverside, IL
May 2023
20
Saturday
Birthday Party
8:00pm - 9:00pm
•
Lake Forest, IL
April 2023
12
Wednesday
Nonprofit Event
5:30pm - 8:30pm
•
Wood Dale, IL
March 2023
07
Tuesday
Corporate Event
6:00pm - 8:00pm
•
Sugar Grove, IL
December 2022
07
Wednesday
Christmas Party
5:30pm - 9:30pm
•
Oak Brook, IL
October 2022
07
Friday
Cocktail Party
8:30pm - 10:30pm
•
Chicago, IL
May 2022
21
Saturday
Wedding Reception
5:30pm - 7:00pm
•
Schiller Park, IL
March 2022
09
Wednesday
Birthday Party
6:30pm - 7:30pm
•
Highland Park, IL
December 2019
05
Thursday
Dinner Party
7:30pm - 8:30pm
•
New Lenox, IL
November 2019
26
Tuesday
Corporate Event
9:00am - 9:15am
•
Aurora, IL
October 2019
06
Sunday
Wedding Reception
5:00pm - 6:00pm
•
Chicago, IL
June 2019
29
Saturday
Birthday Party
8:00pm - 9:30pm
•
Chicago Heights, IL
08
Saturday
Birthday Party
6:00pm - 7:00pm
•
Chicago, IL
March 2019
30
Saturday
Birthday Party
10:00pm - 11:00pm
•
Naperville, IL
December 2018
06
Thursday
Nonprofit Event
7:30pm - 8:30pm
•
New Lenox, IL
03
Monday
Christmas Party
12:30pm - 1:30pm
•
Huntley, IL
November 2018
03
Saturday
Cocktail Party
6:30pm - 7:30pm
•
Chicago, IL
September 2018
30
Sunday
Birthday Party
3:30pm - 4:30pm
•
Schaumburg, IL
22
Saturday
Wedding Reception
7:00pm - 8:00pm
•
Flossmoor, IL
August 2018
18
Saturday
Wedding Cocktail Hour
4:30pm - 6:00pm
•
Kenosha, WI
04
Saturday
Birthday Party
7:30pm - 9:30pm
•
Chicago, IL
04
Saturday
Birthday Party
7:00pm - 9:00pm
•
Chicago, IL
02
Thursday
Cocktail Party
2:00pm - 3:00pm
•
Chicago, IL
July 2018
08
Sunday
House Party
4:00pm - 5:00pm
•
Barrington, IL
April 2018
21
Saturday
Cultural Event
1:00pm - 1:45pm
•
Park Ridge, IL
March 2018
10
Saturday
Wedding Reception
6:00pm - 7:00pm
•
Addison, IL
February 2018
24
Saturday
Fundraiser
9:30pm - 10:00pm
•
Oak Brook, IL
December 2017
08
Friday
Holiday Party (Christmas)
7:30pm - 9:00pm
•
Chicago, IL
November 2017
18
Saturday
Birthday (Adult)
8:30pm - 9:30pm
•
Evanston, IL
18
Saturday
Wedding Cocktail Hour
5:00pm - 6:00pm
•
Chicago, IL
October 2017
25
Wednesday
Corporate Event
8:30pm - 10:30pm
•
Chicago, IL
14
Saturday
Birthday (Adult)
7:00pm - 10:00pm
•
Elgin, IL
September 2017
16
Saturday
Wedding Reception
6:00pm - 8:00pm
•
Chesterton, IN
August 2017
05
Saturday
Wedding Reception
1:30pm - 3:30pm
•
Oak Brook, IL
June 2017
10
Saturday
Wedding Reception
7:30pm - 8:30pm
•
Rosemont, IL
May 2017
18
Thursday
Corporate Event
4:30pm - 7:30pm
•
Buffalo Grove, IL
06
Saturday
Fundraiser
9:30pm - 10:30pm
•
Ottawa, IL
April 2017
02
Sunday
Cultural Event
8:00pm - 10:00pm
•
Chicago, IL
February 2017
04
Saturday
Dinner Party
7:00pm - 8:30pm
•
St Charles, IL
December 2016
31
Saturday
Wedding Cocktail Hour
7:30pm - 8:30pm
•
Chicago, IL
November 2016
25
Friday
Birthday (Adult)
7:00pm - 7:45pm
•
Glencoe, IL
17
Thursday
Corporate Event
6:00pm - 8:00pm
•
Oak Brook, IL
October 2016
06
Thursday
Corporate Event
5:00pm - 7:00pm
•
Glenview, IL
September 2016
17
Saturday
Anniversary Party
4:00pm - 5:00pm
•
Plainfield, IL
August 2016
13
Saturday
Wedding Cocktail Hour
5:30pm - 7:00pm
•
Chicago, IL
May 2016
19
Thursday
Anniversary Party
4:00pm - 7:00pm
•
Arlington Heights, IL
19
Thursday
Anniversary Party
3:30pm - 6:30pm
•
Arlington Heights, IL
April 2016
24
Sunday
Birthday (Adult)
6:30pm - 7:30pm
•
Lincolnwood, IL
23
Saturday
Anniversary Party
8:00pm - 10:00pm
•
Lombard, IL
15
Friday
Nonprofit Event
6:00pm - 8:00pm
•
Valparaiso, IN
March 2016
31
Thursday
Birthday (Adult)
8:00pm - 10:30pm
•
Lincolnwood, IL
Set list
Steve sings and performs 2500+ songs, please ask for a song list. Requests accepted.
Influences and inspiration
Sinatra, Bennett, Jazz Greats, Elvis, 50s-70s
Setup requirements
Electrical Outlet
Report Stevie Swing: Chicago's Top Sinatra & Rat Pack
Frank Sinatra Impersonator