Chicago Retro Entertainment
Barbershop 2024
Singing Valentine Barbershop Quarart
New Tradition VLQ
Chicago Retro Doo- Wop Quartet
Elvis 2022
Martin Sinatra
Singing Valentine
Elvis LaGrande
NBC Coverage
Singing Valentine
Singing Telegram
John Q as Sinatra
Chicago Retro Holiday Quartet
Holiday Carolers
Doo Wop Quartet
Barbershop Quartet
Chicago Metro Chorus
Singing Valentines
Barbershop Chorus
Individual performers to a full chorus
Nerd with Hat
Santa Martin
The Singing Santa
Holiday Cover
Here Come Peter Cotton Tail
Victorian Retro
Overview
Chicago Retro offers musical entertainment that focuses on golden oldies and retro music. Those well known songs originally released on vinyl. If you want an individual performer, impersonator, duet, trio, quartet or a full chorus we can help. Our musical acts show up on time, sing in tune and we will work with your budget.
Corporate clients; ComEd, Siemens, Boar's Head Meat. Johnsonville Sausage, Santa's Village and Ázóősmént Park, North Shore Gas. Municipalities include; Villages of Burr Ridge, Oak Lawn, & Glen Coe, & the City of Chicago. Non profits; Northern Illinois Food Bank, Search Incorporated. & the Archdiocese of Chicago. We love what we do & you will want to sing along too!
Reviews
114 reviews
Gabriel F.
July 13, 2026Corporate Retirement Party
Amazing experience! We hired them for a 35-year retirement party at work and they absolutely smashed it. They came completely prepared with their own songs and incredibly kind words, and they were so accommodating throughout the entire process. Highly recommend!
Hired as: Singing Telegram
Mira
June 14, 2026Fairy for a 50th Birthday
Amazing and Hilarious performance. Highly recommend! Very nice and professional. On time and organized. Hired for a surprise 50th Birthday.
Hired as: Singing Telegram
Chicago Retro Entertainment
Mira
So glad Martin provided some fairy dust to help make your event magicial
Chicagoretro.com
Nikilette C.
June 8, 2026Best Birthday Surprise
I hired Chicago Retro Entertainment to dress up as Richard Simmons for my dads birthday surprise....Not only was I blown away but everyone loved the show and wanted more.
Chicago Retro Entertainment really made the booking process easy, and worked with me when I had to change the time last minute.
I will definitely book them again and will continue to recommend to friends and family.
Hired as: Costumed Character, Singing Telegram
Chicago Retro Entertainment
Nikilette
Our motto is we are on time in tune easy to work with and lots of fun!! Thank you for your kind and words .
Tatiana S. G.
June 4, 2026Incredible!
Martin went above and beyond to make own event run smoothly. He arrived on time, communicated beforehand and was flexible to meet the needs of our event. Talented and professional!
Hired as: Elvis Impersonator
Michael
May 15, 2026Martin was amazing
What a great experience! Martin showed up in force, and brought joy not only to the birthday boy, but the entire office. No one will ever forget the pink gorilla in a tutu! Fabulous!
Hired as: Costumed Character, Singing Telegram
Booking information
Price range: $125-$800
Languages: English, Spanish
Gig length: 15 - 120 minutes
Insurance: $1,000,000 - Quartet Performances only via (link hidden)
Unions: Barbershop Harmony Society
What to expect
The Chicago Retro Entertainment provides individual performers to a full chorus. Singing telegrams to full concerts. We feature a wonderful a cappella quartet who's music is built on familiar songs of the 30's thru the 70's. We have costumed characters and impersonators who will dress and sing live songs made popular by that star. Our holiday selections include newer hits and the classic carols both secular and religious.
Each performer hired from Chicago Retro will be on time, in tune, easy to work with, flexible, and lots of fun. We love what we do and you will what to sing along too.
Services offered
Upcoming booked events
July 2026
25
Saturday
Birthday Party
9:00am - 9:15am
•
Chicago, IL
26
Sunday
Wedding Reception
12:00pm - 12:15pm
•
Chicago, IL
August 2026
15
Saturday
Birthday Party
7:00pm - 7:15pm
•
Arlington Heights, IL
Past booked events
July 2026
13
Monday
Retirement Party
1:00pm - 1:30pm
•
Chicago, IL
June 2026
13
Saturday
Birthday Party
8:00pm - 8:15pm
•
Bartlett, IL
01
Monday
Personal Occasion
12:00pm - 12:15pm
•
Chicago, IL
May 2026
23
Saturday
Birthday Party
8:30pm - 8:45pm
•
Channahon, IL
12
Tuesday
Birthday Party
10:00am - 10:15am
•
Elgin, IL
April 2026
12
Sunday
Birthday Party
2:30pm - 3:30pm
•
St Charles, IL
11
Saturday
Birthday Party
11:00am - 11:15am
•
Morton Grove, IL
08
Wednesday
Birthday Party
10:30am - 10:45am
•
Chicago, IL
March 2026
28
Saturday
Retirement Community Event
12:00pm - 1:00pm
•
Lombard, IL
21
Saturday
Birthday Party
6:30pm - 6:45pm
•
Wheaton, IL
10
Tuesday
Surprise
11:00am - 11:15am
•
Oak Brook, IL
07
Saturday
Birthday Party
3:30pm - 4:00pm
•
Elmhurst, IL
January 2026
22
Thursday
Birthday Party
11:00am - 11:15am
•
Gary, IN
15
Thursday
Surprise
12:00pm - 12:15pm
•
Chicago, IL
04
Sunday
Birthday Party
12:00pm - 12:15pm
•
Batavia, IL
December 2025
25
Thursday
Christmas Party
7:00pm - 7:15pm
•
Lincolnshire, IL
24
Wednesday
Christmas Party
5:30pm - 6:30pm
•
Glenview, IL
22
Monday
Dinner Party
7:00pm - 7:15pm
•
Chicago, IL
20
Saturday
Birthday Party
8:00pm - 8:15pm
•
Chicago, IL
20
Saturday
Christmas Party
12:30pm - 1:15pm
•
Elmhurst, IL
14
Sunday
Religious Celebration
10:30am - 12:30pm
•
Evanston, IL
13
Saturday
Christmas Party
7:00pm - 7:30pm
•
Grayslake, IL
13
Saturday
Nonprofit Event
10:00am - 11:30am
•
Chicago, IL
12
Friday
Christmas Party
5:00pm - 7:00pm
•
Willowbrook, IL
09
Tuesday
Holiday Trio
6:00pm - 7:00pm
09
Tuesday
Christmas Party
1:00pm - 2:00pm
•
Barrington, IL
05
Friday
Christmas Party
4:30pm - 6:30pm
•
Chicago, IL
November 2025
01
Saturday
Teen Birthday Party
8:00pm - 8:15pm
•
Naperville, IL
October 2025
18
Saturday
House Party
10:30pm - 10:45pm
•
Chicago, IL
15
Wednesday
Halloween Party
11:30am - 11:45am
•
La Grange, IL
11
Saturday
Birthday Party
4:00pm - 5:00pm
•
Buffalo Grove, IL
September 2025
20
Saturday
Birthday Party
3:00pm - 4:00pm
•
Itasca, IL
12
Friday
Birthday Party
8:00pm - 8:30pm
•
Chicago, IL
11
Thursday
Surprise
4:00pm - 4:15pm
•
Merrillville, IN
August 2025
01
Friday
Birthday Party
8:00pm - 8:30pm
•
Palatine, IL
July 2025
30
Wednesday
Birthday Party
2:00pm - 2:15pm
•
Elgin, IL
23
Wednesday
Birthday Party
1:30pm - 1:45pm
•
Western Springs, IL
21
Monday
Camp Event
11:00am - 11:30am
•
Wilmette, IL
19
Saturday
Anniversary Party
4:30pm - 4:45pm
•
Skokie, IL
June 2025
21
Saturday
Birthday Party
6:00pm - 6:15pm
•
Chicago, IL
17
Tuesday
Surprise
12:00pm - 12:30pm
•
Northbrook, IL
07
Saturday
Birthday Party
1:30pm - 1:45pm
•
Lake Zurich, IL
May 2025
24
Saturday
Birthday Party
6:00pm - 7:00pm
•
Hoffman Estates, IL
April 2025
30
Wednesday
Surprise
7:00pm - 7:15pm
•
Chicago, IL
13
Sunday
Children’s Birthday Party
1:00pm - 3:00pm
•
Palatine, IL
March 2025
18
Tuesday
Birthday Party
12:00pm - 12:15pm
•
Chicago, IL
01
Saturday
Birthday Party
6:00pm - 6:15pm
•
Elk Grove Village, IL
February 2025
01
Saturday
Birthday Party
4:30pm - 5:00pm
•
Lemont, IL
January 2025
09
Thursday
Birthday Party
1:00pm - 1:15pm
•
Woodstock, IL
December 2024
07
Saturday
House Party
6:00pm - 6:45pm
•
Wilmette, IL
November 2024
13
Wednesday
Birthday Party
1:00pm - 1:15pm
•
Northbrook, IL
October 2024
26
Saturday
Birthday Party
6:30pm - 6:45pm
•
Wheaton, IL
16
Wednesday
Surprise
6:00pm - 6:15pm
•
Glencoe, IL
September 2024
27
Friday
Birthday Party
10:00am - 10:15am
•
Chicago, IL
19
Thursday
Birthday Party
6:00pm - 6:15pm
•
Chicago, IL
14
Saturday
Teen Birthday Party
1:00pm - 1:30pm
•
Round Lake, IL
03
Tuesday
Birthday Party
2:00pm - 2:15pm
•
St John, IN
August 2024
30
Friday
Birthday Party
8:30am - 8:45am
•
Elgin, IL
24
Saturday
Birthday Party
12:00pm - 12:30pm
•
Chicago, IL
July 2024
31
Wednesday
Nonprofit Event
5:30pm - 7:00pm
•
Northbrook, IL
31
Wednesday
Retirement Party
12:00pm - 1:00pm
•
Libertyville, IL
25
Thursday
Birthday Party
4:00pm - 4:30pm
•
Chicago, IL
04
Thursday
Nonprofit Event
7:00pm - 8:00pm
•
Chicago, IL
June 2024
09
Sunday
Graduation
4:00pm - 4:15pm
•
Medinah, IL
01
Saturday
Graduation
4:00pm - 4:30pm
•
Naperville, IL
April 2024
25
Thursday
Birthday Party
12:00pm - 12:15pm
•
Chicago, IL
19
Friday
Birthday Party
8:30pm - 9:00pm
•
Downers Grove, IL
12
Friday
Birthday Party
12:00pm - 12:15pm
•
Grayslake, IL
March 2024
30
Saturday
Easter Bunny
11:00am - 2:00pm
30
Saturday
Holiday Party
9:30am - 10:30am
•
Chicago, IL
25
Monday
Easter Party
10:30am - 11:30am
•
Geneva, IL
24
Sunday
House Concert
2:30pm - 3:15pm
•
St Charles, IL
22
Friday
Birthday Party
10:30am - 10:45am
•
Bensenville, IL
16
Saturday
Bachelorette Party
7:00pm - 7:15pm
•
Chicago, IL
15
Friday
Birthday Party
4:00pm - 4:30pm
•
Chicago, IL
08
Friday
Birthday Party
1:00pm - 1:15pm
•
Markham, IL
February 2024
23
Friday
Birthday Party
12:30pm - 12:45pm
•
Highland Park, IL
17
Saturday
Birthday Party
7:00pm - 7:30pm
•
Riverside, IL
11
Sunday
Surprise
5:00pm - 5:15pm
•
Libertyville, IL
09
Friday
Personal Occasion
11:30am - 11:45am
•
Zion, IL
January 2024
20
Saturday
Children’s Birthday Party
4:00pm - 4:30pm
•
Worth, IL
December 2023
22
Friday
Birthday Party
7:00pm - 7:30pm
•
Downers Grove, IL
17
Sunday
Christmas Party
4:00pm - 5:30pm
•
Chicago, IL
15
Friday
Nonprofit Event
1:00pm - 2:00pm
•
Elk Grove Village, IL
02
Saturday
Personal Occasion
10:00am - 1:00pm
•
Glen Ellyn, IL
October 2023
17
Tuesday
Birthday Party
7:00pm - 7:15pm
•
Winnetka, IL
14
Saturday
Birthday Party
2:00pm - 2:15pm
•
Chicago, IL
August 2023
19
Saturday
Anniversary Party
3:00pm - 4:00pm
•
Gurnee, IL
15
Tuesday
Birthday Party
1:30pm - 2:00pm
•
Oak Brook, IL
05
Saturday
Birthday Party
5:30pm - 6:00pm
•
Libertyville, IL
July 2023
29
Saturday
Children’s Birthday Party
3:00pm - 4:30pm
•
Orland Park, IL
02
Sunday
Birthday Party
6:00pm - 6:30pm
•
Deerfield, IL
June 2023
30
Friday
Birthday Party
8:30pm - 8:45pm
•
Hillside, IL
24
Saturday
Graduation
6:00pm - 6:30pm
•
Kenosha, WI
17
Saturday
Birthday Party
7:00pm - 7:30pm
•
South Elgin, IL
May 2023
27
Saturday
Birthday Party
4:30pm - 4:45pm
•
Montgomery, IL
20
Saturday
Graduation
1:00pm - 2:00pm
•
Crest Hill, IL
13
Saturday
Birthday Party
4:00pm - 5:00pm
•
Naperville, IL
April 2023
21
Friday
Birthday Party
12:00pm - 12:15pm
•
Chicago, IL
14
Friday
Birthday Party
11:00am - 11:15am
•
Mundelein, IL
06
Thursday
House Party
2:00pm - 3:00pm
•
Frankfort, IL
March 2023
25
Saturday
Birthday Party
6:00pm - 6:15pm
•
Gurnee, IL
04
Saturday
Birthday Party
8:00pm - 8:15pm
•
Mokena, IL
February 2023
23
Thursday
Anniversary Party
12:00pm - 12:15pm
•
Itasca, IL
22
Wednesday
Birthday Party
11:00am - 11:15am
•
Palos Hills, IL
17
Friday
Birthday Party
7:00pm - 7:15pm
•
Skokie, IL
17
Friday
Corporate Event
2:30pm - 2:45pm
•
Evergreen Park, IL
14
Tuesday
Holiday Party
12:00pm - 1:30pm
•
Schaumburg, IL
January 2023
28
Saturday
Birthday Party
5:00pm - 5:15pm
•
Palatine, IL
27
Friday
Birthday Party
6:30pm - 6:45pm
•
Glen Ellyn, IL
December 2022
25
Sunday
House Party
5:00pm - 5:30pm
•
Glendale Heights, IL
20
Tuesday
Personal Occasion
4:00pm - 4:30pm
•
Chicago, IL
19
Monday
Birthday Party
4:00pm - 4:15pm
•
Chicago, IL
17
Saturday
Nonprofit Event
10:00am - 12:00pm
•
Chicago, IL
10
Saturday
Christmas Party
1:30pm - 2:30pm
•
Chicago, IL
03
Saturday
Christmas Party
10:30am - 12:30pm
•
Chicago, IL
November 2022
24
Thursday
Birthday Party
2:00pm - 2:15pm
•
Manhattan, IL
05
Saturday
House Party
6:30pm - 8:00pm
•
Bolingbrook, IL
October 2022
08
Saturday
Birthday Party
8:00pm - 9:00pm
•
Milwaukee, WI
September 2022
17
Saturday
Birthday Party
5:30pm - 5:45pm
•
Dundee, IL
August 2022
27
Saturday
House Party
1:00pm - 1:15pm
•
Arlington Heights, IL
13
Saturday
Birthday Party
6:00pm - 6:45pm
•
Schaumburg, IL
08
Monday
Anniversary Party
6:00pm - 6:30pm
•
Chicago, IL
06
Saturday
Graduation
1:30pm - 1:45pm
•
Wheaton, IL
02
Tuesday
Festival
6:00pm - 8:00pm
•
Posen, IL
July 2022
31
Sunday
Teen Birthday Party
6:00pm - 6:15pm
•
Volo, IL
30
Saturday
Children’s Birthday Party
5:30pm - 6:30pm
•
Chicago, IL
17
Sunday
Graduation
5:00pm - 6:00pm
•
Westmont, IL
June 2022
28
Tuesday
Birthday Party
8:00am - 8:15am
•
Chicago, IL
18
Saturday
Birthday Party
7:30pm - 7:45pm
•
Hoffman Estates, IL
May 2022
13
Friday
Birthday Party
1:00pm - 1:15pm
•
Lombard, IL
04
Wednesday
Birthday Party
11:00am - 11:15am
•
Montgomery, IL
April 2022
30
Saturday
Children’s Birthday Party
4:30pm - 5:15pm
•
Glenwood, IL
27
Wednesday
Dinner Party
5:30pm - 6:30pm
•
South Barrington, IL
23
Saturday
Birthday Party
8:30pm - 8:45pm
•
Downers Grove, IL
23
Saturday
Birthday Party
4:00pm - 5:30pm
•
Lake Villa, IL
16
Saturday
Birthday Party
5:00pm - 5:15pm
•
Hampshire, IL
16
Saturday
Bridal Shower
3:00pm - 3:30pm
•
Chicago, IL
March 2022
27
Sunday
Surprise
6:00pm - 6:15pm
•
Chicago, IL
22
Tuesday
Birthday Party
8:00pm - 8:15pm
•
Chicago, IL
14
Monday
Anniversary Party
1:00pm - 3:30pm
•
Michigan City, IN
07
Monday
Birthday Party
1:00pm - 1:15pm
•
Mishawaka, IN
06
Sunday
Birthday Party
2:30pm - 3:15pm
•
Joliet, IL
05
Saturday
Birthday Party
8:00pm - 8:15pm
•
Chicago, IL
February 2022
15
Tuesday
Funeral/Memorial Service
11:30am - 12:30pm
•
Oak Brook, IL
14
Monday
Surprise
3:30pm - 3:45pm
•
Warrenville, IL
14
Monday
Personal Occasion
2:00pm - 2:15pm
•
Chicago, IL
January 2022
21
Friday
Birthday Party
12:30pm - 12:45pm
•
Arlington Heights, IL
December 2021
21
Tuesday
Christmas Party
12:30pm - 2:00pm
•
Rolling Meadows, IL
15
Wednesday
Birthday Party
12:30pm - 12:45pm
•
Lisle, IL
11
Saturday
Birthday Party
9:00pm - 9:15pm
•
Aurora, IL
08
Wednesday
Birthday Party
4:30pm - 4:45pm
•
Wheaton, IL
02
Thursday
Corporate Event
2:30pm - 3:30pm
•
Lombard, IL
November 2021
17
Wednesday
Birthday Party
2:30pm - 2:45pm
•
Bolingbrook, IL
13
Saturday
Birthday Party
8:00pm - 8:15pm
•
Lake Forest, IL
October 2021
08
Friday
Birthday Party
7:00am - 7:15am
•
Wheaton, IL
01
Friday
Birthday Party
3:00pm - 3:15pm
•
Chicago, IL
September 2021
25
Saturday
Birthday Party
7:00pm - 7:45pm
•
Genoa, IL
August 2021
28
Saturday
Campus Event
6:00pm - 8:00pm
•
Downers Grove, IL
14
Saturday
Wedding Reception
6:00pm - 7:00pm
•
Rolling Meadows, IL
13
Friday
Birthday Party
5:30pm - 6:30pm
•
Chicago, IL
12
Thursday
Birthday Party
7:30pm - 7:45pm
•
Schaumburg, IL
July 2021
21
Wednesday
Funeral/Memorial Service
10:30am - 11:30am
•
Chicago, IL
17
Saturday
Birthday Party
8:00pm - 8:30pm
•
Elmhurst, IL
16
Friday
Wedding Reception
6:00pm - 10:00pm
•
Schaumburg, IL
04
Sunday
Birthday Party
6:00pm - 6:15pm
•
Shorewood, IL
June 2021
15
Tuesday
Birthday Party
2:00pm - 2:15pm
•
Schaumburg, IL
12
Saturday
Birthday Party
7:00pm - 7:15pm
•
Wheaton, IL
01
Tuesday
Corporate Event
9:00am - 9:15am
•
Chicago, IL
April 2021
24
Saturday
Wedding Reception
10:00am - 10:15am
•
Lombard, IL
05
Monday
Surprise
3:00pm - 3:15pm
•
New Lenox, IL
March 2021
23
Tuesday
Teen Birthday Party
12:00pm - 12:15pm
•
Gary, IN
20
Saturday
Retirement Party
4:30pm - 4:45pm
•
Chicago, IL
18
Thursday
Surprise
11:30am - 11:45am
•
Chicago, IL
08
Monday
Birthday Party
8:30am - 8:45am
•
Milwaukee, WI
February 2021
26
Friday
Birthday Party
6:00pm - 6:15pm
•
St Charles, IL
20
Saturday
Birthday Party
6:00pm - 6:15pm
•
Rosemont, IL
15
Monday
Birthday Party
1:00pm - 1:15pm
•
Highland, IN
09
Tuesday
Nonprofit Event
12:00pm - 2:00pm
•
Frankfort, IL
06
Saturday
Personal Occasion
10:30am - 10:45am
•
Buffalo Grove, IL
January 2021
09
Saturday
Children’s Birthday Party
11:00am - 11:15am
•
Glencoe, IL
05
Tuesday
Birthday Party
3:00pm - 3:15pm
•
Lake Bluff, IL
December 2020
29
Tuesday
Birthday Party
6:00pm - 6:30pm
•
Chicago, IL
20
Sunday
Birthday Party
6:00pm - 6:15pm
•
Deerfield, IL
14
Monday
Virtual Event
3:30pm - 3:45pm
•
Chicago, IL
11
Friday
Birthday Party
8:00pm - 8:15pm
•
Bartlett, IL
05
Saturday
Kenniworth Tree Lighting
5:00pm - 7:00pm
November 2020
26
Thursday
Surprise
12:00pm - 12:15pm
•
Wheaton, IL
October 2020
28
Wednesday
Birthday Party
2:00pm - 2:15pm
•
Mount Prospect, IL
September 2020
11
Friday
Retirement Party
12:00pm - 12:15pm
•
La Grange, IL
August 2020
21
Friday
Birthday Party
8:30am - 8:45am
•
Glencoe, IL
15
Saturday
Birthday Party
6:30pm - 7:15pm
•
Park Ridge, IL
07
Friday
Birthday Party
8:00pm - 8:30pm
•
Grayslake, IL
July 2020
12
Sunday
Surprise
12:00pm - 12:15pm
•
Chicago, IL
May 2020
09
Saturday
Birthday Party
11:30am - 11:45am
•
Valparaiso, IN
April 2020
11
Saturday
Birthday Party
3:00pm - 4:00pm
•
Tinley Park, IL
February 2020
25
Tuesday
Birthday Party
11:30am - 11:45am
•
Hammond, IN
Team
Set list
CURRENT SONG LIST
All I need is Love
Ain't Mis Behaving.
Ain't She Sweet
All I have to Do is Dream-
America The Beautiful
Beer Barrel Polka
Breaking Up is Hard to do
Bye Bye Love
Can You Feel the Love Tonight
Coney Island Baby
Day Dream (What a Day for A Day Dream)
Georgia On My Mind
Goodnight Sweetheart -
Hello Dolly
Hello Mary Lou -
Hi Neighbor -
Honey, Little Liz Medley -
I'll Take You Home Again Kathleen -
Irish Blessing -
I've Been Working on the Railroad -
Let Me Call You Sweetheart -
Lida Rose -
Love Me Tender
My Wild Irish Rose -
National Anthem -
Precious Lord
Sweet And Lovely -
Sweet Sweet Roses of Morn -
The Story of The Rose -
This Little Light of Mine -
Wait Til The Sun Shines Nellie
When I am 64
Yes Sir That's My Baby
You're The Flower of My Heart, Sweet Adeline
Zip A Dee Do Dah -When I am 64 - Beatles
Angels We Have Heard on High - Holiday
Auld Lang Syne -
Christmas is Coming (Round) - Holiday
Feliz Navadad - Holiday
I'll Be Home for Christmas - Holiday
It's Beginning To Look A Lot Like Christmas -
Jingle Bells - Holiday
Joy to the World - Holiday
Let There Be Peace On Earth - Holiday
O Come All Ye Faithful - Holiday
Over The River And Through The Woods - Holiday
Rudolph The Red Nose Reindeer -
Silent Night - Holiday
We Wish You A Merry Christmas - Holiday
White Christmas - Holiday