Chicago Retro Entertainment
Holiday Singers 2026
Santa and Friends
Patriotic Quartet
French Connection A Cappella Quartet
Chicago Retro Holiday Quartet
Singing Telegram
Barbershop 2024
Singing Valentine
Elvis 2022
Martin Sinatra
Elvis LaGrande
NBC Coverage
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
119 reviews
Logan L.
October 20, 2026Above and beyond!!!!
A truly amazing experience working with them. We sent them a new song and they took time to learn and perfect it before even showing up for the gig. John even wrote an improved vocal arrangement for it. We had them booked for the hour as we were filming, but they were super down for the cause and would've stayed as long as needed for us to get this footage. Looking into hiring them for a live stream, really fun and professional group.
Hired as: Barbershop Quartet
Chicago Retro Entertainment
Logan
We really believe in your project and look forward to collaborating with you again. Welcome to our planet!!!
Mike V.
September 9, 2026Technical/Sound Issues
Night started with sound, mic issues but after a period of sound checks it was a swith to plain old accapella. Our guy had a good voice, maybe all accappella would have been fine. Oh well, he finished strong but started shaky.
Hired as: Elvis Impersonator
Chicago Retro Entertainment
Thank you for your feed back. It seems like we need to invest in some new audio equipment.
Noel M.
September 6, 2026Great time
He was fantastic did his job was funny and interactive with the crowd I would do it again
Hired as: Elvis Impersonator, Singing Telegram
Laurel D.
September 5, 2026Martin was wonderful
We hired Martin as a Sinatra interpreter for my mother's 90th birthday. She has been a fan since teenage days. He dresses like Sinatra, sings Sinatra songs, but modifies them to suit your particular situation. Easy to book, great communication. Can't recommend him highly enough.
Hired as: Frank Sinatra Impersonator
Sandra V.
August 6, 2026Elvis was in the building
Martin did a great job as Elvis "Parsley"
He was very sweet with thd birthday girl and sang a never of customized songs for her.
Hired as: Elvis Impersonator
Booking information
Price range: $125 – $800 per event
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.
Upcoming booked events
December 2026
10
Thursday
Retirement Community Event
5:00pm - 6:00pm
•
Lombard, IL
25
Friday
Christmas Party
4:00pm - 4:15pm
•
Elmhurst, IL
Past booked events
October 2026
16
Friday
Birthday Party
9:30am - 9:45am
•
Crystal Lake, IL
02
Friday
Personal Occasion
9:00am - 10:00am
•
Chicago, IL
01
Thursday
Birthday Party
10:00am - 10:15am
•
Chicago, IL
September 2026
18
Friday
Birthday Party
11:00am - 11:15am
•
Chicago, IL
05
Saturday
House Party
8:00pm - 9:00pm
•
Chicago, IL
05
Saturday
Birthday Party
5:00pm - 5:30pm
•
Chicago, IL
August 2026
15
Saturday
Birthday Party
7:00pm - 7:15pm
•
Arlington Heights, IL
05
Wednesday
Birthday Party
1:00pm - 1:15pm
•
Hinsdale, IL
July 2026
26
Sunday
Wedding Reception
12:00pm - 12:15pm
•
Chicago, IL
25
Saturday
Birthday Party
9:00am - 9:15am
•
Chicago, IL
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
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
Report Chicago Retro Entertainment
Singing Telegram