Milwaukee Oldies Singers

Can’t get enough of the Oldies? We’ve got just solution: book an Oldies Singer to perform at your next event! Whether it’s a birthday, an anniversary celebration, or just a fun gathering with friends, our the Milwaukee, WI area directory will help you find the best one.


Top Oldies Singers near Milwaukee, WI (27 results)
Tom Cash, profile image

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Tom Cash

96 reviews
196 verified bookings
Pop Singer from Hoffman Estates, IL (67 miles from Milwaukee, WI)

"Happy to say. Yes I am full vaccinated and can show proof." *Gigmasters new 2020 Rising Star Award for Top Pop Singer** Wedding professional DJ services with live performance upon request. (I always get my guests up a...

Starting at
$200 per event
Vocalist for all Occasions, profile image

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Vocalist for all Occasions

3 reviews
10 verified bookings
virtual services offered
Singer from Des Plaines, IL (69 miles from Milwaukee, WI)

My name is Jack Miuccio, and I am truly a vocalist for ALL occasions! I have various singing styles: Music for Mass, Our National Anthem, Jazz, American Standards, Ballads, Italian (Andrea Bocelli), Opera, Sinatra, Dea...

Starting at
$150 per event
JD Kostyk: Rock, Pop, R&B, Surprise, profile image

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JD Kostyk: Rock, Pop, R&B, Surprise

4 reviews
8 verified bookings
virtual services offered
One Man Band from Willow Springs, IL (91 miles from Milwaukee, WI)

From weddings to corporate events, barrooms to children's concerts, JD has been a go-to performer for hundreds of clients of all backgrounds and ages. With an enormous repertoire of 500+ songs encompassing standard hits...

Starting at
$350 per event

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Matt Walch-Singing The Big Band Standards

39 reviews
98 verified bookings
Big Band Singer from Ann Arbor, MI (217 miles from Milwaukee, WI)

Singing the Big Band Standards and more like you've never heard before! Winner of many awards through Gigmasters including "Top Tribute Singer" for 2010, 2011, 2012, and 2014, "Top Italian Singer" for 2011, and finally "...

Starting at
$500 per event

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New!

John Stevens Jr Music

Country Acoustic Guitar from Indianapolis, IN (245 miles from Milwaukee, WI)

My name is John Stevens Jr and I’m a rarity in the modern music industry. I’m bringing back 90’s country without the cowboy hat! Yacht Rock to Honky Tonk. Jimmy Buffet to George Jones. I cover a multitude a of genres an...

Starting at
$400 per event

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Bill Foley

59 reviews
98 verified bookings
Singer Guitarist from Reynoldsburg, OH (341 miles from Milwaukee, WI)

EXPERIENCED FULL TIME PROFESSIONAL: Nationally Touring Singer/Acoustic Guitarist. SOLO, TRIO or 4 PIECE BAND. Specializing in the music of the 50s, 60s and 70s. Early Rock & Roll Classics, 'One Hit Wonders', Folk, Countr...

Starting at
$150 per event

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Gerald Harris

1 review
4 verified bookings
Gospel Singer from Minneapolis, MN (300 miles from Milwaukee, WI)

WE HAVE AUDIO AND VIDEO FOR YOU TO REVIEW - KICK YOUR FEET UP AND STAY AWHILE , FULL BAND SOUND SOLO ACT, I can perform with studio mastered tracks or with 4 piece,rhythm section (live musicians ),that just depends on w...

Starting at
$500 per event

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Maygen Lacey Music (Acoustic Duo)

19 reviews
32 verified bookings
virtual services offered
Singer Guitarist from Minneapolis, MN (295 miles from Milwaukee, WI)

"Maygen and Noah FAR EXCEEDED our extremely high expectations in every way imaginable." - Aaron S. (Stillwater, MN) "We have recieved so many compliments about them. We highly recommend booking with them! You won't be...

Starting at
$200 per event

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Carly Moffa

6 reviews
14 verified bookings
virtual services offered
Acoustic Guitar from Nashville, TN (485 miles from Milwaukee, WI)

** "She captivated those in the audience with her refreshing, untainted voice. You may not know Carly yet, but you will." - Examiner ** Burned with the sounds of Jimi Hendrix and Johnny Cash, the mistress of...

Starting at
$300 per event

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Rock It Man Entertainment & Dueling Pianos

1 review
5 verified bookings
virtual services offered
Dueling Pianos from Saint Paul, MN (287 miles from Milwaukee, WI)

Rock It Man Entertainment is your premier choice for live music, comedy and entertainment. Much more exciting and interactive than any DJ and far more versatile than any traditional live band, our all-request piano shows...

Starting at
$500 per event

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Jonathan Michael

9 reviews
11 verified bookings
virtual services offered
Singer from Toronto, ON (432 miles from Milwaukee, WI)

"Jonathan is an experienced, versatile, classical cross over singer available for shows such as galas, private functions, charity fundraisers, corporate events, weddings, funerals, memorials and for general musical enter...

Starting at
$225 per event

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New!

Sinatra and other crooners

Singer from Buffalo, NY (458 miles from Milwaukee, WI)

Enjoy the best of Frank Sinatra, Perry Como, Andy Williams, Michael Buble and more featuring vocalist Mark Swarts. Formerly with The Sugar & Jazz Orchestra, Mark is a seasoned vocalist entertaining with the music of the...

Starting at
$200 per hour

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Amy Andrews

48 reviews
102 verified bookings
virtual services offered
Singer from Washington, DC (636 miles from Milwaukee, WI)

Award winning artist Amy Andrews has been named Best of GigMasters for 5 out of 5 years, and would love to bring her sound to your celebrations! As a musician for everything from Hollywood Star studded galas to the U....

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Oya

57 reviews
87 verified bookings
virtual services offered
R&B Singer from Beverly Hills, CA (1744 miles from Milwaukee, WI)

RATED #1 R&B SINGER ON GIGMASTER'S IN 2009, 2010, 2011, 2012 & 2013! THIS GIGMASTER'S AWARD WINNER TAKES YOU BACK WITH OLD SCHOOL TO NEW SCHOOL SINGING R&B, SOUL, BLUES, JAZZ, CLASSIC ROCK, REGGAE, POP, ADULT CONTEMPORA...

Starting at
$1,500 per event

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dsb.

4 reviews
8 verified bookings
virtual services offered
One Man Band from Ridgeland, SC (821 miles from Milwaukee, WI)

Need a singing guitarist? A saxophone player? Perhaps a singing pianist? A combination of all three and more? Want to hear R&B, Jazz, Pop, Country, or a mix of any genre you can think of? Look no further! With 11 years...

Starting at
$350 per event

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Marie Michele

26 reviews
44 verified bookings
virtual services offered
Singing Pianist from New York City, NY (734 miles from Milwaukee, WI)

Marie Michèle is a singer and pianist originally from Paris, France. Her repertoire is extremely versatile, covering classic Jazz (Blossom Dearie, Nat King Cole) to French chanson (Yves Montand, Edith Piaf) , to Brazilia...

Starting at
$150 per event

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YVONNE COBBS

25 reviews
37 verified bookings
virtual services offered
Singer from Oakland, CA (1825 miles from Milwaukee, WI)

Yvonne Cobbs touches many with her harmonious and soulful voice as she sings; causing feet to move, bodies to rock, eyes to tear up and hearts to smile. From the Star Spangled Banner to Gospel, Jazz, R&B, she will accom...

Starting at
$250 per hour

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Kenny Cunningham/Acoustic English Guitarist/Singer

59 reviews
94 verified bookings
virtual services offered
Acoustic Guitar from Philadelphia, PA (697 miles from Milwaukee, WI)

Kenny is a solo acoustic guitarist and singer/songwriter from Liverpool, England. Kenny has played music all over the world - from parties/restaurants in Liverpool and London to the South of France to the Caribbean wher...

Starting at
$250 per event

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Acute Inflections

2 reviews
3 verified bookings
virtual services offered
Jazz Singer from New York City, NY (733 miles from Milwaukee, WI)

“A velvety mix of Erykah Badu & Billie Holiday paired with the cool grooves of a 007 on bass” is how one critic described Acute Inflections, New York's sultry duo of a former Broadway singer and her bassist. Their sultr...

Starting at
$1,000 per event

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Marc Hoffman - Pianist & Vocalist

37 reviews
72 verified bookings
virtual services offered
Piano from Charlotte, NC (660 miles from Milwaukee, WI)

Professional, creative and diverse -- Marc Hoffman's range of keyboard styles and exceptional vocals make him the ideal musical choice for any event; wedding celebration, corporate gathering, cocktail party or private fu...

Starting at
$200 per event

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Tenor Hugo Castillo - Opera, Latin & More

18 reviews
26 verified bookings
virtual services offered
Opera Singer from Los Angeles, CA (1740 miles from Milwaukee, WI)

CONGRATULATIONS! YOU HAVE FOUND YOUR SINGER! Tenor HUGO CASTILLO: Opera, Classical, Italian, Latin, Broadway, Crossover, Contemporary & Standards, Gospel (ANY religion), Patriotic Singer and SO MUCH MORE! Music is a...

Starting at
$250 per event

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Tricia Kelly

6 reviews
6 verified bookings
Variety Singer from Fort Lauderdale, FL (1246 miles from Milwaukee, WI)

Tricia Kelly - Originally from Boston, has been a favorite on the New England music circuit for years and is quickly making a name for herself here, in LA – entertaining audiences with her upbeat show and critically accl...

Starting at
$500 per event

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Conner Lorre

5 reviews
5 verified bookings
One Man Band from Marietta, GA (656 miles from Milwaukee, WI)

Conner performed at CAESAR'S PALACE, where he received a STANDING OVATION! His shows have been critically acclaimed internationally. Conner's amazing "Variety of Legends" Tribute Show includes amazingly accurate voice im...

Starting at
$500 per hour

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Marie Mazziotti

5 reviews
7 verified bookings
Pop Singer from New York City, NY (733 miles from Milwaukee, WI)

Marie's cover version of David Bowie's Modern Love debuted at the Cannes Film Festival in Jean Claude Van Damme's 2008 movie "JCVD". Marie Mazziotti: Born to Perform. With her smoky voice and sparkling showmanship,...

Starting at
$50 per event

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Jim The Entertainer ~ An Award-Winning Performer

2 reviews
2 verified bookings
virtual services offered
Jazz Singer from Baltimore, MD (640 miles from Milwaukee, WI)

In Person or Virtually. JIM FORERO a.k.a. JIM THE ENTERTAINER isn't quite an impersonator, even though some have said "... he sang that song as good, if not better, than the original artist...", but what he is, withou...

Starting at
$175 per event
Results 1 - 25 of 27

Looking to celebrate your event online? Check out different vendors offering virtual services for online events.
Pro Tip: You can hire a virtual Oldies Singer from any location to bring your online event to life.

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Please note these Oldies Singers will also travel to Shorewood, Glendale, Greenfield, Saint Francis, Elm Grove, Bayside, Greendale, Butler, Hales Corners, New Berlin, Cudahy, South Milwaukee, Brookfield, Menomonee Falls, Franklin, Oak Creek, Mequon, Lannon, Muskego, Vernon, Waukesha, Caledonia, Lisbon, Germantown, Pewaukee, Sussex, Rockfield, Big Bend, Franksville, Cedarburg