Country Singers for Hire in Milwaukee

Browse 167 country singers available for hire in Milwaukee, Wisconsin, United States, with 269 reviews from real clients and an average rating of 5 out of 5. Country acts here range from acoustic soloists who suit a ceremony or a dinner to louder performers built for a party, and audio samples let you hear the voice before you enquire.

All 167 suppliers listed here are willing to travel to Milwaukee. The nearest is based in Grayslake, Illinois, 48 miles away.

Rated Excellent (5/5) from 269 reviews of Country Singers
Home > Country Singers > United States > Milwaukee
Solo artist performing classic rock, country, Celtic and folk.

Grayslake

Illinois · 48 miles away

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Book from $350 (USD)

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Solo artist

Sheboygan

Wisconsin · 50 miles away

(2)

Book from $300 (USD)

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Acoustic country, pop, and rock covers and originals!

South Beloit

Illinois · 69 miles away

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Book from $250 (USD)

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Dynamic Tributes to Neil Diamond! Excellence in Tribute Show Productions!

Chicago

Illinois · 83 miles away

(3)

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CLASSIC COUNTRY 1950' - 1980'S 1 MAN SHOW, playing guitar, with music tracks

Chicago

Illinois · 83 miles away

(1)

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Established solo vocal-and-acoustic-guitar act

Woodridge

Illinois · 90 miles away

(1)

Book from $250 (USD)

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Award winning solo soulful country blues singer songwriter.

Tomah

Wisconsin · 145 miles away

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Book from $500 (USD)

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Professional & reliable acoustic musician, comedian and emcee.

Bettendorf

Iowa · 170 miles away

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Book from $750 (USD)

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Country Tributes, singing telegrams, Jazz singer

Farmington Hills

Michigan · 233 miles away

(1)

Book from $250 (USD)

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Julianne Ankley Is an Americana singer-songwriter

Port Huron

Michigan · 277 miles away

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Music entertainment for any event! Professional DJ, Karaoke, lighting and more!

Prior Lake

Minnesota · 298 miles away

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Book from $125 (USD)

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The Jason Aldean tribute artist and band

Cincinnati

Ohio · 323 miles away

(1)

Book from $2500 (USD)

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Solo Cover Singer

Columbus

Ohio · 331 miles away

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Book from $500 (USD)

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Primarily Duo, Solo option as well.

Alexandria

Minnesota · 417 miles away

(2)

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A 5 piece, top 40 country band that will rock your venue!

Saint Robert

Missouri · 424 miles away

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Book from $1200 (USD)

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I’m an international Dolly Parton Tribute Artist, performing all the hits

Toronto

Ontario, Canada · 429 miles away

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One man band for all occasions, nashville recording artist and songwriter

Pittsburgh

Pennsylvania · 445 miles away

(1)

Book from $300 (USD)

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Solo, duo, four piece

Bracebridge

Ontario, Canada · 448 miles away

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Book from $200 (CAD)

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Showing 1-18 of 167 results

Need help finding Country Singers available in Milwaukee?

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How much does it cost to hire Country Singers in Milwaukee?

$Low price
from$110USD
$$Average price
from$400USD
$$$High price
from$1,050USD

Fees for a solo country act in Milwaukee range from $110 to $1,050+, with most bookings around $400. Ask what the quote includes: travel, equipment, setup and soundcheck time, and how long the performance itself runs. Anything beyond the agreed finish time is usually charged as overtime, and most artists take a deposit to hold the date with the balance due on or before the day. Contact the supplier you like for an accurate quote.

What our enquiries show

Based on 372 enquiries for Country Singers at events in the United States, made through this site in the last two years. Updated 7 November 2026.

Most requested for
Private events
27% of enquiries, with weddings next at 18%
Typical first reply
Within 12 hours
58% of enquiries get a reply within a day
How early people enquire
About four weeks
48% enquire less than a month before the event
Busiest months
All year round
No month has more than 13% of events
How far suppliers travel
About 40 miles
For the 78% based outside the event's town

Reviews of Country Singers available in Milwaukee

5/5 from 269 reviews
Photo of Jeff Johnson solo artist Jeff Johnson solo artist "Saw him yesterday at the Breakroom in Foud du lac. Highly recommend him as a great performer. Had the crowd going was a pleasure." Based in Sheboygan, Wisconsin (50 miles from Milwaukee) Pete Spring Photo of Jerry Armstrong's Classic Country Jerry Armstrong's Classic Country "Oh my gosh, you could hear a pin drop, We all loved his Country Music Show this afternoon. We want him back!" Based in Chicago, Illinois (83 miles from Milwaukee) 25th February 2026 Jeanne Battaglia - Sunrise of Schaumburg Retirement Center Photo of Steve Richards Tributes Steve Richards Tributes "It gives me great pleasure to tell you what an exciting and energetic performance was given by Steve in his impersonation of Neil Diamond. This letter is to inform you that Mr. Steve Richards performed at The Aurora Country Club. We had members present that have seen a Neil Diamond concert and agree that Steve Richards is every bit as good. J. W. Sanders General Manager" Based in Chicago, Illinois (83 miles from Milwaukee) J. W. Sanders - Aurora Country Club Photo of David's Bazaar David's Bazaar "Dave has a great gravely voice accompanied by his intense strums. Always prepared (Shows up early,) professional in all ways… with his friendly rapport engaging his audiences young and old with his knowledge and broad range of tunes. He cuts right thru to the songs that resonate to us!" Based in Woodridge, Illinois (90 miles from Milwaukee) John Haley - Numerous local pubs Photo of Vocalist/ Kelica Music Vocalist/ Kelica Music "Kelly did a great job at my mom's surprise party! Fun and thoughtful. Michelle" Based in Farmington Hills, Michigan (233 miles from Milwaukee) Michelle - Mom's retirement Photo of Almost Aldean Almost Aldean "I hired Almost Aldean to perform for a fundraiser for a local Fraternal Order of Police concert, The band was great and Shayne was excellent as a Aldean tribute. They were very entertaining, kept the audience involved and every person in attendance thoroughly enjoyed the concert. I would highly recommend this band if you are looking for a fantastic Jason Aldean tribute band." -Waive Sharp, OwnerAgent" Based in Cincinnati, Ohio (323 miles from Milwaukee) Waive Sharp - Sharp Entertainment

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There are currently 269 reviews of Country Singers in our review centre and the average rating is 5/5.

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Frequently asked questions

The average price for country singers on Gig Heaven is $400, with rates from $110 to $1,050+. Cost depends on the singer's experience, performance duration and whether they perform with live accompaniment, backing tracks or both. Country singers span styles from traditional country and Americana to modern country-pop.

The country singers for hire perform a range of country styles from classic Nashville and outlaw country through to modern country pop and crossover hits. Many singers also include Americana, folk and western-influenced songs in their repertoire.

Many clients book country singers for weddings, barn dances, themed events, festivals, private parties and corporate entertainment. A country vocalist can perform as a solo act with guitar or backing tracks, or with a full backing band for a bigger sound.

Many country singers offer flexible performance options, from solo acoustic sets to full band performances. Some singers have their own regular backing musicians, while others can work with session players. It is worth discussing line-up options with the singer when requesting a quote.

Most country singers are happy to learn a specific song for a special moment such as a first dance. For the best experience, make any song requests well in advance to allow time for preparation and rehearsal.

Yes, either add suppliers to your favourites and contact them all at once, or use the find a supplier wizard.

Booking as early as possible increases the chance of securing your supplier's availability on your event date, particularly during busy times of the year. However, many suppliers also accept last minute bookings, and we have successfully arranged bookings for clients with just a few hours' notice.

Contact the supplier you are interested in booking by clicking "Contact Now" on their listing. Discuss your requirements using our messaging system or join a video meeting (like a Zoom-call) to speak face-to-face. Once you are ready to confirm your booking, simply ask the supplier to send you a contract, which you can agree to online, or request amendments. Once you agree to the contract you will be asked to pay a 10% booking fee to confirm the booking, with the balance payable directly to the supplier by the due date you've agreed on.

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