Born and raised on Long Island, just outside of New York City in the United States, she first came to prominence in Greece in 2004, after winning the Greek talent show Fame Story.

She has subsequently released four studio albums, represented Greece in the Eurovision Song Contest 2008, and hosted various television shows.

[3] Following her appearance, she opened up several live shows with famous American artists, such as Jessica Simpson, LL Cool J, Jennifer Love Hewitt, Michelle Branch and Nick Lachey.

[4] Kalomira entered the New York City auditions for Antenna's reality singing competition Fame Story 2, which was a licensed variant of the Star Academy franchise.

The audience of the show loved her from the first time and they created the slogan "Irthes kai mas allakses ti moira, Kalomoira-Kalomoira" (You came and changed our destiny, Kalomira-Kalomira).

Outside of Greece, Kalomira has appeared on NBC’s "Today Show" and "Access Hollywood" during the events of the 2004 Summer Olympics in Athens, UPN's Greek Parade where she sang live and was interviewed, Fox News, was in the "Washington Post", "Newsday" and "New York Times" and most currently featured on Oprah for her Eurovision Performance, along with a number of other shows and websites.

Next singles from the album was the songs "Ego eimai i Kalomira", "Pethaino Gia Sena", "Proti Mou Fora" and the christmas "Kai Tou Hronou".

Kalomira received good reviews from critics and was awarded "Woman of the Year – Best Newcomer" by Life and Style magazine.

Also in 2004, she had a minor credited role in the longest-running Greek TV drama series Lampsi, playing the part of Jennifer Drakou for 30 episodes, where veteran director Nikos Foskolos compared her to Aliki Vougiouklaki.

[7] Kalomira picked an R&B style upbeat song with a Greek feel composed by Konstantinos Pantzis with lyrics by Poseidonas Giannopoulos titled "Secret Combination".

[9] On February 27, 2008, Kalomira won the National Final with "Secret Combination" and represented Greece in the Eurovision Song Contest 2008.

In January 2010, it was announced that Kalomira would be featured in a series of advertisements as the main spokesperson promoting Domino's Pizza in Greece.

The single was called "Please Don't Break My Heart", which featured American rapper, Fatman Scoop and was produced by Toni Cottura.

On February 22, 2012, her new single was released, only for husband's music company "Hot Kiss Records LLC", and was called "Other Side Tonight".

She gave many interviews on television and magazines, and she sang as a guest star with Claydee Lupa the new version of "Secret Combination", in the national final of Greece's entry in the Eurovision Song Contest 2014.

The first stop was on June 3, 2014, in a football game for Greece and Nigeria in Philadelphia, where she sang the Greek national anthem and many songs.

From 2018 to 2020, Kalomira released the singles, "Mommy Loves You" dedicated to her children and "Gia Mia Zoi" in Greek and "You're Not Alone" in English version, which she wrote during the coronavirus pandemic.

During these years, in 2019, she appeared on the fashion show MadWalk performing Ariana Grande's song "No Tears Left To Cry".

She record three pop songs, one in fact in collaboration with Swedish musician Mohombi, in order to represent Greece again in the competition.

In 2010, she married real estate developer George Boosalis on September 26 at Saint Paul Greek Orthodox Cathedral in Hempstead, New York.