Madonna’s Most Popular Songs Ranking [2025]

This Used To Be My PlaygroundMadonna22rank/position

Madonna – This Used To Be My Playground (Video)

This is the theme song for the film “A League of Their Own,” starring Madonna alongside Tom Hanks, Geena Davis, and Rosie O’Donnell.

It’s a slow ballad about being unable to let go of the past because the present isn’t going so well.

Due to licensing issues, the song was not included on the movie’s soundtrack.

Me Against The MusicBritney Spears ft. Madonna23rank/position

Britney Spears – Me Against The Music (Official HD Video)

A collaboration between Britney Spears and Madonna.

It was released as a single in 2003.

The music video—directed by Paul Hunter—depicts only the sensation of Madonna’s presence, without ever seeing or touching her.

B-Day SongMadonna24rank/position

B-Day Song

This is a bonus track included on Madonna’s 2012 album MDNA.

It’s a happy birthday song that I can recommend to anyone who wants to celebrate.

The phrase “I’m a happy girl” is especially memorable! It’s an incredibly cheerful song, but the collaboration with M.

I.

A.

was quite unexpected.

That’s because she rarely sings straightforward songs and has more of a mysterious image as an artist.

Bitch I’m MadonnaMadonna25rank/position

Madonna – Bitch I’m Madonna ft. Nicki Minaj

This is a song by Madonna that has captured the hearts of many young people with its eccentric fashion and flashy performances.

Her style, which never conceals her true personality, can create villains, but it captivates even more passionate fans.

It’s one of her super upbeat tracks.

Causing A CommotionMadonna26rank/position

Causing a Commotion

Madonna, known as the Queen of Pop, delivers an upbeat dance tune packed with her charm in “Causing a Commotion.” It reached No.

2 in the U.

S.

, No.

4 in the U.

K.

, topped the dance chart, and became one of her signature songs.

In Japan, it was used in a Mitsubishi Electric VCR commercial, in which Madonna herself appeared and performed sharp, dynamic dance moves.

It was the perfect track for a commercial featuring a then near-futuristic product like a VCR.

CherishMadonna27rank/position

Madonna – Cherish (Official Video) [HD]

A track released by Madonna in 1989.

It’s a cheerful ballad with doo-wop nuances, inspired by the 1966 track of the same name by The Association.

It reached the Top 10 on charts around the world and hit No.

1 on the charts in the United States and Canada.

Dear JessieMadonna28rank/position

Madonna – Dear Jessie (Official Video)

Madonna, an artist who gained popularity with her provocative performances and pop sound, is also very familiar to audiences in Japan.

Dear Jessie is known as one of her classic songs and was released as a single from the 1989 album Like a Prayer.

It was written as a lullaby for Jessie, the daughter of Patrick Leonard, who was involved in composing the song, and despite its pop sound, its soothing melody is particularly memorable.