Madonna has been a pillar in pop music for more than 43 years, creating timeless hits and opening doors for countless performers that have followed the path she laid out for them. We’ve known her as “queen of pop” but we should remember that a title like that is earned, and Madonna has certainly put in the work for it. She turned pop music into art with Like a Prayer and Erotica; put her stamp on the dance floor with albums like Confessions on a Dance Floor and Confessions II; experimented with R&B with Bedtime Stories; and even dipped into electronica with Ray of Light and Music. Her collection of albums is a treasure trove of music history.

A 2019 retrospective into Madonna’s 1989 interview with Rolling Stone revisits a pivotal quote that holds the answer to her longevity and colourful discography. The magazine asked Madonna and then-collaborator Patrick Leonard what radio stations they listened to, only to be met with “we don’t listen to any”. When the interviewer asked , “How do you know what’s going on”, Madonna simply replied, “We decide what’s going on”. For so many decades, Madonna was the deciding force behind what was happening in pop music, that’s why they call her the mother of re-invention. Before Taylor Swift had her “eras”, it was Madonna who really made the theme mainstream. And while she hasn’t always gotten it right (and we will go there), she always follows her creative spirit.

So this is our version of the Madonna List. We will be ranking all 15 of Madonna’s official studio albums from worst to best. Greatest hits compilations (The Immaculate Collection, Something To Remember, GHV2, Celebration), remix albums (You Can Dance, Finally Enough Love), and soundtracks/concept albums (Who’s That Girl, I’m Breathless, Evita) are omitted. This ranking is all about the true Madonna cycles and creative projects that have defined a once-in-a-lifetime artist.

15. Madame X (2019)

This one was a tough listen back when it was first released and remains that way to this day. For an artist who has always prided herself on her rich knowledge of art and world culture, Madame X feels like she put all that knowledge in a blender and the result was a flavourless oversaturated mix of…nothing. The lead single “Medellin” features Maluma, who was one of the hottest rising stars of the reggaeton movement at the time, but rather than creating a stunning “Spanish lullaby” like past years, the entire song is pointlessly cloaked in auto-tune, making her sound like a washed-out version of herself.

This is a major problem throughout the entire record. That, and the fact that she sounds like she’s grinding her teeth on half the songs, likely due to those damn grillz that she refused to take off. Other tracks like “Dark Ballet” and “Extreme Occident” that are clearly intended to be forward-thinking musical confections fall flat on their face. Still, there are a few glimmers of light on the project, like her Portuguese collaboration with Anitta, and the club banger “I Don’t Search I Find”, but even those feel like consolation prizes for one big disappointing event.

MC’s Faves: “Crazy”, “Faz Gostoso (feat. Anitta)”, “I Don’t Search I Find”

14. MDNA (2012)

The only reason that this album is not at the bottom of the list is because I have personal memories of dancing to these tracks with my mom front row at the MDNA Tour, and the perfection of the opening track “Girl Gone Wild” and the dark, graphic break-up song “Gang Bang”, where she sticks it to Guy Ritchie. Otherwise, this album is a nothingburger of EDM that was trendy in the early 2010s and died soon after. MDNA was supposed to be a renaissance for Madge after leaving her longtime label Warner Records and signing a new 360 deal with Live Nation. She reunited with her Ray of Light collaborator William Orbit after more than a decade and even kicked off the era by headlining the Super Bowl halftime show.

Unfortunately, the artist who once said she decided what was popular in music found herself chasing trends rather than setting them. Songs like “I’m Addicted” and “Some Girls” sound like rejects from a David Guetta album. Listening to this project leaves you with the impression that Madonna was wanting to make dance music but maybe was relying on others to tell her what was popular rather than grabbing from her own instinct and experience. Cher summed it up best in this 2012 tweet, “wtf is mdna”; truer words have never been written.

MC’s Faves: “Girl Gone Wild”, “Gang Bang”, “I’m A Sinner”

13. Rebel Heart (2015)

Following a mass leak that resulted in an arrest and what Madonna called a “deeply devastating and hurtful experience”, Rebel Heart is the one album in her discography that was sabotaged and doomed for failure before it even hit the market. The songs are good enough, with some real standouts, from the melodic triumph of “Devil Pray” and the unapologetic party anthem “Bitch I’m Madonna”.

However, after such a disastrous rollout, the album fell under the radar in terms of 2015 releases, and the songs were not strong enough to hold their own without a successful launch. Perhaps the greatest misstep of this project was the number of producers (20+) working on the project. Madonna has always been at her best creatively when she’s working with a smaller cohort. Rebel Heart feels like the product of a bunch of random writing camps and rushed productions. It’s not horrible, but it’s not great either. The album as a body of work lacks cohesion and feels like a list of songs rather than a collection that functions as a work of art. Rebel Heart is a rough draft in serious need of polishing.

MC’s Faves: “Devil Pray”, “Bitch I’m Madonna”, “Rebel Heart”

12. Hard Candy (2008)

Hard Candy is not a bad album by any means. Almost every song has remained on my playlists in some form over the last two decades, and I wore the f-ck out of this CD when it was released. Songs like “Give It 2 Me” and “She’s Not Me” are shining stars, with the latter giving us the iconic MDNA tour “Born This Way” medley where she effortlessly shades the then “reductive” Lady Gaga. Having said this, Hard Candy is the first time that Madonna gave up creative control and said “what are the kids listening to” and for that reason alone it deserves its spot towards the bottom of the list.

Madonna is a secondary character on this project, with Timbaland, Pharrell and Justin Timberlake as the main stars. Frankly, it’s the least “Madonna” album in her entire discography. Justin of course is featured on the track “4 Minutes”, plus uncredited lead vocals on “Voices” and “Dance 2night”. Having him as such a central part of the album is both very telling of the time it was released and also something of a betrayal to her cultural daughter Britney, but I digress; at least “4 Minutes” is a bop.

MC’s Faves: “Give It 2 Me”, “She’s Not Me”, “4 Minutes”

11. Like A Virgin (1984)

It may come as a surprise to some that this bona fide smash of an album isn’t even in her top ten releases, but that just drives home how incredible her discography truly is. The story goes that Madonna was pissed when she had to wait until her debut album finished its run of singles before releasing this project, and now knowing just how many hits she had queued up, it's understandable. How would you feel if you had “Like A Virgin”, “Dress You Up” and “Material Girl” on deck? Before this album, Madge was mostly considered a singles artist and some were even trying to write her off as a fad. This record proved that she was a force to be reckoned with. She single-handedly boosted MTV with the 1984 performance of “Like A Virgin”, and the album hadn’t even come out yet.

One misstep would be not re-issuing the album to include two of the biggest songs from this period of her career: “Crazy For You” and “Into The Groove”. Those tracks belonged to the soundtracks for Vision Quest and Desperately Seeking Susan, but their omission from the tracklist makes the album feel like an unfinished representation of an artist hitting new cultural peaks. That didn’t hurt its sales, though, as Like A Virgin went diamond in the USA, selling over 10 million copies there, and remains one of her best-selling albums.

MC’s Faves: “Like A Virgin”, “Material Girl”, “Dress You Up”

10. Music (2000)

After the success of Ray of Light and working with William Orbit, Madge continued her trend of collaborating with up-and-coming producers; this time around she found that light in the experimental sounds of French producer Mirwais. “Music” is the epitome of the Y2K electronic sound, and its iconic video featuring Debi Mazar and Ali G is a centrepiece of the golden age of TRL.

Music was the first Madonna album to be released after the influx of female teen pop stars like Britney Spears and Christina Aguilera threatened to take her place as the prime pop diva. Leave it to Madge to not be distracted by the industry noise. She instead channeled all of that into a daring project that brought out new sounds that hadn’t been heard before on that scale. Where Madame X uses auto-tune unnecessarily, songs like “Paradise (Not For Me)” and “Nobody’s Perfect” from Music use the tool to enhance the sonic atmosphere that she is creating rather than pitch-correcting her vocals.

MC’s Faves: “Music”, “Don’t Tell Me”, “Paradise (Not For Me)”

9. American Life (2003)

The masses may place this project at the bottom of the list, even Billboard named this album her worst. Clearly, none of those journalists are Madonna fans because if you speak to any true M apologist, then you know that American Life is a cherished cult-classic amongst the fandom. Every true iconic popstar has one of these in her repertoire; for Mariah Carey it’s Glitter, and for Madge it’s American Life. Some of her most profound lyrics are on this album: “Music stations always play the same song/I’m bored with the concept of right and wrong” from “Hollywood” feels like the manifesto of her entire career as a musician.

Madonna re-connected with Mirwais for this project and while there are a ton of deliciously weird sounds on the album, there are also many instances like “Nothing Fails” where the blissful tone of her lower register takes the lead. The real kicker of course is the title track and the scrapped video, which showcases George W. Bush lighting a cigar with a bomb, all set to a song about American corporate greed. The initial negative reaction to American Life exposed something that has always been true: much of conservative America simply didn’t get Madonna and they just couldn’t handle the fact that she didn’t give a f-ck.

MC’s Faves: “Hollywood”, “Love Profusion”, “Nothing Fails”

8. Madonna (1983)

She certainly went on to create much more creatively daring works in her career but Madonna is the perfect debut album. It’s the 80s dance scene filtered through a New York experience. All those nights working as a coat check girl at Danceteria eventually led to signing a deal with Sire Records, and those New York nights bleed into this essential classic. A song like “Holiday”, for example, is so well-known that even the most casual of music listeners would recognize the song even if they’re not aware it’s Madonna’s. It’s the type of song that appeals to people in every part of the world. Then you have the innocence of “Borderline” and the rock elements on “Burnin’ Up”. A piece de resistance is the sax solo on “Think Of Me”. If 80s music is your thing, this album is both a cherished piece of nostalgia and an essential heirloom to pass on to the generations to come. 

MC’s Faves: “Holiday”, “Borderline”, “Burnin’ Up”

7. Like A Prayer (1989)

Her Saturn return album, Like A Prayer is Madonna at the borderline of proper adulthood and in her most reflective state up to that point. “Like A Prayer” is her most streamed hit on streaming platforms, and is what many consider to be her signature song. She covers themes of domestic abuse on “’Til Death Do Us Part” and female empowerment on “Express Yourself”. She also explores family dynamics on songs like “Keep It Together”, the complicated relationship she had with her father on “Oh Father”, and finally, an ode to her late mother on “Promise To Try”.

It’s a deeply personal ride through the feelings and experiences of one of the world's most overexposed figures at the height of her fame. There’s also a hint of whimsy on “Cherish” and “Dear Jessie” that makes for surprise easy listening from a girl who’s always trying to provoke. Any time Madonna pulls out that 80s upper register there’s something in me that melts. This album was robbed of an Album of the Year Grammy nomination, or any nomination for that matter, and I stand on that.

MC’s Faves: “Like a Prayer”, “Express Yourself”, “Cherish”

6. Confessions II (2026)

I’m basking in the glory that has been the release week of this absolute masterpiece. It may seem premature to some to place this album so high already, but there’s no other placement that makes sense. Madonna clearly got her mojo back when she was in the studio for this record. After releasing so many mediocre projects consecutively, it has been so refreshing to hear her voice so clearly in the songs. Stuart Price’s dance production is so advanced that it has had me in a complete state of delirium. Like she says in “One Step Away”: “The dance floor is not just a place, it’s a threshold. A ritualistic space where movement replaces language” – spoken like a true dance queen.

Stuart and Madonna have a cosmic energy when they create music together, it’s truly such a special creative bond. The 64-minute trek is one big club jam, perfectly mixed and sequenced, and even more so when played in tandem with the first Confessions. Sequel albums aren’t too common and rarely ever capture the magic of its original, but that doesn’t apply here whatsoever. I spoke about specific songs in my column this week, but I can promise you that if you haven’t heard the album yet, you will be impressed.

MC’s Faves: “I Feel So Free”, “Danceteria”, “School”

5. Ray Of Light (1998)

The sounds of healing and serenity flow throughout Ray Of Light. The album came at a time when she was becoming a new mom and started studying Kabbalah – the Madonna 2.0 if you will. This is her first project with William Orbit, and the two of them were able to create music that would make one hell of an impact. “Frozen” has stood the test of time, becoming a viral TikTok song in the early 2020s once Gen Z got a hold of it. The title track remains one of my personal all-time favourite Madonna songs, an essential running song. Similar to Like A Prayer, she goes there when it comes to her family, whether it be the dark and raw emotion from losing her mother at a young age on “Mer Girl” or the joys of becoming a mother herself on “Little Star”.

This is the album where music critics and the general public started taking her seriously again after being on the receiving end of intense  scrutiny , much of which came as the result of a conservative backlash post-Erotica. Maybe that was the push she needed to get out what has now been considered to be one of her most transformative albums.

MC’s Faves: “Ray of Light”, “Frozen”, “Nothing Really Matters”

4. True Blue (1986)

Madonna’s third studio album is packed with banger after banger. This album is a true study in the art of radio singles because every single cut, even the ones that weren’t released, are crowd-pleasers. Some of her most popular singles are on this project, and the album cover is one of the most important photos of her entire career. It’s maybe her most iconic album cover, it’s one that I had on my wall growing up and I’m sure many others did, as well. More importantly, this is the album that really catapulted her into supernova status. It was her first real “re-invention” and image shift, something that she would become synonymous with doing – along with every other female artist that has come after her. In the blueprint for female pop stardom, True Blue is step one.

MC’s Faves: “Open Your Heart”, “La Isla Bonita”, “Papa Don’t Preach”

3. Bedtime Stories (1994)

If you know my music taste, this placement should not come as a surprise. Bedtime Stories is Madonna deep in her R&B bag, working with Babyface, Dallas Austin, Nellee Hooper, Dave Hall, and Bjork, you know, because why the f-ck not. She made an album for the R&B-heads, like myself, and it’s some of her smoothest work ever. “Human Nature” is both my favourite music video and in my top 5 all-time Madonna songs, period. That video is essential viewing for all homosexuals in the world and if you have not seen it, make sure to add it to your next “gay guy music video night”.

Sure, R&B was at its commercial peak in 1994, but unlike Hard Candy, Madge didn’t just create an album’s sound around what was popular. For one, the influence that R&B had on her previous albums is undeniable, so it was only a matter of time before she fully dove in. Second, she took this record as an opportunity to introduce newer, trippier sounds on songs like “Bedtime Story” and “Sanctuary” that were more popular in European spaces. Madge blended both the American and European musical landscapes into one perfectly curated piece of 90s gold.

MC’s Faves: “Human Nature”, “Sanctuary”, “Survival”

2. Confessions On A Dance Floor (2005)

The catalyst for this entire album ranking, the reference point for peak of 2000s music – Confessions On A Dance Floor was Madonna’s make-good to the public after the disappointing reception of American Life. It’s home to her most successful hit of the 21st century, “Hung Up”, and is one of the greatest albums of all time. Even the corny lyrics on “I Love New York” get a pass thanks to the intoxicating beat behind it. It’s like Studio 54 got a facelift and got even gayer.

There’s also the juxtaposition between creating music that sounds uplifting but still holding important lyrical content. “Isaac” for example, a song named after her Kabbalah spiritual teacher, is all about liberation and getting out of your comfort zone. The continuous mix on the first CD release of the album became an integral part of the album’s identity, which has trickled into Confessions II as well. It has become harder and harder to keep people’s attention over the years, but Madonna has always proven that if she has one power, it’s how she commands everyone’s attention on the dance floor.

MC’s Faves: “Hung Up”, “Get Together”, “Isaac”

1.  Erotica (1992)

Perhaps the most controversial album of her entire career, Erotica walked so that albums like Confessions On A Dance Floor could run. The difference with Erotica, however, was that the public was so distracted by her sexuality and the infamous book Sex, they couldn’t hear the genius behind the music. You’ve got the deep house anthems in songs like “Deeper and Deeper” and “Words”, hip-hop elements in “Bye Bye Baby”, and the pornographic groove of “Erotica”.

It’s dance music, yes, but it’s also serious, and it was the first time she took that approach with her more up-tempo tunes. By creating an image shift so drastic in terms of her forward-facing sexuality, she uses the extra attention to tackle themes like homophobia, AIDS, relationships, S&M, and the female anatomy (“Where Life Begins” is truly that girl). It may not have been properly appreciated in its initial run, but Erotica has stood the test of time and continues to be the reference point for a time in her career where her creative free spirit was thriving regardless of outside opinion.

MC’s Faves: “Deeper and Deeper”, “Rain”, “Thief of Hearts”

Where would you rank Madonna’s albums? What’s on your forever Madonna playlist? What are your favourite Madonna music and video memories? Which era is your favourite reinvention? Let us know at The Squawk! (App link here.)

Photo credits: Madonna

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