REALLY hard but I think I've decided on this:

 

Devil Wouldn't Recognise You

Easy Ride

Frozen

Intervention

Live to Tell

Love Tried to Welcome Me

Nothing Fails

Oh Father

Take a Bow

You'll See

 

Honourable mentions to 'Crazy for You', 'Ghosttown', 'Gone', 'Paradise (Not For Me)', 'Pray for Spanish Eyes', 'Promise to Try' and 'The Power of Goodbye' which all made my final cut and could all potentially be Top 10 depending on my mood. It feels like leaving them out makes it seem like I don't find them as great but the truth is that pretty much all Madonna ballads are special in their own right. I don't think she's ever released a stinker of a ballad. As John said above, the thing about her ballads is that they are elevated beyond what they would seem on paper when you listen beyond a superficial level.

 

You can tell I've been listening to American Life lots since the rate with three tracks appearing in my Top 10!

The Power of Goodbye

Frozen

Crazy For You

Miles Away

Live To Tell

thanks for the reminder Haus!! tough but here we go:

 

Live to Tell

Oh Father

Love Tried to Welcome Me

I'll Remember

Don't Cry for Me Argentina

The Power of Good-Bye

To Have and Not to Hold

Nothing Fails

Intervention

Easy Ride

Oh I almost forgot about this...

 

I'll Remember

The Power of Good-Bye

Intervention

Oh Father

Paradise (Not For Me)

Crazy For You

Live To Tell

Ghosttown

Forbidden Love - (Confessions one)

You'll See

Edited October 29, 20168 yr by dandy*

What I love about this is that it's given songs that don't usually get a look in a chance to shine. That's not because they're just not good enough compared to other songs but, I think, more because her big pop moments are just so huge, inescapable and undeniable - I always find that when faced with a pop number and a ballad, there's a tendency to side with the former.

 

'I'll Remember', for instance, is a song that's getting quite a bit of love here, despite not actually recalling any vocal appreciation elsewhere. It's one of her weaker ballads (or at least, the weakest from Something to Remember) for me, although it's easily a solid effort all the same and one that holds a great message.

CLOSED~ Thanks for all the votes :D