upload.js

var win = Titanium.UI.currentWindow;

var ind=Titanium.UI.createProgressBar({
      width:200,
      height:50,
      min:0,
      max:1,
      value:0,
      style:Titanium.UI.iPhone.ProgressBarStyle.PLAIN,
      top:10,
      message:'Uploading Image',
      font:{fontSize:12, fontWeight:'bold'},
      color:'#888'
});

win.add(ind);
ind.show();

Titanium.Media.openPhotoGallery({

success:function(event)
{
    Ti.API.info("success! event: " + JSON.stringify(event));
    var image = event.media;

    var xhr = Titanium.Network.createHTTPClient();

    xhr.onerror = function(e)
    {
        Ti.API.info('IN ERROR ' + e.error);
    };
    xhr.onload = function()
    {
        Ti.API.info('IN ONLOAD ' + this.status + ' readyState ' + this.readyState);
    };
    xhr.onsendstream = function(e)
    {
        ind.value = e.progress ;
        Ti.API.info('ONSENDSTREAM - PROGRESS: ' + e.progress+' '+this.status+' '+this.readyState);
    };
    // open the client
    xhr.open('POST','http://www.myserver.com/route/to/action');
    xhr.setRequestHeader("Connection", "close");
    // send the data
    xhr.send({media:image});

},
cancel:function()
{

},
error:function(error)
{
},
allowImageEditing:true
});