Here is a php script to do it. Jace asked for a similar one some time ago, it might work for you. It outputs to the screen vs. saving another file, so copy/paste will be your friend

You can also remove the <br> in the echo statement and just save the output if that works better.
PHP Code:
<?php
$file = file("urls.txt");
// Strips dupes if you need, comment out if you do not need this
$temp = array_unique($file);
//Shuffles the deck or randomizes :)
shuffle($temp);
//Prints each line
foreach($temp as $value)
{
echo "$value<br>";
}
exit;
?>
or,
Potter posted a way to do it in Excel or OpenOffice..
Quote:
You can also use open office. Paste all the items into a spreadsheet, then paste the random number char code into the column next to the urls, then sort by numbered column, copy the column with the urls and you're done.
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Sorry Woj, you hadn't posted yet when I started..
I imagine Woj can do a lot better than this anyway, definitely worth looking into