Hi Jeremy,
It is frequent that the chromosome X is often referred simply as X (and so on for other chromosomes). Thus, a simple fix is to remove in the BED file all 'chr'. You can use the Text Manipulation -> Trim Galaxy tool for this. In the field: Trim from the beginning up to this position, choose 4 to remove the first three characters of each line of the file.
If this does not solve the problem, you can check the chromosome names in your bigWig, by converting it to the uncompressed human readable format bedGraph using the tool UCSC Tools -> BigWig to bedGraph
Best,
Fidel