The following graph shows a decrease in the number of base pairs per chromosome across the sequential set of human chromosomes:
Is this because chromosomes were originally numbered by their size on the karyotype?
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You nailed it!
Chromosomes are numbered based on their size (in base pairs).
Sexual chromosomes (when they exist) are defined as the largest number regardless of their length. Note that the definition of a sex chromosome can sometimes be a little bit troublesome (see this book).
It sometimes happens that the first approximation of the length of a chromosome is inaccurate and that chromosomes are therefore numbered wrongly. In such case, when we realize the mistake, we just keep numbering the chromosomes the same way we did before even if it doesn't follow the standard nomenclature! This is, for example, the case of chromosomes 19 and 20 in Homo sapiens as you can see on your barplot. Chromosome 20 is actually a little bit longer (by about 4.5 Mb) than the chromosome 19. There are many other types of exceptions as well. Thanks to @Dexter pointing out int he comments that in Drosophila melanogaster (model organism) the sex chromosome is numbered before the automosomes (autosome = non-sexual chromosome).