Is there an easy way to change the theme of the jQuery UI by replacing certain files? It seems like I have to keep downloading the entire jQuery UI every time I want to change the theme.
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You can build your own theme at http://jqueryui.com/themeroller/.
once you build your theme you will have link both in address bar that you can bookmark and
in your css file jquery-ui-1.8.6.custom.css
that you download:
http://jqueryui.com/themeroller/#ffDefault=Trebuchet+MS,+Tahoma,+Verdana,+Arial,+sans-ser...
for each modification you can use these link instead of start from beginning.
EDIT
by using totalcommander compare tool
or winmerge
, you just do syncronize existing jquery ui files and the new jquery ui files, if you build new one

asdf_enel_hak
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Referring to this answer, you can find ThemeRoller edit link in your css
file. This url contains whole theme settings and this is the best way how migrate/upgrade it.