First, test to make sure the URL can be retrieved normally. Use the squid client to test the URLs you are having problems with. Info on how to do this is in the faqs and docs.

I had a similar problem on Linux and was able to get around it by changing how long squid remembers negative responses:

negative_ttl 1 minutes
negative_dns_ttl 1 minutes

Don't forget to clear your browser cache and wait the minute for it to forget the negative response!

David O..

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