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Can you load any other web pages that uses "https" instead of "http"?
Would you happen to be in the Steam client beta?
If so, according to one user opting out of the beta fixed it for him;
If you aren't in the beta, you might want to try opting into the beta, which should be basically the same steps as above just opting in, and not out.
> Exit Steam Client
Nav to:
Steam\appcache\
Delete:
> httpcache
Nav to:
Steam\config
Delete:
> cookies
> htmlcache
> Launch Steam Client and try the checkout process again. If the page-load somehow fails again, try removing everything from your cart and try it again.
https://blog.digicert.com/expired-intermediate-certificate/
I don't actually know what I'm talking about but it fixed the issue for me.