In the latest version of Chrome Canary (38.0.2112.0) a new flag is available which allows Chrome to remember if you have decided to ignore and proceed through SSL errors on a website.
The flag can be enabled at:
chrome://flags/#remember-cert-error-decisions
Once enabled you can set it to remember your decision for :
- 1 Day
- 3 Days
- 1 Week
- 1 Month
- 3 Months