Few different scenarios:
1a) On public McDonalds wifi, logging in gmail account (or any account such as skype). Can a random user who is using the same wifi somewhat intercept the signal and figure out the password?
1b) Same situation as above, except that gmail is already logged in and accessing gmail.
2a) On random public wiki, logging in gmail account. Can the owner of the wifi figure the password out?
2b) Same as above, except already logged in.
I assuming that in the 2a case, they can, but I am not sure about 2b