Based on the proofs given, I believe that Ken/Tina rode the tram and perhaps (due to the "high prices" at Moscow), Ken/Tina rode the monorail to the pitstop?
As for the pair who lost both passports and money, it wouldn't surprise me if it's Dan and Andrew - after all, they are the pair who keep on committing stupid mistakes right. However, if they do make it to the finish line, and be hours behind (and not eliminated), won't this be hard for Phil to fly back to the US?
So, as of the moment, only Ken and Tina are safe with the losing stuff, as they are spotted in Portland right?
Intuitively, it isn't Nick and Starr who lost their passports and money, since we can see Starr whining about how they can get a taxi (and at the same time trying to get one), implying that they have money to pay for the taxi. She's just whining because no taxi is stopping for them.
That leaves us clueless with Toni and Dallas.