I'm flying from Vancouver to San Francisco to LA with only an hour layover between flights. Will I go through Customs in Vancouver and be ok in San Francisco layover or do I need to go through Customs in San Fran and risk missing the flight?
Also coming back, I go from LAX-San Fransisco-Portland-Vancouver with again an hour layover between flights. When do I clear Customs for Canada?
All flights are connecting flights with United.
Yes, you will pre-clear US Immigration and Customs in Vancouver. All you have to do in San Francisco is go from your arrival gate. On the return you will go through Canadian Immigration and Customs in vancouver.
We are flying from Vancouver to Cancun on Westjet with a 1 hour connection in Toronto (changing planes). Will we have to pick up our bags in TO and go through security in this short time or will the bags be checked through from Vancouver to Cancun?
All you have to do in Toronto on your way to Cancun is walk from your arrival gate to your departure gate.
If I booked my ticket to Chicago from Colorado with my passport, do I need to show my passport in order to get my ticket and board the plane? I only have my drivers license with me. I'm not a us citizen but I am a permanent residence.
You don't need a passport to "book" a domestic ticket so I don't know how you used your passport to "book" your ticket. Yes, you can fly that flight with just a US drivers licence. You can check in online.