Do I need to check out and check in my baggage in Toronto, which is where my layover is
score:2
Accepted answer
Yes, you need to do a whole nine yards, Canada Border Services, Claim Baggage, Check-in, Baggage Drop-Off, Security, U.S. Customs & Border Protection (since it's a pre-clearance airport). It'll be a lot of fun (not).
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Source: stackoverflow.com
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