Originally Posted by
JimInOhio
I don’t think IAD is an option as it’s a double redeye eastbound and an overnight stay near IAD westbound. Of the other two, ORD is a more reliable airport.
ORD on the way back is going to be hassle as you have to transit from T5 to T1.
As others have mentioned would recommend you stick with a Canadian transit airport or transit in Europe.