Originally Posted by
embit
Thanks!
The trip is at the end of September, so I guess there will be train running again.
Will I also need to clear security or is there an airside transfer between terminals?
Anytime you make a connection in the USA from a flight arriving from outside of the USA, Canada, or Ireland (maybe one or two more with Pre-clearance), you have to go through airport security before boarding your connecting flight. So, arriving from Japan, you'd go through security at ORD T2 though there is some talk about re-screening connecting passengers right in T5 and then transferring them over (perhaps later this year).