If I'm flying from Milwaukee to Chicago(switching planes) and then to Vancouver BC do I need to be there earlier than 2 hrs in Milwaukee? Is the 1st flight out of Milwaukee considered an international check in?

Two hours should be fine, even at the busiest time, and i am pretty sure no on the second.

2 hours is generally adequate. However the international check in will occur at Chicago airport. It is an easy process and you may be able to check your luggage to the final destination.

Milwaukee is a really easy airport to fly out of. I recommend 2 hours on busy days but you could spare 1HR 45MINS if you’re flying on an uneventful travel day!

Depends on when you’re flying out, the airport is busiest mid-day and on holidays, then I recommend arriving at MKE at least 1.5 hrs early. However early-mid morning and night it’s usually not very busy, you could arrive as late as an hour before your flight.

It depends on the time you are flying out and if you do online check in. 2 hours is the worst case scenario but you never know what the busy time is so to be safe, I would online check in and get there 1.5 hours only

Yes that will be your international check in normally, 2 hrs should be ok but security sometimes can be slow