Originally Posted by
IluvSQ
LGA-YUL-LAS-YUL-LGA is not a permissible routing ( cabotage) if all on one ticket on AC.
So you would have to do LGA-YUL-LGA on one, and YUL-LAS-YUL on another.
Furthermore, LGA is one of the most delay-ridden cities, I would be careful of
connections when leaving from LGA, and leave more time than from most anywhere
else.
In the OP's defense

in the past I have been able to book cabotage style tickets on the AC website (AC stock on all AC metal). One time, when I checked in at the UA operated counter for the first segment back to YYZ, he gave me a very long talk about how my ticket was illegal and yada yada yada... so he refused to print out any BP's after YYZ (I was on a MDT YYZ YVR HNL ticket)... so knowing not to aggravate the situation, I knew I could simply have my BP's printed at YYZ T2 MLL (yes, this was when AC domestic was out of T2!) which I did without problem. Now, if I had known about FT at the time, I might have balked at confirming this ticket online, but I was a relative noob back then too!
So when it came down to it, I successfully booked and flew a cabotage ticket!