in the zone said:Air Canada from Chicago to Montreal (wednesday to wednesday, 1 week), to go is $739 and to come back is $508 for a grand total of $1316.12 taxes in. From Orlando $318 to go and $310 to come back, grand total $1066 taxes in. From Boston to go $535 and to come back the same for a grand total of $1354. New York to go $526 and to come back $333, total $1116. IF you shorten the duration, prices go up by %30-40%. So for a 3 day visit if you add the hotel at around $100/night and a girl a day for about $200-$300 it can ada up to $4,000 assuming you gonna eat, do some shopping and go out bars etc too. I use to do all that for about $1k in the 90's. You must ge joking!
Go to www.aircanada.com/websaver and register. Every Wednesday you will receive an email with specials. You usually have to leave Thursday or Friday and stay until Monday but there are some great deals, like Chicago, one way for $149. Every week is different. I don't know if it works for Americans visiting Montreal, but it works for Montrealers. Good Luck