Dave C,
I really have no-idea about airline fares from Canada/USA ...so can't comment on that score.
The hotel price seems pretty good i must admit, but again, it's been a long time since i've spent any time in Singapore, so again i can't really comment ....
If your going via Paris, god help you...haha!! I hate both of the main Paris airports. I've come accross some of the most unhelpful airport staff, that i've ever encountered there. The signage leaves a hell of a lot to be desired too, especially at Charles De Gaulle, it may take you most of your stopover to find the departure gate for your continuing flight!!!...haha!! Never found either of the airports particularly clean either....
If your worried about getting into Singapore at an ungodly hour, so be it!! English is freely spoken there, so finding the hotel shouldn't be any problem. You can then have a good sleep before meeting up with your lady the following day, ....Refreshed!!! Instead of meeting her looking like ''Death Warmed -Up'' ...lol!!!
Why are you going the long (wrong) way round to get to Singapore anyway?? Now wonder your going to be tired Dave, ...29 hours travling, that's just crazy!!!! I once flew London via Alaska and Narita (Tokyo) to Hong Kong, ....i can tell you, ...NEVER again!!!...24 hrs it took, compared with around 14/15 hrs going the right way round. ....haha!!
David.....