Originally Posted by
RangerNS
Evening of Sept 22 (a Sunday), I've got a reason to be on the Jersey Shore (sigh), so some time EWR, starting home in YHZ. This might be the next time I've got any legit reason to head to the airport. I doubt I can pick up 75 segments that weekend, but more than nothing. Since any OPM travel is likely around NA, then I'd be pushing for segments over miles for any level, but if there is some absurd 2 hop RTW option that someone knows about.....
I'm thinking a positioning flight to Toronto, and do some hopping around from there. Or even starting from further west? Or maybe YUL and bouncing around Ontario?
No particular budget. Anyone have thoughts?
If you want to keep it simple, YHZ-YMQ-YOW-YTO-WAS/EWR/CHI-EWR works. That's 5 segments on the one fare. If you actually want to "spend money", then... anything you want really

. YHZ-YYJ-EWR might have some reasonably priced multiple-segment options.