Shopping for appealing itineraries and fares has become a hobby for me, as I hate to pay more than I have to or spend more time in an airport than necessary. This thread may help you some:
Check air fares to Cancun, and some cautions on finding air fares
Flying in & out of Cozumel is always preferred to the bag-drag from Cancun, but sometimes it looks too challenging and/or pricey. CAD and USD are virtually the same today, so I won't worry about which is which.
From Edmonton...
United has an itinerary leaving Saturday @ 3:32pm, 2 changes, overnight in Houston, arriving @ 11:35am for $831.
Yuck! The return is as bad; we
can do better, surely!
Ok, United has another a little after midnight on Sunday, still 2 stops, 13 hours going, 21.5 hours returning, for $949. No thanks.
Next, Untied leaving after midnight, 2 stops each way, 13 hours going, only 10 hours returning, for $1046 - but only 1.25 hours to clear customs & immigration in Houston and get on the next plane~!
Let's look at Cancun! Ah ha! West Jet - know anything about them? You might want to check their site for luggage allotments/fees and more, but it sure looks better! Leave a little after midnight, change once in Toronto, avoid stopping in the US and hassles with out customs, immigration and TSA - always best, arrive Cancun at 1pm. Lunch at that airport is not bad really, and you'll be at the hotel well before dinner. Returning from Cancun at 1:50pm allows plenty of time to get there, nice connections, back at 11pm, for $656. Looks like a winner to me.
From Saskatoon...
OMG, I don't even want to talk about what United wants to do to get your to Cozumel: 3 changes each way, overnight each way, for $967, $1088 if you want to arrive Sunday! FAIL!
You could do Westjet at 6am, 2 changes, into Cancun at 5:20pm - hey, I have does worse thru Cancun and still made the 8am boat the next day. Return is 19 hours with one overnight connection for $671
I hate overnights in airports, but sometimes you gotta do it to dive. You can go with only 1 connection each way, but that's $761. Always out to get ya' huh?
Ok let's look at Calgary - what, 384 mile drive? Not so bad for ramasule, but are you sure you want to start there?
United, 2 connections and overnight each way but to Cozumel for $784
Looking at Cancun...
USAir at 3:30pm Saturday, 2 connections, overnight in Phoenix, connecting in NC - wow, arriving Cancun 1:40pm. Returning at 12:50pm because the 4pm return is too tight in Phoenix, for $562 - nice fare to make up for the wild ride.
This is crazy...!
Wait! Let's look at "Multi-city" or Open-Jaw: American leaving Calgary at 7am Sunday, 1 connection, into Cancun at 3:15pm. Return from
COZUMEL at 1:40pm, 1 connection, back at 9pm for $719. :cool2:
Ok, well I hope that gets you started. This may all change by the time you look, but take a look. Getting from Cancun to Cozumel by bus and ferry is easy enough, as described in my link at the top. I would not suggest trying to meet in the Cancun airport tho, as that could be too tricky unless you're on the same plane in.
Oh, I don't remember if I put this in the other thread or not, but luggage carts are free in Cancun, arriving or departing, and you do not have to use a porter. Not so for Cozumel, but Cancun is a larger airport so can come in handy.