Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Calgary to Akron as you normally would.
Calgary
Akron/Canton
1 stop
7h 01mAkron/Canton
Calgary
1 stop
10h 57mUnited Airlines
Yes, there are multiple flights from Calgary to Akron for under C$ 1,400. The cheapest flight booked recently is on United Airlines for just C$ 1,365, but on average you can expect to pay C$ 1,365.