Originally Posted by
nystateofmind
You would not get any miles for it but Porter Airlines flies non-stop IAD-YTZ (Toronto City Centre). Not sure if it would be cheaper to buy 2 separate r/t tickets. Would have to check if they fly to any other U.S. destinations
Southwest DSM-MDW
Porter MDW-YTZ
Not great for DL status, terrible for interlining, probably fairly economical when booked in advance.