>>Both Toronto and Montreal have been mentioned so I'd like LTH's input on which city might have the best options for inexpensive, but good quality grub.<<
If there was a Canadian version of the LTH Forum and the webmaster wanted to generate heat and clicks, this would be the question that would be post #1.
My simple response is "BOTH".
Generally, my price limit on meals is $15-20/pp. I have been able to locate and enjoy meals in both cities - and Ottawa, for that matter, well within that range and often less.
Both cities are GREAT walking cities with EXCELLENT public transportation systems (yes, a LOT better than Chicago's).
Personally, i would head to Toronto hitting Kensington Market early in teh morning and trying out food in a number of the stands. I would walk west to Spadina St. through the Chinese areas looking for a good Chinese bakery and sone steamed rolls.
As I was getting near the University area, I would vear further west as there is another market. The last time I was up there, I stumbled into a shop selling meat pies made by a couple from Trinidad and received my first education about Scotch Bonnet peppers.
After the second market, I would continue east on Bloor and then south on Yonge St., the main drag.
Toronto has a wide variety of ethnic neighborhoods, easily accessible by the TTC, each of which features a variety of ethnic restaurants.
We have another poster from Montreal who could do a much better job than i on the joys of Montreal. My experience is that it is really HARD not to find a great restaurant in the city. However, I must confess I don't have any specific recommendations.
Do realize that if you head either place in October that the Canadians celebrate Thanksgiving Day on the day that US celebrates Columbus Day and that generally, things close down pretty tight (that may have changed over the years, though). Also, I would recommend checking out public transportation to Toronto/Montreal as there a number of planes, trains and buses that will get you. Like in most big cities, having a vehicle can be a liability.