It's funny, I've read that Toronto had five, 5 star hotels but according to Forbes, we don't have any. In fact we only have four, 4 star hotels. (Ritz, Trump, Hazelton & Park Hyatt) I guess Shangri-La and Four Seasons have not been rated yet. Chicago on the other hand, has three, 5 star hotels and three, 4 star hotels, so Chicago wins this match up, easily. I can't believe Toronto hasn't earned one, 5 star hotel yet. According to the Forbes 2013 Travel Guide, there are no 5 star hotels anywhere in Canada.
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Ontario Hotels (listed under 4 stars)
The Ritz-Carlton, Toronto
Trump International Hotel & Tower Toronto
Park Hyatt Toronto
The Hazelton Hotel
Restaurants
Scaramouche
Canoe
The Dining Room at Langdon Hall
One Restaurant
Splendido
Spas
Spa at the Hazelton
The Ritz-Carlton Spa, Toronto
Stillwater Spa
The Royal York better up its game.