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Chicago and Toronto mid-June

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We will be flying from PDX to ORD and out of YYZ on the way back. We haven't been to either city before and are excited to see what they have to offer. We have a total of 9 days including traveling, and don't know where to split our time. Should we do 5 days in Chicago + 4 in Toronto, 6+3, etc? Also what are a couple of highlights for both cities that are must sees, we already plan on visiting the Frank Lloyd Wright house in Chicago, as we are a big fan of him. Also see Willis and JH Towers. In Toronto, the CN Tower and Niagara falls. Is there anything else we should include.

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