An excellent example of the disenfranchisement that can be caused by using single winner districts to elect members to a legislature can be seen in the 1926 Canadian federal election for the province of Manitoba.
The province of Manitoba was entitled to 17 seats. The Conservative party had 42.2% of the popular vote within Manitoba but was unable to win any of the single winner districts.
Here is the data care of RangeVoting.org :
|Political party||% votes||Number of seats||% seats|
More information about the 1926 Manitoba election can also be found on wikipedia