I deal in old sports memorabilia all the time.
CFL media guides in excellent condition can be worth decent money.
Obviously, with rare exceptions the guides from 1950s are worth the most - approx. $8 to $25 in nice condition.
1960s guides - $5 to $12
1970s guides - $3 to $9
1980s guides - $2 to $5
1990s to current - $1 or $2
These are the retail prices you'd see at a sports collectors store, sports convention or decent flea market seller. A dealer might pay you between 10% and 33% of what he thinks he can sell them for.
I still have a Montreal Concordes guide that might be worth decent money - but there's not a lot of Concordes collectors around. Some of the best (and still available) memorabilia is the post card series of team photos from the early to mid 1950s. I had a bomber team postcard from 1953 (WIF champions) with 29 autographs including Tom Casey, Jack Jacobs, Neil Armstrong & Bud Grant - but was lucky to get 450 US for the thing.
Have blue 'n gold programs from early to mid 60s bomber teams - nobody wants them!