If you plan on going to a lot of things, it is definitely worth it! If you buy your tickets a la carte, it really adds up. It would make your trip more enjoyable because you can just enjoy yourself without worrying about spending money at each destination. Just do a bit of planning ahead and make sure you go to what you want!
I am impressed that they have some cool lesser known spots like Kingston Mines and Fados mentioned in the coupons!
To see if other cool (and free!) things check out this site
http://www.explorechicago.org/city/en.html.
Have fun!