double stroller?

Marissa
I'm a expecting my second baby making my two kids 26.5 months apart. I'm wondering if it's worth it to get a double stroller. I live in Chicago so tires are very important and would only considering getting the baby jogger city select but it's a big expense! I'm wondering what everyone else has done with kids two years apart. My thoughts are that the infant can be worn and the toddler can go in the stroller and once the infant is ready for the stroller my toddler will be big enough to walk or ride an attachment board. What do you guys think?