Like most areas of Chicago surrounding downtown, and city center, West Loop has experienced explosive growth as the city's financial, transportation and technology sectors are booming, and manufacturing and tourism are rebounding strongly. Google is currenty constructing their second largest world wide corporate campus in River West, probably less than 6 or 8 blocks from your apt. Prices in these areas are skyrocketing.. If you've already paid up fpr your apt., contiinimg appreciation may bail you out if there even if theren no parking spot. But Chicago is becong so Manhattenized that a parking space may insulate your resale value from price drops in the future. And i wouldn't count on obtaining a space sometime in the future b/c there will be a shortage and significantly higher cost. In your neighborhood parking in the building is around 30K\ space. Not far away and a year or two ahead of you in gentrification a space in River North ranges from 40K to 60 K if you can find one. And dont even think about a space not connected to your building - its Chicago, no one will consider this as added value b/c its useless in the long cold sloppy winter. Bite the bullet and get an indoor space in your building now. Enjoy using it or rent it out until you sell. Good luck.