No. Absolutely not. The Southland is undesirable because Chicago needs places for poor people to live. It sounds terribly crass, but every single city in the world has good suburbs and bad suburbs. Places like Harvey and South Holland are the way they are because of market forces that push wealth and poverty to opposite ends of the core. Trying to bring businesses and economic activity to the south suburbs is more likely to push poor residents out than to better them economically. Since there are few places for them to go, they'll just stay put as new places develop in the cornfields to house the new middle-class workers.
Building an airport down that way doesn't make any sense from an economic perspective, either, because the people who are mostly likely to AFFORD air travel live in the city or in the north/northwest/western suburbs, for whom this airport would be much less convenient than O'Hare or Midway.
The city of Gary has a national image problem that is probably the main reason for the airport's failure. Both Illinois and Indiana need to invest in upgrading this airport to modern standards that will entice more than just fly-by-night airlines like Hooters Air and SkyValue.
- A name change is probably the best thing for it, and the creation of new services for it, such as express trains, with a similar "hip" branding. Is it too much of a stretch to rename it for Obama? Gary is a poor urban center not far from the South Side. Houston had no problem naming its new airport after Bush, soon after he took office.
-Relocate the terminal to the south side of the airport, so it can have direct highway and rail access. The current setup is intimidating for many Chicagoans and Hoosiers alike, for whom the industrial wasteland of lakefront Gary is a place to be avoided at all costs.
-Obviously, expand the runway to accommodate properly-sized jets.
Midway has severe capacity constraints, so it won't be expanding any time soon. However, it is readily accessible from the south suburbs via the Stevenson, one of the least-congested highways in Chicagoland.
It will be difficult, but I think Chicago needs to become more strategic with how it plans its gate assignments. Flights out of O'Hare, Midway, and Gary need to be tailored to the demographic for whom those airports are most convenient. If, for example, the black community on the South Side tends to make trips to Atlanta, then both Midway and Gary should offer flights to those places, rather than O'Hare.