And if you decide to become an out of state investor while living in Chicago the airports will get you just about anyplace in the US with a direct flight.You are right regarding carefully watching the property taxes outside of city limits, but there are still opportunities.  

have a friend with a development project in Joplin Missouri ,who has bought a car to leave near an airport to save on car rentals. but on other properties id need to plan for airfare and car rentals hotel etc.

@Justin Young, over twenty million people pass through Honolulu airport per year.

If applicable, owning/renting property in a special district (which levies taxes for specific things like airports, cemeteries, drainage, pest control etc) can also pack a punch.

If I were going to move back to Miami in order to be near the airport to fly out on my trips, I would have an apartment with nothing in it that I would worry about.

I have rentals in Stockbridge, McDonough, Morrow and Jonesboro and doing flips around the airport.  

I work a part time job just to stay active at a local airport, however I am looking to leave and pursue real estate on my own. 

At the moment, I'm looking for ways to break into the BRRR cycle in this Seller's market, leaning toward low overhead properties with Short Term Rental potential - particularly near Ybor City and TPA airport. 

Hi Michele, The area between downtown and the airport, South Tampa, Seminole Heights, Carrolwood, Town n Country, the greater Brandon area are all good areas to check out. 

consider proximity to an airport wit reasonable fares,  Manty and Trivers (local speak) are a Hike to Milwaukee Airport, and Green Bay is quite expensive to fly out of. just a thought, Unless you fall into a great deal, a $50-70K 4plex is gona be pretty rough,  both in condition and location, get familiar with the areas, and if you do settle in Manty, Just remember its Cooler Near the Lake, not sunglasses and board shorts cooler, like 50 degrees in late June, and 20 miles west its 80 degrees. just considerations.