This is as simple as it sounds: The MD81/82/83/87/88 or 737-300/400/500. (Not the 600 as it is a NG.)
MD80
737 Classic
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A Brief Overview
Both are short to medium range jet airliners which were developed around the same time and are similar in terms of range and passenger capacity.
MD-80
One of a kind and really worked better for a quieter plane, better fit for regional routes, plus most could hold more pax then the 737 (the -500 is like the -800 today so that can hold pax like the MD-80 can)
I am unfortunately a sucker for a new jets. I know. I like the classic planes but, I feel like the new airplanes are much more comfortable and high tech.