Eddie Condon, the entrepreneur and tenor guitar player for many trad jazz sessions tuned his tenor guitar like a plectrum banjo. CGBD. John Hammond, the notable talent scout and A and R for Columbia records said that Condon had "the fastest left hand in the business." Whether he did or not is hard to prove since he rarely took a solo on recordings. If you elect this tuning, a plectrum banjo book should help you or an instruction tape from Happy Traum's Homespun Tapes by Buddy Wachter, well-known plectrum player.

I find the so-called Chicago tuning thin compared to the tenor banjo CGDA or dropped tuning GDAE. Here's another thought that is employed by my friend and legendary tenor banjo player, Bill Rutan, a re-entrant tuning. In GDAE tuning, take the fourth string an octave higher. This gives you closer voicing and a mellow guitar sound.

Re-entrant tunings are used by banjo and ukulele players all the time.