| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| This train sung of by blues artists got its name from its 12:05 A.M. departure en route to Parchman Penitentiary | the Midnight Special | $1,200 | DJ | PLANES, TRAINS & AUTOMOBILES & A BOAT | 2019-05-24 | #8000 | |
| Name of the nocturnal express this prisoner was waiting for | the Midnight Special DD | $1,000 | DJ | TRAINS | 1984-11-28 | #58 |