A History of Short Words

From the New York Times Crossword Puzzle

TRIP

Wed, 21 Jul '21
It costs about twice as much if it's round
Sat, 26 Jun '21
Junket
Sun, 25 Apr '21
Start off on the wrong foot, maybe?
Mon, 1 Feb '21
Journey
Fri, 29 Jan '21
Word with round or road