| 100% | STOLEHOME | 9 | What Jackie Robinson did, famously, in the first game of the 1955 World Series |
| 64% | STOLEN | 6 | Like home base in Game One of the 1955 World Series, courtesy of Jackie Robinson |
| 49% | STEAL | 5 | Jackie Robinson did it to reach home in the '55 World Series |
| 45% | OUTHIT | 6 | What the Blue Jays did to the Phillies in their World Series game 4 win in 1993 |
| 44% | RAU | 3 | Pitcher Doug who manager Tommy Lasorda famously, and loudly, argued with on the mound in game 4 of the '77 World Series |
| 43% | SWEEP | 5 | Win the first four games in a World Series, e.g. |
| 41% | INVADE | 6 | What the aliens do in "The War of the Worlds" |
| 40% | PUTARINGONIT | 12 | Lock in a spouse, and what the first letters of six Down answers do visually |
| 40% | GETHAPPY | 8 | Song sung by Judy Garland in "Summer Stock," and what the first halves of the starred answers can all do |
| 40% | OPENER | 6 | First game of the series |
| 38% | AWAY | 4 | Like the winning team in every World Series game, for the first time ever (October, 2019) |
| 37% | REDSOX | 6 | Winner of the first World Series (as the "Americans") |
| 37% | TRADINGSPACES | 13 | Reality series whose title describes what the starting sounds of eight TV titles in this puzzle are doing |
| 37% | PITTSBURGHPIRATES | 17 | Loser in the first World Series, 1903 |
| 36% | EPICWIN | 7 | Game 7 of the 2016 World Series, say, if you're a Cubs fan |
| 36% | CHARLIEMORTON | 13 | Winning pitcher of Game 7 of the 2017 World Series (2 wds.) |
| 36% | RUNTHENEWYORKMARATHON | 21 | What thousands do on the first Sunday of every November |
| 36% | STEVEPEARCE | 11 | Red Sox first baseman named MVP of the 2018 World Series (2 wds.) |
| 36% | EYE | 3 | "The ___ of the World" (first novel in Robert Jordan's "The Wheel of Time" series) |
| 35% | INAUGURATE | 10 | What they'll do again in front of the Capitol in 2021 |
| 35% | GOREVIDALNOVELS | 15 | What the first words of eight long answers in this puzzle are |
| 35% | WED | 3 | What to do in the "Chapel of Love" |
| 35% | STOP | 4 | What to do in the name of love? |
| 35% | DONNCLENDENON | 13 | New York Mets first baseman who was MVP of the 1969 World Series (2 wds.) |
| 35% | UNITE | 5 | What Communists want workers of the world to do |
| 35% | SWEEP | 5 | Win the first four World Series games |
| 35% | SWEPT | 5 | Took the World Series in four games |
| 35% | PUTONESFOOTINIT | 15 | Say the wrong thing, or what to do with the first words of the starred answers |
| 35% | SPELLBOOK | 9 | Wizard's reference, and what the first words of the answers to the starred clues do |
| 35% | STARTUPBUSINESS | 15 | Fledgling enterprise ... and what the first word of the answers to starred clues can literally do |