| EMERALD | With 14-Across, Ireland |
| AIRMEN | Those flying across Ireland have a final word |
| PASSERINE | Bird went by without tail across Ireland |
| AIRTAXI | One's flown commercially in a US sitcom shown across Ireland |
| ADAMS | Which actress travels across Ireland in Leap Year? (5) |
| VIN | With 21-Across: actor who starred with 14-Across in 24-Across; their new movie will be its sequel |
| TIGER | With 35-Down, golfer tied with 14-Across for most PGA Tour wins, with 82 |
| ELVIS | With 14-Across: singer who appeared on the same episode of "The Ed Sullivan Show" as 31-Across on January 6th, 1957, as 31-Across related to Stephen Colbert on Tuesday's show |
| OPRAH | With 14-Across: talk-show legend who put out a statement about 1-Across that said in part: "There wouldn't have been [her show] without [1-Across] being the first to prove that daytime talk and women |
| DONT | With 14-Across and 22-Across: clever working title of a forthcoming late-night comedy show hosted by "SNL" star 22-Across |
| RYAN | With 14-Across, New Year's Eve host who's had beef with 22-Across |
| COLE | With 17-Across: MLB veteran who, with 14-Across, co-announced on Instagram over the weekend that they're expecting their second baby |
| JENNA | 20-Across star Ortega, who did her first joint interview with 14-Across last week with the Hollywood Reporter |
| ANADE | With 26-Across: she was recently spotted with 14-Across on both sides of the Atlantic within a two-day span |
| OSCAR | With 33-Across, "The Office" actor; or, with 14-Across, the role he played on "The Office" |
| RELAY | With 14-Across, event with batons |
| SEEAND | With 14-Across, hobnob with fashionable people |
| PARISHREGISTERS | Local records with a type of music backtrack is hot? With 14 across, it's close to glorious! (6,9) |
| AMERICAN | With 14-Across, long-running TV show popularized by 63-Across |
| EDGAR | With 14-Across and 30-Across, cadet in "The Pale Blue Eye" |