| 100% | THECLASH | 8 | Should I Stay or Should I Go band |
| 92% | THE | 3 | With 8-Across, "Should I Stay or Should I Go" band |
| 59% | ISTAY | 5 | Rock oldie, "Should ___ or Should I Go" |
| 59% | IGO | 3 | The Clash's "Should I Stay or Should ___?" (2 wds.) |
| 55% | STAY | 4 | "Should I ___ or Should I Go" (song by the Clash) |
| 55% | STAY | 4 | "Should I ___ or Should I Go" (song from the Clash) |
| 54% | STAY | 4 | "Should I ___ or Should I Go" (1982 song by The Clash) |
| 44% | AREWEDONEHERE | 13 | "Anything else, or can I go?" |
| 41% | WHITESNAKE | 10 | "here i go again" band |
| 41% | CSN | 3 | "Just a Song Before I Go" band, familiarly |
| 39% | METH | 4 | "Give me librium or give me ___" (line from The Boys in the Band) |
| 38% | WHAM | 4 | "Wake Me Up Before You Go-Go" band |
| 38% | WHAM | 4 | Wake Me Up Before You Go-Go band |
| 37% | ITSLATE | 7 | "I should be going" |
| 37% | ITSLATE | 7 | "I should get going ..." |
| 37% | ITSLATE | 7 | “I should be going” |
| 36% | ITSLATE | 7 | "I really should be going" |
| 36% | LABORPOOL | 9 | Should we work on the experiment or go for a swim? |
| 35% | INYOURWAY | 9 | Houston sang If I should stay, I would only be __ |
| 35% | ITSLATE | 7 | "Wow, look at the time! I should really be going" |
| 34% | WESTLIFE | 8 | Irish pop band behind the hit "If I Let You Go" |
| 33% | WALLPAPER | 9 | *"Either that ___ goes, or I do" (Oscar Wilde's reputed last words) |
| 33% | ITSLATE | 7 | Lead-in to "I really should get going" |
| 33% | ISITGOINGTORAIN | 15 | "Should I take an umbrella or not?" |
| 33% | ITSLATE | 7 | "I should probably get going" |
| 32% | STAMP | 5 | "I can go all around the world by staying in one corner. What am I?" |
| 32% | NOR | 3 | "... ___ should I" |
| 32% | LET | 3 | "___ me go!" |
| 31% | WHATSMYBARLINE | 14 | "Should I say 'Come here often?' or 'Hey, babe!'"? |
| 31% | ARM | 3 | Word that can go before "chair" or "band" |