| 1. |  OneyPlays | 256,826 | Oney Plays Pilot Wings (SNES) | 15:12 |
| 2. | NintendoComplete | 145,314 | Pilotwings (SNES) Playthrough | 1:03:29 |
| 3. | Quadraxis14 | 16,097 | Let's Play Pilot Wings Ep. 9 - Nearing the End | 6:21 |
| 4. | IGN | 8,988 | Pilotwings - IGN Plays | 5:53 |
| 5. | RetroGame.Stream | 7,059 | Pilotwings - SNES Full Playthrough No Commentary | 54:50 |
| 6. | TopKirby8305 | 4,741 | TK's Lets Play: Pilotwings (SNES) [HQ] [Part 3] | 22:01 |
| 7. | GoldenFoxStream | 2,226 | In the Arms of an Angel~ - GoldenFox Plays Pilotwings Pt. 10 | 8:13 |
| 8. | halfmoonjoe | 2,178 | ROUGH LANDINGS - Pilotwings - PART 1 | 16:39 |
| 9. | mtiller2006 | 1,497 | (Let's Play) Pilotwings | Part 7 | 6:09 |
| 10. | EightBitRivals | 1,162 | Let's Play Pilotwings (SNES) - 8-Bitter Rivals | 1:02:45 |
| 11. | Patton | 928 | Getting my Pilot's License! | Pilotwings SNES | 2:17:29 |
| 12. | Battle Geek Plus - Press Start To AWESOME! | 591 | Pilotwings Let's Play (SNES) - Battle Geek Plus: We Play Games! | 18:42 |
| 13. | The Rpg Guy | 355 | Let's Play Pilotwings - Episode 10 - Get to the Choppa, AGAIN FOR THE LAST TIME!!! | 14:57 |
| 14. | Luminous | 337 | Let's Play Pilotwings with Jake Part: Finale - Easy every time | 21:54 |
| 15. | ZetaPlays | 263 | Pilotwings (SNES) - 03 - Just Gonna Beat This Real Quick | 37:18 |
| 16. | neoxaquas | 211 | Pilotwings full playthrough [MiSTer FPGA] | 1:29:34 |
| 17. | GigaBoots | 203 | Pilotwings Let's Play 64 Part 6 | 22:21 |
| 18. | Bombchu | 182 | Super Sunday - Episode 2: Pilotwings | SNES 1991 | 29:18 |
| 19. | BitsAndGlory | 86 | Pilotwings Longplay Full Playthrough (Real SNES Hardware) | 55:00 |
| 20. | Valliac | 74 | Let's Play Pilotwings - Part 2 (Finale for now) | 25:16 |
| 21. | ScapinoMedia | 44 | PILOTWINGS (SNES) - First Time Playing | 9:41 |
| 22. | iLadyCon | 41 | PILOTWINGS [SNES] Playthrough. Oh, that sweet Nostalgia! | 23:20 |
| 23. | TobattoVision TV | 39 | Let's Play THE MAGICAL QUEST Tonight at 10 PM! #tobattovisiontv | 0:21 |
| 24. | Biddle3 | 31 | Let's Play Pass The "Salt" | 2:15 |
| 25. | Play it Again Games (Game Store) | 23 | Let's Play with Guests! - SNES Classics on Switch: E3 | 29:17 |
| 26. | jason olsen | 15 | Let's Play: Pilot Wings (SNES) - Am I Flying Drunk? | 15:46 |
| 27. | roknin | 12 | ROKNIN PLAYS [PILOTWINGS]...AT RANDOM | 19:46 |
| 28. | Collectionrevolution VODS | 4 | Nintendo Direct Reaction (2/17/21) / Ghost n' Goblins (NES) & Pilotwings (SNES) | God Help Me | 3:55:37 |
| 29. | AJayy Sanchez | 3 | Robin vs Alph | 2:17 |
