| 2024-05-09 |  RetroGameUp - TAS Videos | Madden NFL '99 (Playstation) - Gameplay Clip [HD] | RetroGameUp | 7:57 | 174 |
| 2024-04-24 | Inhalants For Christ | [PSX-0650] Madden NFL '99 | 41:54 | 64 |
| 2023-12-06 |  Video Game X-D | MADDEN NFL 99 (PlayStation) : '85 Bears vs '67 Raiders | HD GamePlay #XDSPORTS | 16:33 | 434 |
| 2023-02-08 | ThabeastPlays | Thabeast Plays Madden NFL 99 | 3:20:58 | 678 |
| 2023-01-14 | AseriousMan | Aserious Man Plays Madden '99 | 42:06 | 108 |
| 2023-01-07 | The RetroBro | MADDEN VS NFL GAMEDAY 🎮 Playstation 1🎮 | 0:38 | 1,317 |
| 2022-12-05 |  Pantsi's Random Game Videos | Madden NFL 99 - all videos for the Playstation 1 | 24:45 | 816 |
| 2022-05-31 | folzyfantasy15 | An Unconvincing Win- Madden NFL 99 (PS1) Part 12, Green Bay vs. Philadelphia | 39:37 | 102 |
| 2022-03-23 | The Cobb Bros | BATTLE OF THE BAYS - Let's Play Madden 99 ( The Cobb Bros) | 37:53 | 35 |
| 2022-01-12 | VideoGaming4U | Madden NFL 99 (PlayStation) - Philadelphia Eagles vs. Tampa Bay Buccaneers | 42:57 | 1,616 |
| 2021-12-29 | Mountain Gaming | Madden NFL 99 | Remembering John Madden | #PlayStation1 #Madden #JohnMadden #RIP | 21:24 | 62 |
| 2021-09-24 | Jimmy A Gaming | Let's Play Madden 99: Here Comes Kamphuna8/ PS1/ Jimmy A Play's Series "Football Games" EPD 10 | 21:20 | 28 |
| 2021-05-09 | Oheao | PlayStation Classic Gameplay - Madden NFL '99 | 53:06 | 45 |
| 2021-04-10 | Retro Gaming Memories | Madden 99 (playstation 1) gameplay Packers vs Broncos | 31:15 | 465 |
| 2021-02-02 |  Now Loading Please Wait | Madden NFL 99 USA - Playstation (PS1/PSX) | 0:36 | 10 |
| 2020-09-05 | Maddenathon | Madden NFL 99 PS1 | Peyton Manning Rookie Debut | Dolphins vs Colts | 5:34 | 944 |
| 2020-07-27 | N8Dizzl | Just Shutting Out The Saints. | Miami Dolphins Franchise Week 13 | 11:56 | 64 |
| 2020-07-26 | N8Dizzl | DEMOLISHING THE NEW ENGLAND PATRIOTS 33 - 0 | Miami Dolphins Franchise Week 12 | 26:54 | 73 |
| 2020-07-24 | N8Dizzl | THEY BROUGHT A WHOLE AMBALAMPS ON THE FIELD | Miami Dolphins Franchise Week 9 | 30:41 | 51 |
| 2020-07-20 | N8Dizzl | Rams?, RAMS? | Madden 99 Miami Dolphins Franchise Week 7 | 32:03 | 106 |
| 2020-07-18 | N8Dizzl | I Choked Against The Jags... | Miami Dolphins Franchise Week 6 | 24:47 | 62 |
| 2020-07-12 | N8Dizzl | Dan Marino Is The Reason Why We Are Going 0-16... Fax | Miami Dolphins Franchise Week 3 | 33:59 | 82 |
| 2020-07-08 | N8Dizzl | Releasing Everybody After This Game | Madden 99 Miami Dolphin Franchise Week 1 | 28:19 | 91 |
| 2020-05-18 | VideoGaming4U | Madden NFL 99 (Nintendo 64) - New York Jets at Miami Dolphins | 35:59 | 4,309 |
| 2019-09-29 |  petsasjim1 | Madden NFL 99 USA mp4 HYPERSPIN SONY PSX PS1 PLAYSTATION NOT MINE VIDEOS | 0:36 | 10 |
| 2019-05-11 |  zxspectrumgames4 | Video 28 -- Madden NFL 99 (Playstation 1) | 5:06:19 | 484 |
| 2019-04-10 | R.B.I. Vids | Madden 99 Roster Miami Dolphins | 0:49 | 55 |
| 2019-04-10 | R.B.I. Vids | Madden 99 Roster Philadelphia Eagles | 0:56 | 26 |
| 2019-04-10 | R.B.I. Vids | Madden 99 Game 1 Seattle Seahawks at Philadelphia Eagles Week 1 | 38:14 | 286 |
| 2018-05-09 | Chuck Hammer's Gaming Dungeon | 01 Opening | 2:45 | 120 |
| 2018-03-15 | howtoloseatvideogames | Let's Play Madden NFL 99 Pt. 2 - Something Wrong With Their Medulla Oblongatas | 57:50 | 10 |
| 2018-03-14 | howtoloseatvideogames | Let's Play Madden NFL 99 Pt. 1 - Tacklin' Fuel | 44:25 | 27 |
| 2018-02-04 | PS2SPORTSINFOSTATION | Madden NFL 99 PlayStation Denver Broncos vs Atlanta Falcons | 39:30 | 1,084 |
| 2017-12-30 | VideoGaming4U | Madden NFL 99 (PlayStation) | 40:25 | 36,887 |
| 2017-12-07 | PS2SPORTSINFOSTATION | Madden NFL 99 PlayStation Green Bay Packers vs Denver Broncos | 47:37 | 401 |
| 2017-05-31 | FunCade 64 | Madden NFL 99 ~ PS1 PlayStation | 0:36 | 23 |
| 2017-05-20 | NFGL Online | The MADDENing Stream Ep. 8: Madden NFL 99 (Playstation, 1998) | 1:50:23 | 367 |
| 2015-08-20 |  Spielewelten | Lets Play N64 #105 - Madden NFL 99 | 9:55 | 1,059 |
| 2015-06-15 | Cogumelo Venenoso | Madden NFL 99 (Playstation): Intro | 1:48 | 30,825 |
| 2015-03-14 | NEScapades | Madden NFL 99 (Sony Playstation) Broncos vs Falcons (Gameplay) The PS1 Files | 28:14 | 3,889 |
| 2015-01-11 | 10min Gameplay | Madden NFL 99 ... (PS1) Gameplay | 10:01 | 7,673 |
| 2012-07-19 | PSoneChannel | Madden NFL 99 sur Playstation | 1:35 | 204 |
