| 2025-10-13 |  iTastrophy | 59,100 | Gaming Companies Take On The Oregon Trail! | 0:00 |
| 2025-04-21 | BC Gaming | 3,660 | THE OREGON TRAIL - THIS GAME IS KINDA EASY | 0:00 |
| 2024-12-24 | Elbigdog | 136 | On the Eleventh Day of Christmas...Oregon Trail | 0:00 |
| 2024-12-04 | Dragon Divide | 6,720 | 🔴Live! Oregon Trail Remake: The search for dysentery... | 0:00 |
| 2024-11-12 | Willowier | 512 | The Oregon Trail ep.2: A SUCCESSFUL FIRST TRIP | 0:00 |
| 2024-07-19 | Jordan Whitrock | 2,950 | How to Survive with 1 Cripple on The Oregon Trail | 20:36 |
| 2023-11-17 | Bored With The Boys | 3,310 | Broken Wagons and Broken Hearts | Oregon Trail Card Game | 22:41 |
| 2023-07-30 | cyber games mentor | 7 | Oregon Trail: Boom Town | No Commentary | 2023 | 9:25 |
| 2023-05-17 | Bettypvp | 23,000 | "THE OREGON TRAIL BOOM TOWN" Game:the oregon trail 3rd edition cd | 3 facts about the oregon trail | 1:11 |
| 2023-05-01 | Static Multimedia Video Games | 208 | Experience Frontier Life in the Oregon Trail: Boom Town | 0:30 |
| 2023-04-27 | Kael Xuanji | 59 | 【STEAM】The Oregon Trail — 牛仔與怪奇生物DLC | Free Dlcs #steam #streamer #freedlc | 0:50 |
| 2023-04-26 | Translucent Origin | 4,640 | The Oregon Trail: Boom Town [Mobile] - Level 1-4 | 4:36 |
| 2023-04-25 | KHUM PROPERTY DEVELOPER | 2,050 | เกมส์ใหม่ล่าสุด | The Oregon Trail: Boom Town เป็นเกมแนว Simulation ตั้งถิ่นฐานสร้างเมือง | 27:27 |
| 2023-04-24 | Miss Sensational Gaming | 1,050 | The Oregon Trail: Boom Town Playthrough Part 1 | 10:15 |
| 2023-04-20 | Fat_Kid | 229 | The Oregon Trail - Fat Kid Studios - Come Play Today | 1:55:54 |
| 2023-04-09 | Player One Start | 9,580 | 🔴 Player One Start Live - April 9th 2023 | 3:03:13 |
| 2023-03-08 | PhilosoShy's Game Channel! | 659 | The Oregon Dragoons! ~~ Let's Play The Oregon Trail! OREGONIAN STYLE!!! III | 18:56 |
| 2023-01-28 | Retro Stylz | 6,630 | I ACTUALLY BEAT The Oregon Trail!! Part 12 | 1:35:43 |
| 2023-01-25 | Side Quest Momma | 2,930 | Oregon Trail 2022 - Can We Survive? - Part 5 - Parting of the Ways to Fort Hall | 57:23 |
| 2023-01-06 | HM05 Entertainment | 818 | The Oregon Trail - The road to Julesburg | 0:00 |
| 2022-12-24 | The Capable Planet | 493 | The Oregon Trail Apple Arcade What happens when you have The cook class in the party | 0:47 |
| 2022-12-17 | Taco Game Time! | 153,000 | TRYING TO KILL MY CHILDHOOD WITH DYSENTERY! / Oregon Trail | 23:39 |
| 2022-12-14 | DeuceMS | 14,800 | HEADED WEST #3 | The Oregon Trail | 1:42:00 |
| 2022-12-12 | Jenness Games | 64 | The Oregon Trail (2022) - Attempt 1 - Part 2 | 3:22:40 |
| 2022-12-09 | Talia’s Gaming Den | 170 | I Play The Oregon Trail (Part 1) | 22:14 |
| 2022-12-03 | SideQuesting | 631 | Oregon Trail review | 13:31 |
| 2022-12-03 | JoeUsual | 46,200 | SPEED RUN BIGGER WAGON START!- THE OREGON TRAIL 2022 | 6:16:06 |
| 2022-12-03 | AroundDaClockGames | 2,370 | The Oregon Trail (HD) PC Gameplay | 15:21 |
| 2022-11-26 | The Historical Gamer | 71,900 | Oregon Trail | Completing the First Leg | Fort Kearny | First Look | New Series | Part 3 | 0:00 |
| 2022-11-17 | The Many Talented Mr. Jefferson | 1,230 | The Oregon Trail | Kanz or Bust | Rescued! Just in the nick of time! That poor ox.... | 11:48 |
| 2022-11-15 | The Ginger Empire | 11,300 | 🔴Oregon Trail LIVE! Finishing the Main Trail!🔴 | 3:12:41 |
| 2022-10-31 | worthplayingvideos | 12,500 | The Oregon Trail [PC/Switch] Coming to PC & Nintendo Switch | 1:10 |
| 2022-07-12 | big_al_315 | 134 | Twitch Clip: The Oregon Trail, shot the Bison in the butt | 0:30 |
| 2021-11-28 | Apple TV Gameplays | 6,770 | The Oregon Trail [4K60, Apple TV 4K (2nd generation) Gameplay] | 30:00 |
| 2019-09-26 | andyvhb | 6,490 | VIDEOGAME PICKUPS 2019 # 50--- WAL-MART EDITION | 3:40 |
| 2013-05-12 | DarkValentine1984 | 3,410 | DV's Let's Play: The Oregon Trail Part 1 | 26:37 |
