Remember the old game you used to play at school?

Oregon trail reminds me of nothing more than free time in class.

We definitely played this game. The fun thing to do is name the characters after people that you know. Once you play though and see the crazy shit that happens to all of your characters, you will have a great laugh... Bring back some nostalgia? Well you are in luck! You can now play this game online for free! Thanks to the people at classic reloads website we can play classics like this for free.
https://classicreload.com/the-oregon-trail-deluxe-1992.html

I didnt make it down the entire Oregon trail in my playthrough. My characters died of crazy diseases. What happened to yours when you played through?

The Oregon Trail Deluxe one in the series of many best-selling educational computer game developed by Don Rawitsch, Bill Heinemann, and Paul Dillenberger in 1971 and produced by MECC in 1974. The game was inspired by the real-life Oregon Trail and was designed to teach school children about the realities of 19th century pioneer life on the trail. The player assumes the role of a wagon leader guiding his party of settlers from Independence, Missouri, to Oregon's Willamette Valley by way of the Oregon Trail via a Conestoga wagon in 1848.