Chimney Cricket: Oregon Trail Part One

A 2,000-mile promise of “free land” sounds irresistible—until you’re walking beside a creaking wagon at two miles per hour, guarding flour from river water and praying cholera spares your camp. We’re pulling the curtain back on the real Oregon Trail: why ordinary families sold everything for 640 acres, how they trained stubborn oxen, and what a good day looked like when success meant dry firewood, a safe ford, and hardtack that didn’t break a tooth.

We map the true route from Independence and St. Joseph through the Platte River corridor, past Chimney Rock and Fort Laramie, over South Pass, down the Snake, and into the Blue Mountains before the final gamble: raft the Columbia or grind over the Barlow Road around Mount Hood. Along the way, we unpack the daily routine—pre-dawn wakeups, “nooning” for the teams, buffalo chips for fuel, constant repairs—and the invisible killers that made the trail America’s longest graveyard. Cholera, dysentery, typhoid, and scurvy took far more lives than the dime-novel dangers, while accidental gunshots, wagon wheel tragedies, and treacherous fords turned small mistakes into permanent losses.

We also challenge the myth of constant conflict with Native peoples. Many encounters were peaceful, practical, and life-saving: trade for food and gear, guidance to safe crossings, and local knowledge that kept families moving. Yet the migration’s sheer scale disrupted grazing lands and carried diseases that devastated Native communities, adding a heavy moral shadow to the westward dream. By the time travelers reached Oregon City, they still faced winter and the work of building homes from nothing—but rain-soaked soil felt like a hard-won answer to hope.

Hit play to experience the Oregon Trail beyond the game over screen, and stick around for our next chapter on the Sager family’s journey. If this story grabbed you, follow the show, share it with a friend who loved the game, and leave a review to help more history buffs find us.

Send us a text

Support the show

This website contains affiliate links. This means that if you click on a link and purchase a product, I may receive a small commission at no extra cost to you. This helps support the running of this website and allows me to continue providing valuable content. Please note that I only recommend products and services that I believe in and have personally used or researched.