- May 1, 1839, the Peoria Party sets out on the Oregon Trail for the Oregon Country.
- May 2, 1843, meetings at Champoeg create Provisional Government of Oregon.
- May 9, 1850, member of the First Executive Committee and namesake of Hillsboro, David Hill dies.
- May 11, 1792, Capt. Gray enters the Columbia River, becoming the first Euro-American to accomplish this feat.
- May 18, 2007, tire king Les Schwab, founder of Les Schwab Tire Centers, dies at the age of 89 in Prineville.
- May 21, 1998, Kip Kinkel goes on a shooting spree at Thurston High School in Springfield.
- May 22, 1902, Crater Lake National Park is established as Oregon's only National Park.
- May 30, 1978, sportswear company Blue Ribbon Sports officially changes its name to Nike.
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