The present invention relates to the field of olefin oxidation, and specifically provides an olefin oxidation method, which is performed in a distillation reactor, wherein the kettle bottoms of the reaction zone and the distillation zone of the distillation reactor are respectively provided with a first catalyst and a second catalyst, and the first catalyst and the second catalyst respectively contain a titanium-silicon molecular sieve. The method comprises that an olefin, an oxidizing agent and an optional solvent contact in the reaction zone under an oxidative reaction condition. According to the present invention, the second catalyst is filled on the kettle bottom of the distillation zone, such that the small amount of the un-reacted oxidizing agent entering the distillation zone can be further completely converted, and the heating of the distillation zone is stable so as to improve the operation safety of the apparatus; and with the method of the present invention, the service life of the catalyst can be prolonged, the oxidizing reaction of the olefin can be continuously performed for a long time, the high olefin conversion rate, the high oxidative selectivity of the olefin, and the effective utilization rate of the oxidizing agent can be obtained, and the operation safety of the apparatus is good.