A tapered roller bearing comprising: - an inner ring that includes a large rib defining a roller guide surface, a small rib and a raceway surface formed between the large and small ribs; - an outer ring including a raceway surface; - tapered rollers that are rollably disposed between the raceway surfaces of the inner and outer rings, large end surfaces of the tapered rollers being slidingly guided by the roller guide surface; - a cage that includes pockets for holding the tapered rollers, respectively, and disposed between the raceway surfaces of the inner and outer rings; and - an oil guide member that is mounted on an end portion of the outer ring, and guides, toward an outer peripheral surface of the large rib, lubricating oil flowing from the small rib toward an inner peripheral surface of the outer ring through the pockets, - wherein the oil guide member includes a tubular portion mounted on the end portion of the outer ring, and an annular portion that projects from an end of the tubular portion toward the outer peripheral surface of the large rib and is made of an elastic material so as to be elastically deformed, - wherein an inner peripheral edge of the annular portion is spaced a predetermined distance from the outer peripheral surface of the large rib of the inner ring to form a discharge port for discharging the lubricating oil therebetween, - wherein the annular portion of the oil guide member is elastically deformed in a direction to expand the discharge port, by the flow of lubricating oil, characterized in that the tubular portion of the oil guide member is mounted on an outer peripheral surface of the end portion of the outer ring, the annular portion is formed such that its inner peripheral edge is disposed closer to the large end surfaces of the tapered rollers, and an axial position of the inner peripheral edge of the annular portion is located on an inner side of an axial end of the inner ring. - an inner ring that includes a large rib defining a roller guide surface, a small rib and a raceway surface formed between the large and small ribs; - an outer ring including a raceway surface; - tapered rollers that are rollably disposed between the raceway surfaces of the inner and outer rings, large end surfaces of the tapered rollers being slidingly guided by the roller guide surface; - a cage that includes pockets for holding the tapered rollers, respectively, and disposed between the raceway surfaces of the inner and outer rings; and - an oil guide member that is mounted on an end portion of the outer ring, and guides, toward an outer peripheral surface of the large rib, lubricating oil flowing from the small rib toward an inner peripheral surface of the outer ring through the pockets, - wherein the oil guide member includes a tubular portion mounted on the end portion of the outer ring, and an annular portion that projects from an end of the tubular portion toward the outer peripheral surface of the large rib and is made of an elastic material so as to be elastically deformed, - wherein an inner peripheral edge of the annular portion is spaced a predetermined distance from the outer peripheral surface of the large rib of the inner ring to form a discharge port for discharging the lubricating oil therebetween, - wherein the annular portion of the oil guide member is elastically deformed in a direction to expand the discharge port, by the flow of lubricating oil, characterized in that the tubular portion of the oil guide member is mounted on an outer peripheral surface of the end portion of the outer ring, the annular portion is formed such that its inner peripheral edge is disposed closer to the large end surfaces of the tapered rollers, and an axial position of the inner peripheral edge of the annular portion is located on an inner side of an axial end of the inner ring.