diff --git a/libavfilter/vf_libplacebo.c b/libavfilter/vf_libplacebo.c
index 393a0126c1..42501c51f2 100644
--- a/libavfilter/vf_libplacebo.c
+++ b/libavfilter/vf_libplacebo.c
@@ -912,7 +912,9 @@ static void update_crops(AVFilterContext *ctx, LibplaceboInput *in,
         image->crop.y0 = av_expr_eval(s->crop_y_pexpr, s->var_values, NULL);
         image->crop.x1 = image->crop.x0 + s->var_values[VAR_CROP_W];
         image->crop.y1 = image->crop.y0 + s->var_values[VAR_CROP_H];
-        if (s->rotation % PL_ROTATION_180 == PL_ROTATION_90) {
+
+        const pl_rotation rot_total = image->rotation - target->rotation;
+        if ((rot_total + PL_ROTATION_360) % PL_ROTATION_180 == PL_ROTATION_90) {
             /* Libplacebo expects the input crop relative to the actual frame
              * dimensions, so un-transpose them here */
             FFSWAP(float, image->crop.x0, image->crop.y0);