diff --git a/rendering/cases/layer-vectortile-rotate-text/expected.png b/rendering/cases/layer-vectortile-rotate-text/expected.png
new file mode 100644
index 0000000000..c035e9ec7e
Binary files /dev/null and b/rendering/cases/layer-vectortile-rotate-text/expected.png differ
diff --git a/rendering/cases/layer-vectortile-rotate-text/main.js b/rendering/cases/layer-vectortile-rotate-text/main.js
new file mode 100644
index 0000000000..0056e4748a
--- /dev/null
+++ b/rendering/cases/layer-vectortile-rotate-text/main.js
@@ -0,0 +1,44 @@
+import MVT from '../../../src/ol/format/MVT.js';
+import Map from '../../../src/ol/Map.js';
+import VectorTileLayer from '../../../src/ol/layer/VectorTile.js';
+import VectorTileSource from '../../../src/ol/source/VectorTile.js';
+import View from '../../../src/ol/View.js';
+import {Stroke, Style, Text} from '../../../src/ol/style.js';
+import {createXYZ} from '../../../src/ol/tilegrid.js';
+
+new Map({
+  layers: [
+    new VectorTileLayer({
+      style: function (feature, resolution) {
+        const name = feature.get('name');
+        if (feature.getGeometry().getType() === 'LineString' && name) {
+          return new Style({
+            stroke: new Stroke({
+              width: 2,
+              color: 'red',
+            }),
+            text: new Text({
+              text: name,
+              font: 'italic bold 18px Ubuntu',
+              placement: 'line',
+            }),
+          });
+        }
+      },
+      source: new VectorTileSource({
+        format: new MVT(),
+        tileGrid: createXYZ(),
+        url: '/data/tiles/mapbox-streets-v6/{z}/{x}/{y}.vector.pbf',
+        transition: 0,
+      }),
+    }),
+  ],
+  target: 'map',
+  view: new View({
+    center: [1825927.7316762917, 6143091.089223046],
+    rotation: Math.PI / 2,
+    zoom: 14,
+  }),
+});
+
+render({message: 'Vector tile layer has upright labels', tolerance: 0.01});
diff --git a/src/ol/geom/flat/textpath.js b/src/ol/geom/flat/textpath.js
index e0f4f2c49b..89b4a04add 100644
--- a/src/ol/geom/flat/textpath.js
+++ b/src/ol/geom/flat/textpath.js
@@ -2,6 +2,7 @@
  * @module ol/geom/flat/textpath
  */
 import {lerp} from '../../math.js';
+import {rotate} from './transform.js';
 
 /**
  * @param {Array<number>} flatCoordinates Path to put text on.
@@ -15,6 +16,7 @@ import {lerp} from '../../math.js';
  * @param {function(string, string, Object<string, number>):number} measureAndCacheTextWidth Measure and cache text width.
  * @param {string} font The font.
  * @param {Object<string, number>} cache A cache of measured widths.
+ * @param {number} rotation Rotation to apply to the flatCoordinates to determine whether text needs to be reversed.
  * @return {Array<Array<*>>} The result array (or null if `maxAngle` was
  * exceeded). Entries of the array are x, y, anchorX, angle, chunk.
  */
@@ -29,12 +31,28 @@ export function drawTextOnPath(
   scale,
   measureAndCacheTextWidth,
   font,
-  cache
+  cache,
+  rotation
 ) {
   const result = [];
 
   // Keep text upright
-  const reverse = flatCoordinates[offset] > flatCoordinates[end - stride];
+  let reverse;
+  if (rotation) {
+    const rotatedCoordinates = rotate(
+      flatCoordinates,
+      offset,
+      end,
+      stride,
+      rotation,
+      [flatCoordinates[offset], flatCoordinates[offset + 1]]
+    );
+    reverse =
+      rotatedCoordinates[0] >
+      rotatedCoordinates[rotatedCoordinates.length - stride];
+  } else {
+    reverse = flatCoordinates[offset] > flatCoordinates[end - stride];
+  }
 
   const numChars = text.length;
 
diff --git a/src/ol/render/canvas/Executor.js b/src/ol/render/canvas/Executor.js
index 1df7430306..5fdd1e6c54 100644
--- a/src/ol/render/canvas/Executor.js
+++ b/src/ol/render/canvas/Executor.js
@@ -957,7 +957,8 @@ class Executor {
               Math.abs(textScale[0]),
               measureAndCacheTextWidth,
               font,
-              cachedWidths
+              cachedWidths,
+              viewRotationFromTransform ? 0 : this.viewRotation_
             );
             if (parts) {
               let rendered = false;