diff --git a/packages/compiler-cli/ngcc/src/entry_point_finder/utils.ts b/packages/compiler-cli/ngcc/src/entry_point_finder/utils.ts
index a264166d01..7a43c237a7 100644
--- a/packages/compiler-cli/ngcc/src/entry_point_finder/utils.ts
+++ b/packages/compiler-cli/ngcc/src/entry_point_finder/utils.ts
@@ -5,7 +5,7 @@
  * Use of this source code is governed by an MIT-style license that can be
  * found in the LICENSE file at https://angular.io/license
  */
-import {AbsoluteFsPath, getFileSystem, join, resolve} from '../../../src/ngtsc/file_system';
+import {AbsoluteFsPath, getFileSystem, join, relative, resolve} from '../../../src/ngtsc/file_system';
 import {PathMappings} from '../utils';
 
 /**
@@ -42,8 +42,8 @@ export function getBasePaths(
       basePaths.push(basePath);
     }));
   }
-  basePaths.sort();  // Get the paths in order with the shorter ones first.
-  return basePaths.filter(removeDeeperPaths);
+  basePaths.sort().reverse();  // Get the paths in order with the longer ones first.
+  return basePaths.filter(removeContainedPaths);
 }
 
 /**
@@ -56,16 +56,25 @@ function extractPathPrefix(path: string) {
 }
 
 /**
- * A filter function that removes paths that are already covered by higher paths.
+ * A filter function that removes paths that are contained by other paths.
+ *
+ * For example:
+ * Given `['a/b/c', 'a/b/x', 'a/b', 'd/e', 'd/f']` we will end up with `['a/b', 'd/e', 'd/f]`.
+ * (Note that we do not get `d` even though `d/e` and `d/f` share a base directory, since `d` is not
+ * one of the base paths.)
  *
  * @param value The current path.
  * @param index The index of the current path.
- * @param array The array of paths (sorted alphabetically).
- * @returns true if this path is not already covered by a previous path.
+ * @param array The array of paths (sorted in reverse alphabetical order).
+ * @returns true if this path is not contained by another path.
  */
-function removeDeeperPaths(value: AbsoluteFsPath, index: number, array: AbsoluteFsPath[]) {
-  for (let i = 0; i < index; i++) {
-    if (value.startsWith(array[i])) return false;
+function removeContainedPaths(value: AbsoluteFsPath, index: number, array: AbsoluteFsPath[]) {
+  // We only need to check the following paths since the `array` is sorted in reverse alphabetic
+  // order.
+  for (let i = index + 1; i < array.length; i++) {
+    // We need to use `relative().startsWith()` rather than a simple `startsWith()` to ensure we
+    // don't assume that `a/b` contains `a/b-2`.
+    if (!relative(array[i], value).startsWith('..')) return false;
   }
   return true;
 }
diff --git a/packages/compiler-cli/ngcc/test/entry_point_finder/directory_walker_entry_point_finder_spec.ts b/packages/compiler-cli/ngcc/test/entry_point_finder/directory_walker_entry_point_finder_spec.ts
index 11fc602663..e8c36e8888 100644
--- a/packages/compiler-cli/ngcc/test/entry_point_finder/directory_walker_entry_point_finder_spec.ts
+++ b/packages/compiler-cli/ngcc/test/entry_point_finder/directory_walker_entry_point_finder_spec.ts
@@ -189,8 +189,8 @@ runInEachFileSystem(() => {
             fs, config, logger, resolver, basePath, pathMappings);
         const {entryPoints} = finder.findEntryPoints();
         expect(dumpEntryPointPaths(basePath, entryPoints)).toEqual([
-          ['../dist/pkg2', '../dist/pkg2'],
           ['test', 'test'],
+          ['../dist/pkg2', '../dist/pkg2'],
         ]);
       });
 
diff --git a/packages/compiler-cli/ngcc/test/entry_point_finder/targeted_entry_point_finder_spec.ts b/packages/compiler-cli/ngcc/test/entry_point_finder/targeted_entry_point_finder_spec.ts
index c7e2cc64dd..454458cf30 100644
--- a/packages/compiler-cli/ngcc/test/entry_point_finder/targeted_entry_point_finder_spec.ts
+++ b/packages/compiler-cli/ngcc/test/entry_point_finder/targeted_entry_point_finder_spec.ts
@@ -228,6 +228,39 @@ runInEachFileSystem(() => {
            expect(entryPoint.package).toEqual(_Abs('/path_mapped/dist/primary'));
          });
 
+      it('should correctly compute an entry-point whose path starts with the same string as another entry-point, via pathMappings',
+         () => {
+           const basePath = _Abs('/path_mapped/node_modules');
+           const targetPath = _Abs('/path_mapped/node_modules/test');
+           const pathMappings: PathMappings = {
+             baseUrl: '/path_mapped/dist',
+             paths: {
+               'lib1': ['my-lib/my-lib', 'my-lib'],
+               'lib2': ['my-lib/a', 'my-lib/a'],
+               'lib3': ['my-lib/b', 'my-lib/b'],
+               'lib4': ['my-lib-other/my-lib-other', 'my-lib-other']
+             }
+           };
+           loadTestFiles([
+             ...createPackage(_Abs('/path_mapped/node_modules'), 'test', ['lib2', 'lib4']),
+             ...createPackage(_Abs('/path_mapped/dist/my-lib'), 'my-lib'),
+             ...createPackage(_Abs('/path_mapped/dist/my-lib'), 'a'),
+             ...createPackage(_Abs('/path_mapped/dist/my-lib'), 'b'),
+             ...createPackage(_Abs('/path_mapped/dist/my-lib-other'), 'my-lib-other'),
+           ]);
+           const srcHost = new EsmDependencyHost(fs, new ModuleResolver(fs, pathMappings));
+           const dtsHost = new DtsDependencyHost(fs, pathMappings);
+           resolver = new DependencyResolver(fs, logger, {esm2015: srcHost}, dtsHost);
+           const finder = new TargetedEntryPointFinder(
+               fs, config, logger, resolver, basePath, targetPath, pathMappings);
+           const {entryPoints} = finder.findEntryPoints();
+           expect(dumpEntryPointPaths(basePath, entryPoints)).toEqual([
+             ['../dist/my-lib/a', '../dist/my-lib/a'],
+             ['../dist/my-lib-other/my-lib-other', '../dist/my-lib-other/my-lib-other'],
+             ['test', 'test'],
+           ]);
+         });
+
       it('should handle pathMappings that map to files or non-existent directories', () => {
         const basePath = _Abs('/path_mapped/node_modules');
         const targetPath = _Abs('/path_mapped/node_modules/test');