diff --git a/src/Flex.php b/src/Flex.php
index de4ee857a..ad7c9b484 100644
--- a/src/Flex.php
+++ b/src/Flex.php
@@ -587,7 +587,7 @@ private function synchronizePackageJson(string $rootDir)
         $vendorDir = trim((new Filesystem())->makePathRelative($this->config->get('vendor-dir'), $rootDir), '/');
 
         $executor = new ScriptExecutor($this->composer, $this->io, $this->options);
-        $synchronizer = new PackageJsonSynchronizer($rootDir, $vendorDir, $executor);
+        $synchronizer = new PackageJsonSynchronizer($rootDir, $vendorDir, $executor, $this->io);
 
         if ($synchronizer->shouldSynchronize()) {
             $lockData = $this->composer->getLocker()->getLockData();
diff --git a/src/PackageJsonSynchronizer.php b/src/PackageJsonSynchronizer.php
index 3b7fdcb75..ed60bbe27 100644
--- a/src/PackageJsonSynchronizer.php
+++ b/src/PackageJsonSynchronizer.php
@@ -11,8 +11,10 @@
 
 namespace Symfony\Flex;
 
+use Composer\IO\IOInterface;
 use Composer\Json\JsonFile;
 use Composer\Json\JsonManipulator;
+use Composer\Semver\Semver;
 use Composer\Semver\VersionParser;
 use Seld\JsonLint\ParsingException;
 
@@ -25,13 +27,15 @@ class PackageJsonSynchronizer
     private $rootDir;
     private $vendorDir;
     private $scriptExecutor;
+    private $io;
     private $versionParser;
 
-    public function __construct(string $rootDir, string $vendorDir, ScriptExecutor $scriptExecutor)
+    public function __construct(string $rootDir, string $vendorDir, ScriptExecutor $scriptExecutor, IOInterface $io)
     {
         $this->rootDir = $rootDir;
         $this->vendorDir = $vendorDir;
         $this->scriptExecutor = $scriptExecutor;
+        $this->io = $io;
         $this->versionParser = new VersionParser();
     }
 
@@ -246,8 +250,23 @@ private function updateImportMap(array $importMapEntries): void
         $importMapData = include $this->rootDir.'/importmap.php';
 
         foreach ($importMapEntries as $name => $importMapEntry) {
+
             if (isset($importMapData[$name])) {
-                continue;
+                if (!isset($importMapData[$name]['version'])) {
+                    // AssetMapper 6.3
+                    continue;
+                }
+
+
+                $version = $importMapData[$name]['version'];
+                $versionConstraint = $importMapEntry['version'] ?? null;
+
+                // if the version constraint is satisfied, skip - else, update the package
+                if (Semver::satisfies($version, $versionConstraint)) {
+                    continue;
+                }
+
+                $this->io->writeError(sprintf('Updating package <comment>%s</> from <info>%s</> to <info>%s</>.', $name, $version, $versionConstraint));
             }
 
             if (isset($importMapEntry['path'])) {
diff --git a/tests/PackageJsonSynchronizerTest.php b/tests/PackageJsonSynchronizerTest.php
index 588cc98c7..7e6b27c0d 100644
--- a/tests/PackageJsonSynchronizerTest.php
+++ b/tests/PackageJsonSynchronizerTest.php
@@ -11,6 +11,7 @@
 
 namespace Symfony\Flex\Tests;
 
+use Composer\IO\IOInterface;
 use PHPUnit\Framework\TestCase;
 use Symfony\Component\Filesystem\Filesystem;
 use Symfony\Flex\PackageJsonSynchronizer;
@@ -31,7 +32,8 @@ protected function setUp(): void
         $this->synchronizer = new PackageJsonSynchronizer(
             $this->tempDir,
             'vendor',
-            $this->scriptExecutor
+            $this->scriptExecutor,
+            $this->createMock(IOInterface::class)
         );
     }
 
@@ -385,4 +387,55 @@ public function testSynchronizeAssetMapperNewPackage()
             json_decode(file_get_contents($this->tempDir.'/assets/controllers.json'), true)
         );
     }
+
+    public function testSynchronizeAssetMapperUpgradesPackageIfNeeded()
+    {
+        $importMap = [
+            '@hotcake/foo' => [
+                // constraint in package.json is ^1.9.0
+                'version' => '1.8.0',
+            ],
+        ];
+        file_put_contents($this->tempDir.'/importmap.php', sprintf('<?php return %s;', var_export($importMap, true)));
+
+        $fileModulePath = $this->tempDir.'/vendor/symfony/new-package/assets/dist/loader.js';
+        $this->scriptExecutor->expects($this->exactly(2))
+            ->method('execute')
+            ->withConsecutive(
+                ['symfony-cmd', 'importmap:require', ['@hotcake/foo@^1.9.0']],
+                ['symfony-cmd', 'importmap:require', ['@symfony/new-package', '--path='.$fileModulePath]]
+            );
+
+        $this->synchronizer->synchronize([
+            [
+                'name' => 'symfony/new-package',
+                'keywords' => ['symfony-ux'],
+            ],
+        ]);
+    }
+
+    public function testSynchronizeAssetMapperSkipsUpgradeIfAlreadySatisfied()
+    {
+        $importMap = [
+            '@hotcake/foo' => [
+                // constraint in package.json is ^1.9.0
+                'version' => '1.9.1',
+            ],
+        ];
+        file_put_contents($this->tempDir.'/importmap.php', sprintf('<?php return %s;', var_export($importMap, true)));
+
+        $fileModulePath = $this->tempDir.'/vendor/symfony/new-package/assets/dist/loader.js';
+        $this->scriptExecutor->expects($this->once())
+            ->method('execute')
+            ->withConsecutive(
+                ['symfony-cmd', 'importmap:require', ['@symfony/new-package', '--path='.$fileModulePath]]
+            );
+
+        $this->synchronizer->synchronize([
+            [
+                'name' => 'symfony/new-package',
+                'keywords' => ['symfony-ux'],
+            ],
+        ]);
+    }
 }