diff --git a/src/core/server/opensearch/version_check/opensearch_opensearch_dashboards_version_compatability.test.ts b/src/core/server/opensearch/version_check/opensearch_opensearch_dashboards_version_compatability.test.ts
index 44773e22818c..80de3a19f0a5 100644
--- a/src/core/server/opensearch/version_check/opensearch_opensearch_dashboards_version_compatability.test.ts
+++ b/src/core/server/opensearch/version_check/opensearch_opensearch_dashboards_version_compatability.test.ts
@@ -68,6 +68,18 @@ describe('plugins/opensearch', () => {
       it('when majors and minors are not equal, but the engine is on legacy version 8.0.0 and OpenSearch Dashboards is on 2.0.0', () => {
         expect(opensearchVersionCompatibleWithOpenSearchDashboards('8.0.0', '2.0.0')).toBe(false);
       });
+
+      it('when majors and minors are not equal, but the engine is on legacy version 6.10.3 and OpenSearch Dashboards is on 3.0.0', () => {
+        expect(opensearchVersionCompatibleWithOpenSearchDashboards('6.10.3', '3.0.0')).toBe(false);
+      });
+
+      it('when majors and minors are not equal, but the engine is on legacy version 7.10.3 and OpenSearch Dashboards is on 3.0.0', () => {
+        expect(opensearchVersionCompatibleWithOpenSearchDashboards('7.10.3', '3.0.0')).toBe(false);
+      });
+
+      it('when majors and minors are not equal, but the engine is on legacy version 8.0.0 and OpenSearch Dashboards is on 3.0.0', () => {
+        expect(opensearchVersionCompatibleWithOpenSearchDashboards('8.0.0', '3.0.0')).toBe(false);
+      });
     });
 
     describe('returns true', () => {
@@ -110,6 +122,18 @@ describe('plugins/opensearch', () => {
       it('when majors and minors are not equal, but the engine is on legacy version 7.10.2 and OpenSearch Dashboards is on 2.1.0', () => {
         expect(opensearchVersionCompatibleWithOpenSearchDashboards('7.10.2', '2.1.0')).toBe(true);
       });
+
+      it('when majors and minors are not equal, but the engine is on legacy version 7.10.2 and OpenSearch Dashboards is on 3.0.0', () => {
+        expect(opensearchVersionCompatibleWithOpenSearchDashboards('7.10.2', '3.0.0')).toBe(true);
+      });
+
+      it('when majors and minors are not equal, but the engine is on legacy version 7.10.2 and OpenSearch Dashboards is on 3.0.1', () => {
+        expect(opensearchVersionCompatibleWithOpenSearchDashboards('7.10.2', '3.0.1')).toBe(true);
+      });
+
+      it('when majors and minors are not equal, but the engine is on legacy version 7.10.2 and OpenSearch Dashboards is on 3.1.0', () => {
+        expect(opensearchVersionCompatibleWithOpenSearchDashboards('7.10.2', '3.1.0')).toBe(true);
+      });
     });
   });
 });
diff --git a/src/core/server/opensearch/version_check/opensearch_opensearch_dashboards_version_compatability.ts b/src/core/server/opensearch/version_check/opensearch_opensearch_dashboards_version_compatability.ts
index 8ecae4d60250..ab8e3725d73d 100644
--- a/src/core/server/opensearch/version_check/opensearch_opensearch_dashboards_version_compatability.ts
+++ b/src/core/server/opensearch/version_check/opensearch_opensearch_dashboards_version_compatability.ts
@@ -45,7 +45,7 @@ interface VersionNumbers {
  *
  * WARNING: OpenSearchDashboards 7.x could cause conflicts.
  */
-const osdLegacyCompatibleMajorVersions = [1, 2];
+const osdLegacyCompatibleMajorVersions = [1, 2, 3];
 
 /**
  * Checks for the compatibilitiy between OpenSearch and OpenSearchDashboards versions
diff --git a/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.test.ts b/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.test.ts
index f1e052979c09..10a01c004e04 100644
--- a/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.test.ts
+++ b/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.test.ts
@@ -89,5 +89,6 @@ describe('savedObjects/health_check/isConfigVersionUpgradeable', function () {
   isUpgradeableTest('1.0.1', '1.0.0', false);
   isUpgradeableTest('7.10.2', '1.1.0', true);
   isUpgradeableTest('7.10.2', '2.0.0', true);
-  isUpgradeableTest('7.10.2', '3.0.0', false);
+  isUpgradeableTest('7.10.2', '3.0.0', true);
+  isUpgradeableTest('7.10.2', '4.0.0', false);
 });
diff --git a/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.ts b/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.ts
index 3a111371c578..44206e6345b7 100644
--- a/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.ts
+++ b/src/core/server/ui_settings/create_or_upgrade_saved_config/is_config_version_upgradeable.ts
@@ -35,7 +35,7 @@ import semver from 'semver';
  *
  * WARNING: OpenSearchDashboards 7.x could cause conflicts.
  */
-const osdValidMajorVersions = [1, 2];
+const osdValidMajorVersions = [1, 2, 3];
 const rcVersionRegex = /^(\d+\.\d+\.\d+)\-rc(\d+)$/i;
 
 function extractRcNumber(version: string): [string, number] {