diff --git a/news/2 Fixes/5087.md b/news/2 Fixes/5087.md
new file mode 100644
index 000000000000..1d7f1f9dd4fb
--- /dev/null
+++ b/news/2 Fixes/5087.md	
@@ -0,0 +1 @@
+No prompt displayed to install pylint
diff --git a/src/client/linters/linterInfo.ts b/src/client/linters/linterInfo.ts
index 1028f0c4ec42..566db9ab59da 100644
--- a/src/client/linters/linterInfo.ts
+++ b/src/client/linters/linterInfo.ts
@@ -82,7 +82,7 @@ export class PylintLinterInfo extends LinterInfo {
         }
         // If we're using new LS, then by default Pylint is disabled (unless the user provides a value).
         const inspection = this.workspaceService.getConfiguration('python', resource).inspect<boolean>('linting.pylintEnabled');
-        if (!inspection || (inspection.globalValue === undefined && (inspection.workspaceFolderValue === undefined || inspection.workspaceValue === undefined))) {
+        if (!inspection || (inspection.globalValue === undefined && (inspection.workspaceFolderValue === undefined && inspection.workspaceValue === undefined))) {
             return false;
         }
         return enabled;
diff --git a/src/test/linters/linterinfo.unit.test.ts b/src/test/linters/linterinfo.unit.test.ts
index 1784a7b61842..ed3522ce004f 100644
--- a/src/test/linters/linterinfo.unit.test.ts
+++ b/src/test/linters/linterinfo.unit.test.ts
@@ -53,22 +53,37 @@ suite('Linter Info - Pylint', () => {
 
         expect(linterInfo.isEnabled()).to.be.false;
     });
-    test('Test enabled when using Language Server and Pylint is configured', async () => {
-        const config = mock(ConfigurationService);
-        const workspaceService = mock(WorkspaceService);
-        const linterInfo = new PylintLinterInfo(instance(config), instance(workspaceService), []);
+    const testsForisEnabled =
+        [
+            {
+                testName: 'When workspaceFolder setting is provided',
+                inspection: { workspaceFolderValue: true }
+            },
+            {
+                testName: 'When workspace setting is provided',
+                inspection: { workspaceValue: true }
+            },
+            {
+                testName: 'When global setting is provided',
+                inspection: { globalValue: true }
+            }
+        ];
 
-        const inspection = {
-            globalValue: 'something',
-            workspaceFolderValue: 'something',
-            workspaceValue: 'something'
-        };
-        const pythonConfig = {
-            inspect: () => inspection
-        };
-        when(config.getSettings(anything())).thenReturn({ linting: { pylintEnabled: true }, jediEnabled: false } as any);
-        when(workspaceService.getConfiguration('python', anything())).thenReturn(pythonConfig as any);
+    suite('Test is enabled when using Language Server and Pylint is configured', () => {
+        testsForisEnabled.forEach(testParams => {
+            test(testParams.testName, async () => {
+                const config = mock(ConfigurationService);
+                const workspaceService = mock(WorkspaceService);
+                const linterInfo = new PylintLinterInfo(instance(config), instance(workspaceService), []);
 
-        expect(linterInfo.isEnabled()).to.be.true;
+                const pythonConfig = {
+                    inspect: () => testParams.inspection
+                };
+                when(config.getSettings(anything())).thenReturn({ linting: { pylintEnabled: true }, jediEnabled: false } as any);
+                when(workspaceService.getConfiguration('python', anything())).thenReturn(pythonConfig as any);
+
+                expect(linterInfo.isEnabled()).to.be.true;
+            });
+        });
     });
 });