diff --git a/packages/multi-select-combo-box/src/vaadin-multi-select-combo-box-internal.js b/packages/multi-select-combo-box/src/vaadin-multi-select-combo-box-internal.js
index f74fa70cfe..e13b7b8a0e 100644
--- a/packages/multi-select-combo-box/src/vaadin-multi-select-combo-box-internal.js
+++ b/packages/multi-select-combo-box/src/vaadin-multi-select-combo-box-internal.js
@@ -399,6 +399,10 @@ class MultiSelectComboBoxInternal extends ComboBoxDataProviderMixin(ComboBoxMixi
     }
 
     if (this.opened) {
+      // Store filter value for checking if user input is matching
+      // an item which is already selected, to not un-select it.
+      this.lastFilter = this.filter;
+
       this.dispatchEvent(
         new CustomEvent('combo-box-item-selected', {
           detail: {
diff --git a/packages/multi-select-combo-box/test/selecting-items.test.js b/packages/multi-select-combo-box/test/selecting-items.test.js
index b7ee3b7013..e193a44b67 100644
--- a/packages/multi-select-combo-box/test/selecting-items.test.js
+++ b/packages/multi-select-combo-box/test/selecting-items.test.js
@@ -50,6 +50,14 @@ describe('selecting items', () => {
       expect(comboBox.selectedItems).to.deep.equal(['apple']);
     });
 
+    it('should unselect item on click when it was selected on Enter', async () => {
+      await sendKeys({ down: 'ArrowDown' });
+      await sendKeys({ type: 'apple' });
+      await sendKeys({ down: 'Enter' });
+      getFirstItem(comboBox).click();
+      expect(comboBox.selectedItems).to.deep.equal([]);
+    });
+
     it('should not un-select item when typing its value manually', async () => {
       comboBox.selectedItems = ['orange'];
       await sendKeys({ down: 'ArrowDown' });