diff --git a/client/src/entrypoints/admin/page-chooser-modal.js b/client/src/entrypoints/admin/page-chooser-modal.js
index 1159ddde9e..50fea2480a 100644
--- a/client/src/entrypoints/admin/page-chooser-modal.js
+++ b/client/src/entrypoints/admin/page-chooser-modal.js
@@ -102,6 +102,16 @@ const PAGE_CHOOSER_MODAL_ONLOAD_HANDLERS = {
       });
     }
 
+    function updateMultipleChoiceSubmitEnabledState() {
+      // update the enabled state of the multiple choice submit button depending on whether
+      // any items have been selected
+      if ($('[data-multiple-choice-select]:checked', modal.body).length) {
+        $('[data-multiple-choice-submit]', modal.body).removeAttr('disabled');
+      } else {
+        $('[data-multiple-choice-submit]', modal.body).attr('disabled', true);
+      }
+    }
+
     function ajaxifyBrowseResults() {
       /* Set up page navigation links to open in the modal */
       $(
@@ -133,6 +143,11 @@ const PAGE_CHOOSER_MODAL_ONLOAD_HANDLERS = {
       });
 
       wagtail.ui.initDropDowns();
+
+      updateMultipleChoiceSubmitEnabledState();
+      $('[data-multiple-choice-select]', modal.body).on('change', () => {
+        updateMultipleChoiceSubmitEnabledState();
+      });
     }
     ajaxifyBrowseResults();
     initTooltips();
diff --git a/client/src/includes/chooserModal.js b/client/src/includes/chooserModal.js
index e9d58d51ad..95be30c6aa 100644
--- a/client/src/includes/chooserModal.js
+++ b/client/src/includes/chooserModal.js
@@ -228,6 +228,21 @@ class ChooserModalOnloadHandlerFactory {
 
     // Reinitialise any tooltips
     initTooltips();
+
+    this.updateMultipleChoiceSubmitEnabledState(modal);
+    $('[data-multiple-choice-select]', containerElement).on('change', () => {
+      this.updateMultipleChoiceSubmitEnabledState(modal);
+    });
+  }
+
+  updateMultipleChoiceSubmitEnabledState(modal) {
+    // update the enabled state of the multiple choice submit button depending on whether
+    // any items have been selected
+    if ($('[data-multiple-choice-select]:checked', modal.body).length) {
+      $('[data-multiple-choice-submit]', modal.body).removeAttr('disabled');
+    } else {
+      $('[data-multiple-choice-submit]', modal.body).attr('disabled', true);
+    }
   }
 
   modalHasTabs(modal) {
diff --git a/wagtail/admin/templates/wagtailadmin/chooser/browse.html b/wagtail/admin/templates/wagtailadmin/chooser/browse.html
index 8d81e08a99..b2cd014d96 100644
--- a/wagtail/admin/templates/wagtailadmin/chooser/browse.html
+++ b/wagtail/admin/templates/wagtailadmin/chooser/browse.html
@@ -28,7 +28,7 @@
                 {% include 'wagtailadmin/chooser/_browse_results.html' %}
             </div>
 
-            <input type="submit" value="{% trans 'Confirm selection' %}" class="button" />
+            <input type="submit" data-multiple-choice-submit value="{% trans 'Confirm selection' %}" class="button" />
         </form>
     {% else %}
         <div class="page-results">
diff --git a/wagtail/admin/templates/wagtailadmin/chooser/tables/page_checkbox_select_cell.html b/wagtail/admin/templates/wagtailadmin/chooser/tables/page_checkbox_select_cell.html
index 3f226bf415..b42fb3f7d0 100644
--- a/wagtail/admin/templates/wagtailadmin/chooser/tables/page_checkbox_select_cell.html
+++ b/wagtail/admin/templates/wagtailadmin/chooser/tables/page_checkbox_select_cell.html
@@ -1,4 +1,4 @@
 {% load i18n %}
 <td {% if column.classname %}class="{{ column.classname }}"{% endif %}>
-    <input type="checkbox" name="id" value="{{ value }}" {% if not instance.can_choose %}disabled{% endif %} title="{% blocktrans trimmed with title=instance %}Select {{ title }}{% endblocktrans %}">
+    <input type="checkbox" data-multiple-choice-select name="id" value="{{ value }}" {% if not instance.can_choose %}disabled{% endif %} title="{% blocktrans trimmed with title=instance %}Select {{ title }}{% endblocktrans %}">
 </td>
diff --git a/wagtail/admin/templates/wagtailadmin/generic/chooser/checkbox_select_cell.html b/wagtail/admin/templates/wagtailadmin/generic/chooser/checkbox_select_cell.html
index 79340071c0..033ba828e3 100644
--- a/wagtail/admin/templates/wagtailadmin/generic/chooser/checkbox_select_cell.html
+++ b/wagtail/admin/templates/wagtailadmin/generic/chooser/checkbox_select_cell.html
@@ -1,4 +1,4 @@
 {% load i18n %}
 <td {% if column.classname %}class="{{ column.classname }}"{% endif %}>
-    <input type="checkbox" name="id" value="{{ value }}" title="{% blocktrans trimmed with title=instance %}Select {{ title }}{% endblocktrans %}">
+    <input type="checkbox" data-multiple-choice-select name="id" value="{{ value }}" title="{% blocktrans trimmed with title=instance %}Select {{ title }}{% endblocktrans %}">
 </td>
diff --git a/wagtail/admin/templates/wagtailadmin/generic/chooser/chooser.html b/wagtail/admin/templates/wagtailadmin/generic/chooser/chooser.html
index 78a63abb09..7b9b42dceb 100644
--- a/wagtail/admin/templates/wagtailadmin/generic/chooser/chooser.html
+++ b/wagtail/admin/templates/wagtailadmin/generic/chooser/chooser.html
@@ -51,7 +51,7 @@
                         {% include view.results_template_name %}
                     </div>
 
-                    <input type="submit" value="{% trans 'Confirm selection' %}" class="button" />
+                    <input type="submit" data-multiple-choice-submit value="{% trans 'Confirm selection' %}" class="button" />
                 </form>
             {% else %}
                 <div id="search-results" class="listing">
diff --git a/wagtail/images/templates/wagtailimages/chooser/results.html b/wagtail/images/templates/wagtailimages/chooser/results.html
index fb0bc093bb..314ed75cb3 100644
--- a/wagtail/images/templates/wagtailimages/chooser/results.html
+++ b/wagtail/images/templates/wagtailimages/chooser/results.html
@@ -12,7 +12,7 @@
                         <div class="image">{% image image max-165x165 class="show-transparency" %}</div>
                     </a>
                     <h3>
-                        <input type="checkbox" name="id" value="{{ image.id }}" title="{% blocktrans trimmed with title=image.title %}Select {{ title }}{% endblocktrans %}">
+                        <input type="checkbox" data-multiple-choice-select name="id" value="{{ image.id }}" title="{% blocktrans trimmed with title=image.title %}Select {{ title }}{% endblocktrans %}">
                         {{ image.title|ellipsistrim:60 }}
                     </h3>
                 {% else %}