diff --git a/app/brave_settings_strings.grdp b/app/brave_settings_strings.grdp
index 1f48049b3a26..82c2004bc6f2 100644
--- a/app/brave_settings_strings.grdp
+++ b/app/brave_settings_strings.grdp
@@ -1415,7 +1415,20 @@
   <message name="IDS_SETTINGS_LEO_ASSISTANT_RESET_AND_CLEAR_DATA_LABEL" desc="The text for settings option">
     Clear Leo data
   </message>
-  <!-- Avatars. Generated via zsh and node:
+  <message name="IDS_SETTINGS_LEO_ASSISTANT_RESET_AND_CLEAR_DATA_CONFIRMATION_LABEL" desc="The confirmation window message for reset option">
+    Resetting the Leo assistant will require you to opt-in to use Brave
+Leo in the future and will also clear your chat history. Clearing your
+chat history will delete all your previous conversations with Brave
+Leo. This action cannot be undone.
+  </message>
+  <message name="IDS_SETTINGS_LEO_ASSISTANT_CLEAR_HISTORY_DATA_LABEL" desc="The text for settings option">
+    Brave Leo
+  </message>
+  <message name="IDS_SETTINGS_LEO_ASSISTANT_CLEAR_HISTORY_DATA_SUBLABEL" desc="The text for settings option">
+    Data and chat history
+  </message>
+
+<!-- Avatars. Generated via zsh and node:
         declare -i a=56
         for file in $(cat < avatarlist); do node -e "console.log(\`<message name=\"IDS_BRAVE_AVATAR_LABEL_$a\" desc=\"The label for the $file avatar.\">
     \${\`$file\`.split('_').map(w => w[0].toUpperCase() + w.substr(1)).join(' ').replace('.png', '')}
diff --git a/browser/about_flags.cc b/browser/about_flags.cc
index 65fe79ae48b0..7a4b6fc57e27 100644
--- a/browser/about_flags.cc
+++ b/browser/about_flags.cc
@@ -382,8 +382,17 @@
       kOsWin | kOsMac | kOsLinux | kOsAndroid,                 \
       FEATURE_VALUE_TYPE(ai_chat::features::kAIChat),          \
   })
+#define BRAVE_AI_CHAT_HISTORY                                \
+  EXPAND_FEATURE_ENTRIES({                                   \
+      "brave-ai-chat-history",                               \
+      "Brave AI Chat History",                               \
+      "Enables AI Chat History persistence and management",  \
+      kOsWin | kOsMac | kOsLinux,                            \
+      FEATURE_VALUE_TYPE(ai_chat::features::kAIChatHistory), \
+  })
 #else
 #define BRAVE_AI_CHAT
+#define BRAVE_AI_CHAT_HISTORY
 #endif
 
 // Keep the last item empty.
@@ -880,6 +889,7 @@
   BRAVE_CHANGE_ACTIVE_TAB_ON_SCROLL_EVENT_FEATURE_ENTRIES                      \
   BRAVE_SHARED_PINNED_TABS                                                     \
   BRAVE_AI_CHAT                                                                \
+  BRAVE_AI_CHAT_HISTORY                                                        \
   LAST_BRAVE_FEATURE_ENTRIES_ITEM  // Keep it as the last item.
 namespace flags_ui {
 namespace {
diff --git a/browser/browsing_data/BUILD.gn b/browser/browsing_data/BUILD.gn
index f69531d4ec2f..8fab8b760dd8 100644
--- a/browser/browsing_data/BUILD.gn
+++ b/browser/browsing_data/BUILD.gn
@@ -16,6 +16,7 @@ source_set("browser_tests") {
     deps = [
       "//base",
       "//base/test:test_support",
+      "//brave/components/ai_chat/common/buildflags:buildflags",
       "//chrome/app:command_ids",
       "//chrome/browser",
       "//chrome/browser/browsing_data:constants",
diff --git a/browser/browsing_data/brave_browsing_data_remover_delegate.cc b/browser/browsing_data/brave_browsing_data_remover_delegate.cc
index 6ff46d3b6173..315a8452bd99 100644
--- a/browser/browsing_data/brave_browsing_data_remover_delegate.cc
+++ b/browser/browsing_data/brave_browsing_data_remover_delegate.cc
@@ -32,6 +32,10 @@
 #include "brave/components/ipfs/ipfs_service.h"
 #endif
 
+#if BUILDFLAG(ENABLE_AI_CHAT)
+#include "brave/components/ai_chat/common/features.h"
+#endif
+
 BraveBrowsingDataRemoverDelegate::BraveBrowsingDataRemoverDelegate(
     content::BrowserContext* browser_context)
     : ChromeBrowsingDataRemoverDelegate(browser_context),
@@ -70,6 +74,13 @@ void BraveBrowsingDataRemoverDelegate::RemoveEmbedderData(
     brave_news::BraveNewsControllerFactory::GetForContext(profile_)
         ->ClearHistory();
   }
+#if BUILDFLAG(ENABLE_AI_CHAT)
+  if (remove_mask & chrome_browsing_data_remover::DATA_TYPE_BRAVE_LEO_HISTORY &&
+      ai_chat::features::IsAIChatEnabled() &&
+      ai_chat::features::IsAIChatHistoryEnabled()) {
+    ClearAiChatHistory(delete_begin, delete_end);
+  }
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
 }
 
 void BraveBrowsingDataRemoverDelegate::ClearShieldsSettings(
@@ -101,6 +112,14 @@ void BraveBrowsingDataRemoverDelegate::ClearShieldsSettings(
   }
 }
 
+#if BUILDFLAG(ENABLE_AI_CHAT)
+void BraveBrowsingDataRemoverDelegate::ClearAiChatHistory(base::Time begin_time,
+                                                          base::Time end_time) {
+  // Handler for the Brave Leo History clearing.
+  // It is prepared for future implementation.
+}
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+
 #if BUILDFLAG(ENABLE_IPFS)
 void BraveBrowsingDataRemoverDelegate::WaitForIPFSRepoGC(
     base::Process process) {
diff --git a/browser/browsing_data/brave_browsing_data_remover_delegate.h b/browser/browsing_data/brave_browsing_data_remover_delegate.h
index a33d31a69aef..f69d93152739 100644
--- a/browser/browsing_data/brave_browsing_data_remover_delegate.h
+++ b/browser/browsing_data/brave_browsing_data_remover_delegate.h
@@ -10,6 +10,7 @@
 #include "base/memory/raw_ptr.h"
 #include "base/memory/weak_ptr.h"
 #include "base/time/time.h"
+#include "brave/components/ai_chat/common/buildflags/buildflags.h"
 #include "brave/components/ipfs/buildflags/buildflags.h"
 #include "chrome/browser/browsing_data/chrome_browsing_data_remover_delegate.h"
 
@@ -49,6 +50,9 @@ class BraveBrowsingDataRemoverDelegate
                           override;
 
   void ClearShieldsSettings(base::Time begin_time, base::Time end_time);
+#if BUILDFLAG(ENABLE_AI_CHAT)
+  void ClearAiChatHistory(base::Time begin_time, base::Time end_time);
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
 #if BUILDFLAG(ENABLE_IPFS)
   void ClearIPFSCache();
   void WaitForIPFSRepoGC(base::Process process);
diff --git a/browser/browsing_data/brave_clear_browsing_data.cc b/browser/browsing_data/brave_clear_browsing_data.cc
index 43f43b18d2ba..4810f0bb54c3 100644
--- a/browser/browsing_data/brave_clear_browsing_data.cc
+++ b/browser/browsing_data/brave_clear_browsing_data.cc
@@ -11,6 +11,7 @@
 #include "base/run_loop.h"
 #include "base/scoped_multi_source_observation.h"
 #include "base/trace_event/trace_event.h"
+#include "brave/components/ai_chat/common/buildflags/buildflags.h"
 #include "chrome/browser/browser_process.h"
 #include "chrome/browser/browsing_data/chrome_browsing_data_remover_constants.h"
 #include "chrome/browser/lifetime/browser_shutdown.h"
@@ -102,6 +103,12 @@ bool BrowsingDataRemovalWatcher::GetClearBrowsingDataOnExitSettings(
   if (prefs->GetBoolean(browsing_data::prefs::kDeleteSiteSettingsOnExit))
     *remove_mask |= chrome_browsing_data_remover::DATA_TYPE_CONTENT_SETTINGS;
 
+#if BUILDFLAG(ENABLE_AI_CHAT)
+  if (prefs->GetBoolean(browsing_data::prefs::kDeleteBraveLeoHistoryOnExit)) {
+    *remove_mask |= chrome_browsing_data_remover::DATA_TYPE_BRAVE_LEO_HISTORY;
+  }
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+
   return (*remove_mask != 0);
 }
 
diff --git a/browser/browsing_data/brave_clear_browsing_data_browsertest.cc b/browser/browsing_data/brave_clear_browsing_data_browsertest.cc
index 466dc2d38d51..690d4c09626e 100644
--- a/browser/browsing_data/brave_clear_browsing_data_browsertest.cc
+++ b/browser/browsing_data/brave_clear_browsing_data_browsertest.cc
@@ -14,6 +14,7 @@
 #include "base/task/single_thread_task_runner.h"
 #include "base/test/scoped_feature_list.h"
 #include "brave/browser/browsing_data/brave_clear_browsing_data.h"
+#include "brave/components/ai_chat/common/buildflags/buildflags.h"
 #include "chrome/app/chrome_command_ids.h"
 #include "chrome/browser/browsing_data/chrome_browsing_data_remover_constants.h"
 #include "chrome/browser/profiles/profile.h"
@@ -160,6 +161,10 @@ class BraveClearDataOnExitTest
                             true);
     prefService->SetBoolean(browsing_data::prefs::kDeleteSiteSettingsOnExit,
                             true);
+#if BUILDFLAG(ENABLE_AI_CHAT)
+    prefService->SetBoolean(browsing_data::prefs::kDeleteBraveLeoHistoryOnExit,
+                            true);
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
   }
 
   uint64_t GetRemoveMaskAll() {
@@ -169,6 +174,9 @@ class BraveClearDataOnExitTest
            chrome_browsing_data_remover::DATA_TYPE_SITE_DATA |
            chrome_browsing_data_remover::DATA_TYPE_PASSWORDS |
            chrome_browsing_data_remover::DATA_TYPE_FORM_DATA |
+#if BUILDFLAG(ENABLE_AI_CHAT)
+           chrome_browsing_data_remover::DATA_TYPE_BRAVE_LEO_HISTORY |
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
            chrome_browsing_data_remover::DATA_TYPE_CONTENT_SETTINGS;
   }
 
diff --git a/browser/extensions/api/settings_private/brave_prefs_util.cc b/browser/extensions/api/settings_private/brave_prefs_util.cc
index 737fd39c602f..5dcb4f18fd95 100644
--- a/browser/extensions/api/settings_private/brave_prefs_util.cc
+++ b/browser/extensions/api/settings_private/brave_prefs_util.cc
@@ -221,6 +221,10 @@ const PrefsUtil::TypedPrefMap& BravePrefsUtil::GetAllowlistedKeys() {
       settings_api::PrefType::PREF_TYPE_BOOLEAN;
   (*s_brave_allowlist)[browsing_data::prefs::kDeleteHostedAppsDataOnExit] =
       settings_api::PrefType::PREF_TYPE_BOOLEAN;
+  (*s_brave_allowlist)[browsing_data::prefs::kDeleteBraveLeoHistory] =
+      settings_api::PrefType::PREF_TYPE_BOOLEAN;
+  (*s_brave_allowlist)[browsing_data::prefs::kDeleteBraveLeoHistoryOnExit] =
+      settings_api::PrefType::PREF_TYPE_BOOLEAN;
   (*s_brave_allowlist)[kAlwaysShowBookmarkBarOnNTP] =
       settings_api::PrefType::PREF_TYPE_BOOLEAN;
   (*s_brave_allowlist)[kMRUCyclingEnabled] =
diff --git a/browser/resources/settings/brave_clear_browsing_data_dialog/brave_clear_browsing_data_on_exit_page.html b/browser/resources/settings/brave_clear_browsing_data_dialog/brave_clear_browsing_data_on_exit_page.html
index 939ac99c1bfa..fac819e1c81f 100644
--- a/browser/resources/settings/brave_clear_browsing_data_dialog/brave_clear_browsing_data_on_exit_page.html
+++ b/browser/resources/settings/brave_clear_browsing_data_dialog/brave_clear_browsing_data_on_exit_page.html
@@ -28,6 +28,13 @@
                       sub-label="[[counters.cookies]]"
                       no-set-pref>
   </settings-checkbox>
+  <settings-checkbox id="leoResetOnExitCheckbox"
+                      pref="{{prefs.browser.clear_data.brave_leo_on_exit}}"
+                      label="$i18n{leoClearHistoryData}"
+                      sub-label="$i18n{leoClearHistoryDataSubLabel}"
+                      hidden="[[!isLeoAssistantAndHistoryAllowed_]]"
+                      no-set-pref>
+  </settings-checkbox>
   <settings-checkbox id="cacheCheckboxOnExit"
                       class="cache-checkbox"
                       pref="{{prefs.browser.clear_data.cache_on_exit}}"
diff --git a/browser/resources/settings/brave_clear_browsing_data_dialog/brave_clear_browsing_data_on_exit_page.ts b/browser/resources/settings/brave_clear_browsing_data_dialog/brave_clear_browsing_data_on_exit_page.ts
index 447a9ed55811..dc427c1ad1d7 100644
--- a/browser/resources/settings/brave_clear_browsing_data_dialog/brave_clear_browsing_data_on_exit_page.ts
+++ b/browser/resources/settings/brave_clear_browsing_data_dialog/brave_clear_browsing_data_on_exit_page.ts
@@ -43,6 +43,13 @@ Polymer({
       },
     },
 
+    isLeoAssistantAndHistoryAllowed_: {
+      type: Boolean,
+      value: function() {
+        return loadTimeData.getBoolean('isLeoAssistantAllowed')
+          && loadTimeData.getBoolean('isLeoAssistantHistoryAllowed');
+      },
+    }
   },
 
   listeners: {'settings-boolean-control-change': 'updateModified_'},
diff --git a/browser/resources/settings/brave_leo_assistant_page/brave_leo_assistant_page.ts b/browser/resources/settings/brave_leo_assistant_page/brave_leo_assistant_page.ts
index b1be69a6833d..d3e53055610d 100644
--- a/browser/resources/settings/brave_leo_assistant_page/brave_leo_assistant_page.ts
+++ b/browser/resources/settings/brave_leo_assistant_page/brave_leo_assistant_page.ts
@@ -44,7 +44,11 @@ class BraveLeoAssistantPageElement extends BraveLeoAssistantPageBase {
       BraveLeoAssistantBrowserProxyImpl.getInstance()
 
     onResetAssistantData_() {
-      this.browserProxy_.resetLeoData()
+      const message =
+        this.i18n('braveLeoAssistantResetAndClearDataConfirmationText')
+      if(window.confirm(message)) {
+        this.browserProxy_.resetLeoData()
+      }
     }
 
     override ready () {
diff --git a/browser/resources/settings/brave_overrides/clear_browsing_data_dialog.ts b/browser/resources/settings/brave_overrides/clear_browsing_data_dialog.ts
index 32daf585f698..773be529337a 100644
--- a/browser/resources/settings/brave_overrides/clear_browsing_data_dialog.ts
+++ b/browser/resources/settings/brave_overrides/clear_browsing_data_dialog.ts
@@ -88,5 +88,37 @@ RegisterPolymerTemplateModifications({
     } else {
       rewardsResetLink.textContent = loadTimeData.getString('resetRewardsData')
     }
+
+    // Append Leo reset checkbox
+    const isLeoAssistantAndHistoryAllowed =
+      loadTimeData.getBoolean('isLeoAssistantAllowed')
+        && loadTimeData.getBoolean('isLeoAssistantHistoryAllowed')
+    if (isLeoAssistantAndHistoryAllowed) {
+      const cacheCheckbox = templateContent
+        .querySelector('[id="cacheCheckbox"]')
+      if (!cacheCheckbox) {
+        console.error(`[Brave Settings Overrides] cannot find
+         'id="cacheCheckbox"' in clear-browsing-data-dialog`)
+        return
+      }
+      cacheCheckbox.insertAdjacentHTML(
+        'beforebegin',
+        getTrustedHTML`
+        <settings-checkbox
+          id="leoResetCheckbox"
+          pref="{{prefs.browser.clear_data.brave_leo}}"
+          label="[[i18n('leoClearHistoryData')]]"
+          sub-label="[[i18n('leoClearHistoryDataSubLabel')]]"
+          disabled="[[clearingInProgress_]]"
+          no-set-pref>
+        </settings-checkbox>`)
+
+      const leoResetCheckbox =
+        templateContent.querySelector('[id="leoResetCheckbox"]')
+      if (!leoResetCheckbox) {
+        console.error(
+          '[Brave Settings Overrides] Couldn\'t find Leo reset link')
+      }
+    }
   }
 })
diff --git a/browser/ui/webui/brave_settings_ui.cc b/browser/ui/webui/brave_settings_ui.cc
index 6ee5d45a6da1..7b99fbf2e435 100644
--- a/browser/ui/webui/brave_settings_ui.cc
+++ b/browser/ui/webui/brave_settings_ui.cc
@@ -192,8 +192,11 @@ void BraveSettingsUI::AddResources(content::WebUIDataSource* html_source,
 #if BUILDFLAG(ENABLE_AI_CHAT)
   html_source->AddBoolean("isLeoAssistantAllowed",
                           ai_chat::features::IsAIChatEnabled());
+  html_source->AddBoolean("isLeoAssistantHistoryAllowed",
+                          ai_chat::features::IsAIChatHistoryEnabled());
 #else
   html_source->AddBoolean("isLeoAssistantAllowed", false);
+  html_source->AddBoolean("isLeoAssistantHistoryAllowed", false);
 #endif
 }
 
diff --git a/browser/ui/webui/settings/brave_settings_localized_strings_provider.cc b/browser/ui/webui/settings/brave_settings_localized_strings_provider.cc
index c2e0c851e78e..57992f6be23a 100644
--- a/browser/ui/webui/settings/brave_settings_localized_strings_provider.cc
+++ b/browser/ui/webui/settings/brave_settings_localized_strings_provider.cc
@@ -373,6 +373,12 @@ void BraveAddCommonStrings(content::WebUIDataSource* html_source,
      IDS_SETTINGS_LEO_ASSISTANT_SHOW_SUGGESTED_PROMPTS_LABEL},
     {"braveLeoAssistantResetAndClearDataLabel",
      IDS_SETTINGS_LEO_ASSISTANT_RESET_AND_CLEAR_DATA_LABEL},
+    {"braveLeoAssistantResetAndClearDataConfirmationText",
+     IDS_SETTINGS_LEO_ASSISTANT_RESET_AND_CLEAR_DATA_CONFIRMATION_LABEL},
+    {"leoClearHistoryData",
+     IDS_SETTINGS_LEO_ASSISTANT_CLEAR_HISTORY_DATA_LABEL},
+    {"leoClearHistoryDataSubLabel",
+     IDS_SETTINGS_LEO_ASSISTANT_CLEAR_HISTORY_DATA_SUBLABEL},
 
     // New Tab Page
     {"braveNewTab", IDS_SETTINGS_NEW_TAB},
diff --git a/build/config/brave_build.gni b/build/config/brave_build.gni
index bb2395dade8c..8265df440881 100644
--- a/build/config/brave_build.gni
+++ b/build/config/brave_build.gni
@@ -15,6 +15,7 @@ import("//brave/browser/resources/history/sources.gni")
 import("//brave/browser/resources/settings/sources.gni")
 import("//brave/browser/ui/color/sources.gni")
 import("//brave/build/mac/config.gni")
+import("//brave/components/browsing_data/core/sources.gni")
 import("//brave/components/content_settings/core/browser/sources.gni")
 import("//brave/components/omnibox/browser/sources.gni")
 import("//brave/components/search_engines/sources.gni")
diff --git a/chromium_src/chrome/browser/android/browsing_data/browsing_data_bridge.cc b/chromium_src/chrome/browser/android/browsing_data/browsing_data_bridge.cc
index ec993b4a503c..623014cf1af0 100644
--- a/chromium_src/chrome/browser/android/browsing_data/browsing_data_bridge.cc
+++ b/chromium_src/chrome/browser/android/browsing_data/browsing_data_bridge.cc
@@ -3,9 +3,20 @@
  * License, v. 2.0. If a copy of the MPL was not distributed with this file,
  * You can obtain one at http://mozilla.org/MPL/2.0/. */
 
+#include "brave/components/ai_chat/common/buildflags/buildflags.h"
+
+#if !BUILDFLAG(ENABLE_AI_CHAT)
 #define BRAVE_CLEAR_BROWSING_DATA                          \
   remove_mask |= BrowsingDataRemover::DATA_TYPE_DOWNLOADS; \
   break;
+#else  // BUILDFLAG(ENABLE_AI_CHAT)
+#define BRAVE_CLEAR_BROWSING_DATA                                             \
+  remove_mask |= BrowsingDataRemover::DATA_TYPE_DOWNLOADS;                    \
+  break;                                                                      \
+  case browsing_data::BrowsingDataType::BRAVE_AI_CHAT:                        \
+    remove_mask |= chrome_browsing_data_remover::DATA_TYPE_BRAVE_LEO_HISTORY; \
+    break;
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
 
 #include "src/chrome/browser/android/browsing_data/browsing_data_bridge.cc"
 #undef BRAVE_CLEAR_BROWSING_DATA
diff --git a/chromium_src/chrome/browser/browsing_data/chrome_browsing_data_remover_constants.h b/chromium_src/chrome/browser/browsing_data/chrome_browsing_data_remover_constants.h
new file mode 100644
index 000000000000..acac839f3b7f
--- /dev/null
+++ b/chromium_src/chrome/browser/browsing_data/chrome_browsing_data_remover_constants.h
@@ -0,0 +1,23 @@
+/* Copyright (c) 2023 The Brave Authors. All rights reserved.
+ * This Source Code Form is subject to the terms of the Mozilla Public
+ * License, v. 2.0. If a copy of the MPL was not distributed with this file,
+ * You can obtain one at https://mozilla.org/MPL/2.0/. */
+
+#ifndef BRAVE_CHROMIUM_SRC_CHROME_BROWSER_BROWSING_DATA_CHROME_BROWSING_DATA_REMOVER_CONSTANTS_H_
+#define BRAVE_CHROMIUM_SRC_CHROME_BROWSER_BROWSING_DATA_CHROME_BROWSING_DATA_REMOVER_CONSTANTS_H_
+
+#include "brave/components/ai_chat/common/buildflags/buildflags.h"
+
+#include "src/chrome/browser/browsing_data/chrome_browsing_data_remover_constants.h"  // IWYU pragma: export
+
+namespace chrome_browsing_data_remover {
+constexpr DataType GetBraveDataTypeValue(const int index) {
+  return DataType(1) << (63 - index);
+}
+
+#if BUILDFLAG(ENABLE_AI_CHAT)
+constexpr DataType DATA_TYPE_BRAVE_LEO_HISTORY = GetBraveDataTypeValue(0);
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+}  // namespace chrome_browsing_data_remover
+
+#endif  // BRAVE_CHROMIUM_SRC_CHROME_BROWSER_BROWSING_DATA_CHROME_BROWSING_DATA_REMOVER_CONSTANTS_H_
diff --git a/chromium_src/chrome/browser/ui/webui/settings/settings_clear_browsing_data_handler.cc b/chromium_src/chrome/browser/ui/webui/settings/settings_clear_browsing_data_handler.cc
index fd0614e99871..7c281583e34d 100644
--- a/chromium_src/chrome/browser/ui/webui/settings/settings_clear_browsing_data_handler.cc
+++ b/chromium_src/chrome/browser/ui/webui/settings/settings_clear_browsing_data_handler.cc
@@ -3,6 +3,7 @@
  * License, v. 2.0. If a copy of the MPL was not distributed with this file,
  * You can obtain one at http://mozilla.org/MPL/2.0/. */
 
+#include "brave/components/ai_chat/common/buildflags/buildflags.h"
 #include "chrome/browser/browsing_data/browsing_data_important_sites_util.h"
 #include "chrome/browser/profiles/profile.h"
 
@@ -25,7 +26,21 @@ void BraveRemoveJumplist(Profile* profile) {
   }                                                                    \
   browsing_data_important_sites_util
 #endif
+
+#if BUILDFLAG(ENABLE_AI_CHAT)
+#define NUM_TYPES                                                           \
+  BRAVE_AI_CHAT:                                                            \
+  remove_mask |= chrome_browsing_data_remover::DATA_TYPE_BRAVE_LEO_HISTORY; \
+  break;                                                                    \
+  case BrowsingDataType::NUM_TYPES
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+
 #include "src/chrome/browser/ui/webui/settings/settings_clear_browsing_data_handler.cc"
+
+#if BUILDFLAG(ENABLE_AI_CHAT)
+#undef NUM_TYPES
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+
 #if BUILDFLAG(IS_WIN)
 #undef browsing_data_important_sites_util
 #endif
diff --git a/chromium_src/components/browsing_data/core/DEPS b/chromium_src/components/browsing_data/core/DEPS
new file mode 100644
index 000000000000..b06128fc2df5
--- /dev/null
+++ b/chromium_src/components/browsing_data/core/DEPS
@@ -0,0 +1,3 @@
+include_rules = [
+  "+brave/components/ai_chat/common/buildflags/buildflags.h",
+]
diff --git a/chromium_src/components/browsing_data/core/browsing_data_utils.cc b/chromium_src/components/browsing_data/core/browsing_data_utils.cc
new file mode 100644
index 000000000000..763dc81a9bc2
--- /dev/null
+++ b/chromium_src/components/browsing_data/core/browsing_data_utils.cc
@@ -0,0 +1,62 @@
+/* Copyright (c) 2023 The Brave Authors. All rights reserved.
+ * This Source Code Form is subject to the terms of the Mozilla Public
+ * License, v. 2.0. If a copy of the MPL was not distributed with this file,
+ * You can obtain one at https://mozilla.org/MPL/2.0/. */
+
+#include "brave/chromium_src/components/browsing_data/core/browsing_data_utils.h"
+
+#include "base/containers/fixed_flat_map.h"
+
+#if BUILDFLAG(ENABLE_AI_CHAT)
+#define GetDeletionPreferenceFromDataType \
+  GetDeletionPreferenceFromDataType_ChromiumImpl
+#define GetDataTypeFromDeletionPreference \
+  GetDataTypeFromDeletionPreference_ChromiumImpl
+#define NUM_TYPES \
+  NUM_TYPES:      \
+  case BrowsingDataType::BRAVE_AI_CHAT
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+
+#include "src/components/browsing_data/core/browsing_data_utils.cc"
+
+#if BUILDFLAG(ENABLE_AI_CHAT)
+#undef NUM_TYPES
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+#undef GetDataTypeFromDeletionPreference
+#undef GetDeletionPreferenceFromDataType
+
+namespace browsing_data {
+
+#if BUILDFLAG(ENABLE_AI_CHAT)
+bool GetDeletionPreferenceFromDataType(
+    BrowsingDataType data_type,
+    ClearBrowsingDataTab clear_browsing_data_tab,
+    std::string* out_pref) {
+  if (clear_browsing_data_tab == ClearBrowsingDataTab::ADVANCED &&
+      data_type == BrowsingDataType::BRAVE_AI_CHAT) {
+    *out_pref = prefs::kDeleteBraveLeoHistory;
+    return true;
+  }
+
+  return GetDeletionPreferenceFromDataType_ChromiumImpl(
+      data_type, clear_browsing_data_tab, out_pref);
+}
+
+absl::optional<BrowsingDataType> GetDataTypeFromDeletionPreference(
+    const std::string& pref_name) {
+  static constexpr auto kPreferenceToDataType =
+      base::MakeFixedFlatMap<base::StringPiece, BrowsingDataType>({
+          {prefs::kDeleteBraveLeoHistory, BrowsingDataType::BRAVE_AI_CHAT},
+          {prefs::kDeleteBraveLeoHistoryOnExit,
+           BrowsingDataType::BRAVE_AI_CHAT},
+      });
+
+  auto* iter = kPreferenceToDataType.find(pref_name);
+  if (iter != kPreferenceToDataType.end()) {
+    return iter->second;
+  }
+  return GetDataTypeFromDeletionPreference_ChromiumImpl(pref_name);
+}
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+
+}  // namespace browsing_data
diff --git a/chromium_src/components/browsing_data/core/browsing_data_utils.h b/chromium_src/components/browsing_data/core/browsing_data_utils.h
new file mode 100644
index 000000000000..1e7cd05442cc
--- /dev/null
+++ b/chromium_src/components/browsing_data/core/browsing_data_utils.h
@@ -0,0 +1,21 @@
+/* Copyright (c) 2023 The Brave Authors. All rights reserved.
+ * This Source Code Form is subject to the terms of the Mozilla Public
+ * License, v. 2.0. If a copy of the MPL was not distributed with this file,
+ * You can obtain one at https://mozilla.org/MPL/2.0/. */
+
+#ifndef BRAVE_CHROMIUM_SRC_COMPONENTS_BROWSING_DATA_CORE_BROWSING_DATA_UTILS_H_
+#define BRAVE_CHROMIUM_SRC_COMPONENTS_BROWSING_DATA_CORE_BROWSING_DATA_UTILS_H_
+
+#include "brave/components/ai_chat/common/buildflags/buildflags.h"
+
+#if BUILDFLAG(ENABLE_AI_CHAT)
+#define NUM_TYPES NUM_TYPES, BRAVE_AI_CHAT
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+
+#include "src/components/browsing_data/core/browsing_data_utils.h"  // IWYU pragma: export
+
+#if BUILDFLAG(ENABLE_AI_CHAT)
+#undef NUM_TYPES
+#endif  // BUILDFLAG(ENABLE_AI_CHAT)
+
+#endif  // BRAVE_CHROMIUM_SRC_COMPONENTS_BROWSING_DATA_CORE_BROWSING_DATA_UTILS_H_
diff --git a/chromium_src/components/browsing_data/core/pref_names.cc b/chromium_src/components/browsing_data/core/pref_names.cc
index bf159db20254..76c996fc4c89 100644
--- a/chromium_src/components/browsing_data/core/pref_names.cc
+++ b/chromium_src/components/browsing_data/core/pref_names.cc
@@ -36,6 +36,8 @@ void RegisterBrowserUserPrefs(user_prefs::PrefRegistrySyncable* registry) {
   registry->RegisterBooleanPref(kDeleteFormDataOnExit, false);
   registry->RegisterBooleanPref(kDeleteHostedAppsDataOnExit, false);
   registry->RegisterBooleanPref(kDeleteSiteSettingsOnExit, false);
+  registry->RegisterBooleanPref(kDeleteBraveLeoHistory, false);
+  registry->RegisterBooleanPref(kDeleteBraveLeoHistoryOnExit, false);
 }
 
 }  // namespace prefs
diff --git a/chromium_src/components/browsing_data/core/pref_names.h b/chromium_src/components/browsing_data/core/pref_names.h
index bb4bcd3aa5d9..db6757ad8bb0 100644
--- a/chromium_src/components/browsing_data/core/pref_names.h
+++ b/chromium_src/components/browsing_data/core/pref_names.h
@@ -20,7 +20,9 @@ extern const char kDeletePasswordsOnExit[];
 extern const char kDeleteFormDataOnExit[];
 extern const char kDeleteHostedAppsDataOnExit[];
 extern const char kDeleteSiteSettingsOnExit[];
-
+constexpr char kDeleteBraveLeoHistory[] = "browser.clear_data.brave_leo";
+constexpr char kDeleteBraveLeoHistoryOnExit[] =
+    "browser.clear_data.brave_leo_on_exit";
 }  // namespace prefs
 
 }  // namespace browsing_data
diff --git a/components/ai_chat/common/features.cc b/components/ai_chat/common/features.cc
index f08b0c4780c7..5de62f33f8bd 100644
--- a/components/ai_chat/common/features.cc
+++ b/components/ai_chat/common/features.cc
@@ -22,4 +22,12 @@ bool IsAIChatEnabled() {
   return base::FeatureList::IsEnabled(features::kAIChat);
 }
 
+BASE_FEATURE(kAIChatHistory,
+             "kAIChatHistory",
+             base::FEATURE_DISABLED_BY_DEFAULT);
+
+bool IsAIChatHistoryEnabled() {
+  return base::FeatureList::IsEnabled(features::kAIChatHistory);
+}
+
 }  // namespace ai_chat::features
diff --git a/components/ai_chat/common/features.h b/components/ai_chat/common/features.h
index 23b35ea3282a..137510e98399 100644
--- a/components/ai_chat/common/features.h
+++ b/components/ai_chat/common/features.h
@@ -20,6 +20,10 @@ extern const base::FeatureParam<double> kAITemperature;
 
 bool IsAIChatEnabled();
 
+BASE_DECLARE_FEATURE(kAIChatHistory);
+
+bool IsAIChatHistoryEnabled();
+
 }  // namespace ai_chat::features
 
 #endif  // BRAVE_COMPONENTS_AI_CHAT_COMMON_FEATURES_H_
diff --git a/components/browsing_data/core/sources.gni b/components/browsing_data/core/sources.gni
new file mode 100644
index 000000000000..e6271132aa6a
--- /dev/null
+++ b/components/browsing_data/core/sources.gni
@@ -0,0 +1,7 @@
+# Copyright (c) 2023 The Brave Authors. All rights reserved.
+# This Source Code Form is subject to the terms of the Mozilla Public
+# License, v. 2.0. If a copy of the MPL was not distributed with this file,
+# You can obtain one at https://mozilla.org/MPL/2.0/.
+
+brave_components_browsing_data_core_deps =
+    [ "//brave/components/ai_chat/common/buildflags" ]
diff --git a/patches/components-browsing_data-core-BUILD.gn.patch b/patches/components-browsing_data-core-BUILD.gn.patch
new file mode 100644
index 000000000000..bfc059cc27b6
--- /dev/null
+++ b/patches/components-browsing_data-core-BUILD.gn.patch
@@ -0,0 +1,12 @@
+diff --git a/components/browsing_data/core/BUILD.gn b/components/browsing_data/core/BUILD.gn
+index 47b02706c77ba04fa994dd922e125a2e9bcd6119..020f099e7b07a563c7f0553fa774834ab33357d3 100644
+--- a/components/browsing_data/core/BUILD.gn
++++ b/components/browsing_data/core/BUILD.gn
+@@ -47,6 +47,7 @@ static_library("core") {
+     "//components/webdata/common",
+     "//ui/base",
+   ]
++  import("//brave/components/browsing_data/core/sources.gni") deps += brave_components_browsing_data_core_deps
+ }
+ 
+ if (is_android) {