diff --git a/blocksuite/affine/components/src/toolbar/tooltip.ts b/blocksuite/affine/components/src/toolbar/tooltip.ts
index 99aad4dd5..fffe48f22 100644
--- a/blocksuite/affine/components/src/toolbar/tooltip.ts
+++ b/blocksuite/affine/components/src/toolbar/tooltip.ts
@@ -190,7 +190,10 @@ export class Tooltip extends LitElement {
             middleware: [
               this.autoFlip && flip({ padding: AUTO_FLIP_PADDING }),
               this.autoShift && shift({ padding: AUTO_SHIFT_PADDING }),
-              offset((this.arrow ? TRIANGLE_HEIGHT : 0) + this.offset),
+              offset({
+                mainAxis: (this.arrow ? TRIANGLE_HEIGHT : 0) + this.offsetY,
+                crossAxis: this.offsetX,
+              }),
               arrow({
                 element: portalRoot.shadowRoot!.querySelector('.arrow')!,
               }),
@@ -264,7 +267,7 @@ export class Tooltip extends LitElement {
    * Show a triangle arrow pointing to the reference element.
    */
   @property({ attribute: false })
-  accessor arrow = true;
+  accessor arrow = false;
 
   /**
    * changes the placement of the floating element in order to keep it in view,
@@ -303,7 +306,10 @@ export class Tooltip extends LitElement {
    * See https://floating-ui.com/docs/offset
    */
   @property({ attribute: false })
-  accessor offset = 4;
+  accessor offsetY = 6;
+
+  @property({ attribute: false })
+  accessor offsetX = 0;
 
   @property({ attribute: 'tip-position' })
   accessor placement: Placement = 'top';
diff --git a/packages/frontend/core/src/blocksuite/ai/chat-panel/index.ts b/packages/frontend/core/src/blocksuite/ai/chat-panel/index.ts
index 7b1d4867e..5797aad91 100644
--- a/packages/frontend/core/src/blocksuite/ai/chat-panel/index.ts
+++ b/packages/frontend/core/src/blocksuite/ai/chat-panel/index.ts
@@ -1,5 +1,6 @@
 import type { WorkspaceDialogService } from '@affine/core/modules/dialogs';
 import type { FeatureFlagService } from '@affine/core/modules/feature-flag';
+import type { WorkbenchService } from '@affine/core/modules/workbench';
 import type {
   ContextEmbedStatus,
   CopilotSessionType,
@@ -98,6 +99,9 @@ export class ChatPanel extends SignalWatcher(
   @property({ attribute: false })
   accessor affineWorkspaceDialogService!: WorkspaceDialogService;
 
+  @property({ attribute: false })
+  accessor affineWorkbenchService!: WorkbenchService;
+
   @state()
   accessor session: CopilotSessionType | null | undefined;
 
@@ -137,34 +141,72 @@ export class ChatPanel extends SignalWatcher(
       <ai-chat-toolbar
         .session=${this.session}
         .workspaceId=${this.doc.workspace.id}
+        .docId=${this.doc.id}
         .onNewSession=${this.newSession}
         .onTogglePin=${this.togglePin}
         .onOpenSession=${this.openSession}
+        .onOpenDoc=${this.openDoc}
         .docDisplayConfig=${this.docDisplayConfig}
         .notification=${notification}
       ></ai-chat-toolbar>
     `;
   }
 
+  private readonly getSessionIdFromUrl = () => {
+    if (this.affineWorkbenchService) {
+      const { workbench } = this.affineWorkbenchService;
+      const location = workbench.location$.value;
+      const searchParams = new URLSearchParams(location.search);
+      const sessionId = searchParams.get('sessionId');
+      if (sessionId) {
+        workbench.activeView$.value.updateQueryString(
+          { sessionId: undefined },
+          { replace: true }
+        );
+      }
+      return sessionId;
+    }
+    return undefined;
+  };
+
+  private readonly setSession = (
+    session: CopilotSessionType | null | undefined
+  ) => {
+    this.session = session ?? null;
+  };
+
   private readonly initSession = async () => {
     if (!AIProvider.session) {
       return;
     }
+    const sessionId = this.getSessionIdFromUrl();
     const pinSessions = await AIProvider.session.getSessions(
       this.doc.workspace.id,
       undefined,
       { pinned: true, limit: 1 }
     );
+
     if (Array.isArray(pinSessions) && pinSessions[0]) {
+      // pinned session
       this.session = pinSessions[0];
+    } else if (sessionId) {
+      // sessionId from url
+      const session = await AIProvider.session.getSession(
+        this.doc.workspace.id,
+        sessionId
+      );
+      this.setSession(session);
     } else {
+      // latest doc session
       const docSessions = await AIProvider.session.getSessions(
         this.doc.workspace.id,
         this.doc.id,
         { action: false, fork: false, limit: 1 }
       );
+      // sessions is descending ordered by updatedAt
       // the first item is the latest session
-      this.session = docSessions?.[0] ?? null;
+      const session = docSessions?.[0];
+      this.setSession(session);
     }
   };
 
@@ -186,7 +228,7 @@ export class ChatPanel extends SignalWatcher(
         this.doc.workspace.id,
         sessionId
       );
-      this.session = session ?? null;
+      this.setSession(session);
     }
     return this.session;
   };
@@ -197,7 +239,7 @@ export class ChatPanel extends SignalWatcher(
       this.doc.workspace.id,
       options.sessionId
     );
-    this.session = session ?? null;
+    this.setSession(session);
   };
 
   private readonly newSession = () => {
@@ -208,12 +250,31 @@ export class ChatPanel extends SignalWatcher(
   };
 
   private readonly openSession = async (sessionId: string) => {
+    if (this.session?.id === sessionId) {
+      return;
+    }
     this.resetPanel();
     const session = await AIProvider.session?.getSession(
       this.doc.workspace.id,
       sessionId
     );
-    this.session = session ?? null;
+    this.setSession(session);
+  };
+
+  private readonly openDoc = async (docId: string, sessionId: string) => {
+    if (this.doc.id === docId) {
+      if (this.session?.id === sessionId || this.session?.pinned) {
+        return;
+      }
+      await this.openSession(sessionId);
+    } else if (this.affineWorkbenchService) {
+      const { workbench } = this.affineWorkbenchService;
+      if (this.session?.pinned) {
+        workbench.open(`/${docId}`, { at: 'active' });
+      } else {
+        workbench.open(`/${docId}?sessionId=${sessionId}`, { at: 'active' });
+      }
+    }
   };
 
   private readonly togglePin = async () => {
diff --git a/packages/frontend/core/src/blocksuite/ai/components/ai-chat-toolbar/ai-chat-toolbar.ts b/packages/frontend/core/src/blocksuite/ai/components/ai-chat-toolbar/ai-chat-toolbar.ts
index 64edff5fd..fed17e468 100644
--- a/packages/frontend/core/src/blocksuite/ai/components/ai-chat-toolbar/ai-chat-toolbar.ts
+++ b/packages/frontend/core/src/blocksuite/ai/components/ai-chat-toolbar/ai-chat-toolbar.ts
@@ -23,6 +23,9 @@ export class AIChatToolbar extends WithDisposable(ShadowlessElement) {
   @property({ attribute: false })
   accessor workspaceId!: string;
 
+  @property({ attribute: false })
+  accessor docId: string | undefined;
+
   @property({ attribute: false })
   accessor onNewSession!: () => void;
 
@@ -32,6 +35,9 @@ export class AIChatToolbar extends WithDisposable(ShadowlessElement) {
   @property({ attribute: false })
   accessor onOpenSession!: (sessionId: string) => void;
 
+  @property({ attribute: false })
+  accessor onOpenDoc!: (docId: string, sessionId: string) => void;
+
   @property({ attribute: false })
   accessor docDisplayConfig!: DocDisplayConfig;
 
@@ -80,9 +86,9 @@ export class AIChatToolbar extends WithDisposable(ShadowlessElement) {
         </div>
         <div class="chat-toolbar-icon" @click=${this.onTogglePin}>
           ${pinned ? PinedIcon() : PinIcon()}
-          <affine-tooltip
-            >${pinned ? 'Unpin this Chat' : 'Pin this Chat'}</affine-tooltip
-          >
+          <affine-tooltip>
+            ${pinned ? 'Unpin this Chat' : 'Pin this Chat'}
+          </affine-tooltip>
         </div>
         <div
           class="chat-toolbar-icon history-button"
@@ -126,12 +132,24 @@ export class AIChatToolbar extends WithDisposable(ShadowlessElement) {
   };
 
   private readonly onSessionClick = async (sessionId: string) => {
+    if (this.session?.id === sessionId) {
+      this.notification?.toast('You are already in this chat');
+      return;
+    }
     const confirm = await this.unpinConfirm();
     if (confirm) {
       this.onOpenSession(sessionId);
     }
   };
 
+  private readonly onDocClick = async (docId: string, sessionId: string) => {
+    if (this.docId === docId && this.session?.id === sessionId) {
+      this.notification?.toast('You are already in this chat');
+      return;
+    }
+    this.onOpenDoc(docId, sessionId);
+  };
+
   private readonly toggleHistoryMenu = () => {
     if (this.abortController) {
       this.abortController.abort();
@@ -150,6 +168,7 @@ export class AIChatToolbar extends WithDisposable(ShadowlessElement) {
           .workspaceId=${this.workspaceId}
           .docDisplayConfig=${this.docDisplayConfig}
           .onSessionClick=${this.onSessionClick}
+          .onDocClick=${this.onDocClick}
           .notification=${this.notification}
         ></ai-session-history>
       `,
diff --git a/packages/frontend/core/src/blocksuite/ai/components/ai-chat-toolbar/ai-session-history.ts b/packages/frontend/core/src/blocksuite/ai/components/ai-chat-toolbar/ai-session-history.ts
index 8b1fb890b..6b22b41ed 100644
--- a/packages/frontend/core/src/blocksuite/ai/components/ai-chat-toolbar/ai-session-history.ts
+++ b/packages/frontend/core/src/blocksuite/ai/components/ai-chat-toolbar/ai-session-history.ts
@@ -45,17 +45,22 @@ export class AISessionHistory extends WithDisposable(ShadowlessElement) {
       }
 
       .ai-session-item {
+        position: relative;
         display: flex;
         height: 24px;
         padding: 2px 4px;
         justify-content: space-between;
         align-items: center;
+        border-radius: 4px;
         cursor: pointer;
       }
 
-      .ai-session-item:hover {
+      .ai-session-item:hover:not(:has(.ai-session-doc:hover)) {
+        background: ${unsafeCSSVarV2('layer/background/hoverOverlay')};
+      }
+
+      .ai-session-doc:hover {
         background: ${unsafeCSSVarV2('layer/background/hoverOverlay')};
-        border-color: ${unsafeCSSVarV2('layer/insideBorder/border')};
       }
 
       .ai-session-title {
@@ -75,6 +80,7 @@ export class AISessionHistory extends WithDisposable(ShadowlessElement) {
         align-items: center;
         gap: 4px;
         flex-shrink: 0;
+        border-radius: 2px;
         cursor: pointer;
 
         svg {
@@ -110,6 +116,9 @@ export class AISessionHistory extends WithDisposable(ShadowlessElement) {
   @property({ attribute: false })
   accessor onSessionClick!: (sessionId: string) => void;
 
+  @property({ attribute: false })
+  accessor onDocClick!: (docId: string, sessionId: string) => void;
+
   @property({ attribute: false })
   accessor notification: NotificationService | null | undefined;
 
@@ -194,10 +203,20 @@ export class AISessionHistory extends WithDisposable(ShadowlessElement) {
           return html`
             <div
               class="ai-session-item"
-              @click=${() => this.onSessionClick(session.sessionId)}
+              @click=${(e: MouseEvent) => {
+                e.stopPropagation();
+                this.onSessionClick(session.sessionId);
+              }}
             >
-              <div class="ai-session-title">${session.sessionId}</div>
-              ${session.docId ? this.renderSessionDoc(session.docId) : nothing}
+              <div class="ai-session-title">
+                ${session.sessionId}
+                <affine-tooltip .offsetX=${60}>
+                  Click to open this chat
+                </affine-tooltip>
+              </div>
+              ${session.docId
+                ? this.renderSessionDoc(session.docId, session.sessionId)
+                : nothing}
             </div>
           `;
         })}
@@ -205,12 +224,19 @@ export class AISessionHistory extends WithDisposable(ShadowlessElement) {
     `;
   }
 
-  private renderSessionDoc(docId: string) {
+  private renderSessionDoc(docId: string, sessionId: string) {
     const getIcon = this.docDisplayConfig.getIcon(docId);
     const docIcon = typeof getIcon === 'function' ? getIcon() : getIcon;
-    return html`<div class="ai-session-doc">
+    return html`<div
+      class="ai-session-doc"
+      @click=${(e: MouseEvent) => {
+        e.stopPropagation();
+        this.onDocClick(docId, sessionId);
+      }}
+    >
       ${docIcon}
-      <span class="doc-title">${this.docDisplayConfig.getTitle(docId)}</span>
+      <span class="doc-title"> ${this.docDisplayConfig.getTitle(docId)} </span>
+      <affine-tooltip>Open this doc</affine-tooltip>
     </div>`;
   }
 
diff --git a/packages/frontend/core/src/blocksuite/ai/messages/error.ts b/packages/frontend/core/src/blocksuite/ai/messages/error.ts
index 4b7190493..8e9c2fb91 100644
--- a/packages/frontend/core/src/blocksuite/ai/messages/error.ts
+++ b/packages/frontend/core/src/blocksuite/ai/messages/error.ts
@@ -155,9 +155,9 @@ export class AIErrorWrapper extends SignalWatcher(WithDisposable(LitElement)) {
         >
           ${this.actionText}
           ${this.actionTooltip
-            ? html`<affine-tooltip tip-position="top"
-                >${this.actionTooltip}</affine-tooltip
-              >`
+            ? html`<affine-tooltip tip-position="top">
+                ${this.actionTooltip}
+              </affine-tooltip>`
             : nothing}
         </span>
       </div>
diff --git a/packages/frontend/core/src/blocksuite/ai/widgets/ai-panel/components/state/error.ts b/packages/frontend/core/src/blocksuite/ai/widgets/ai-panel/components/state/error.ts
index 60a9dc0de..84d0c2710 100644
--- a/packages/frontend/core/src/blocksuite/ai/widgets/ai-panel/components/state/error.ts
+++ b/packages/frontend/core/src/blocksuite/ai/widgets/ai-panel/components/state/error.ts
@@ -182,13 +182,12 @@ export class AIPanelError extends WithDisposable(LitElement) {
       () => {
         const tip = this.config.error?.message;
         const error = tip
-          ? html`<span class="error-tip"
-              >An error occurred<affine-tooltip
-                tip-position="bottom-start"
-                .arrow=${false}
-                >${tip}</affine-tooltip
-              ></span
-            >`
+          ? html`<span class="error-tip">
+              An error occurred
+              <affine-tooltip tip-position="bottom-start">
+                ${tip}
+              </affine-tooltip>
+            </span>`
           : 'An error occurred';
         return html`
           <style>
diff --git a/packages/frontend/core/src/blocksuite/ai/widgets/ai-panel/components/state/input.ts b/packages/frontend/core/src/blocksuite/ai/widgets/ai-panel/components/state/input.ts
index 51f027304..299c25641 100644
--- a/packages/frontend/core/src/blocksuite/ai/widgets/ai-panel/components/state/input.ts
+++ b/packages/frontend/core/src/blocksuite/ai/widgets/ai-panel/components/state/input.ts
@@ -251,9 +251,9 @@ export class AIPanelInput extends SignalWatcher(WithDisposable(LitElement)) {
                 @pointerdown=${stopPropagation}
               >
                 ${PublishIcon()}
-                <affine-tooltip .offset=${12}
-                  >Toggle Network Search</affine-tooltip
-                >
+                <affine-tooltip .offsetY=${12}>
+                  Toggle Network Search
+                </affine-tooltip>
               </div>
             `
           : nothing}
@@ -265,7 +265,7 @@ export class AIPanelInput extends SignalWatcher(WithDisposable(LitElement)) {
         >
           ${SendIcon()}
           ${this._hasContent
-            ? html`<affine-tooltip .offset=${12}>Send to AI</affine-tooltip>`
+            ? html`<affine-tooltip .offsetY=${12}>Send to AI</affine-tooltip>`
             : nothing}
         </div>
       </div>
diff --git a/packages/frontend/core/src/desktop/pages/workspace/detail-page/tabs/chat.tsx b/packages/frontend/core/src/desktop/pages/workspace/detail-page/tabs/chat.tsx
index 13301d335..31460e9f8 100644
--- a/packages/frontend/core/src/desktop/pages/workspace/detail-page/tabs/chat.tsx
+++ b/packages/frontend/core/src/desktop/pages/workspace/detail-page/tabs/chat.tsx
@@ -84,6 +84,8 @@ export const EditorChatPanel = forwardRef(function EditorChatPanel(
       chatPanelRef.current.affineWorkspaceDialogService = framework.get(
         WorkspaceDialogService
       );
+      chatPanelRef.current.affineWorkbenchService =
+        framework.get(WorkbenchService);
 
       containerRef.current?.append(chatPanelRef.current);
     } else {