diff --git a/frontend-vue/src/components/chat/InputActions.vue b/frontend-vue/src/components/chat/InputActions.vue
index 2c75cd1..b449228 100644
--- a/frontend-vue/src/components/chat/InputActions.vue
+++ b/frontend-vue/src/components/chat/InputActions.vue
@@ -39,7 +39,18 @@
     >
       ✓
     </BaseButton>
-    
+
+    <BaseButton
+      variant="ghost"
+      size="xs"
+      class="open-url-button"
+      @click="$emit('open-url')"
+      aria-label="Open URL in focused message"
+      :disabled="disabled"
+    >
+      URL
+    </BaseButton>
+
     <BaseButton
       variant="primary"
       size="sm"
@@ -70,6 +81,7 @@ defineEmits<{
   'camera': []
   'voice': []
   'toggle-check': []
+  'open-url': []
   'send': []
 }>()
 </script>
@@ -82,9 +94,11 @@ defineEmits<{
   flex-shrink: 0;
 }
 
-/* Mobile-only for the checked toggle button */
-.input-actions [aria-label="Toggle check on focused message"] { display: none; }
+/* Mobile-only for the checked toggle button and open URL button */
+.input-actions [aria-label="Toggle check on focused message"],
+.input-actions .open-url-button { display: none; }
 @media (max-width: 480px) {
-  .input-actions [aria-label="Toggle check on focused message"] { display: inline-flex; }
+  .input-actions [aria-label="Toggle check on focused message"],
+  .input-actions .open-url-button { display: inline-flex; }
 }
 </style>
diff --git a/frontend-vue/src/components/chat/MessageInput.vue b/frontend-vue/src/components/chat/MessageInput.vue
index adb4b09..34d8881 100644
--- a/frontend-vue/src/components/chat/MessageInput.vue
+++ b/frontend-vue/src/components/chat/MessageInput.vue
@@ -18,6 +18,7 @@
         @camera="$emit('camera')"
         @voice="$emit('voice')"
         @toggle-check="$emit('toggle-check')"
+        @open-url="$emit('open-url')"
         @send="handleSubmit"
       />
     </div>
@@ -37,6 +38,7 @@ const emit = defineEmits<{
   'camera': []
   'voice': []
   'toggle-check': []
+  'open-url': []
 }>()
 
 const appStore = useAppStore()
diff --git a/frontend-vue/src/components/chat/MessageItem.vue b/frontend-vue/src/components/chat/MessageItem.vue
index 1573a3b..4cac733 100644
--- a/frontend-vue/src/components/chat/MessageItem.vue
+++ b/frontend-vue/src/components/chat/MessageItem.vue
@@ -67,6 +67,7 @@ interface Props {
 const emit = defineEmits<{
   'open-dialog': [message: ExtendedMessage | UnsentMessage]
   'open-dialog-edit': [message: ExtendedMessage | UnsentMessage]
+  'open-links': [links: string[], message: ExtendedMessage | UnsentMessage]
   'focus': []
 }>()
 
@@ -195,7 +196,42 @@ const handleClick = () => {
   }
 }
 
+// Extract URLs from text content
+const extractUrls = (text: string): string[] => {
+  const urlRegex = /https?:\/\/[^\s<>"{}|\\^`\[\]]+/gi
+  const matches = text.match(urlRegex) || []
+  // Remove duplicates
+  return [...new Set(matches)]
+}
+
+// Handle Shift+Enter: open URL(s) or fall back to edit
+const handleOpenUrl = () => {
+  if (props.isUnsent) return
+
+  const urls = extractUrls(props.message.content)
+
+  if (urls.length === 0) {
+    // No links found, fall back to edit
+    emit('open-dialog-edit', props.message)
+  } else if (urls.length === 1) {
+    // Single link, open directly
+    window.open(urls[0], '_blank', 'noopener,noreferrer')
+    toastStore.success('Opening link')
+  } else {
+    // Multiple links, emit event for selection dialog
+    emit('open-links', urls, props.message)
+  }
+}
+
 const handleKeydown = (event: KeyboardEvent) => {
+  // Handle Shift+Enter for opening URLs
+  if (event.shiftKey && event.key === 'Enter') {
+    event.preventDefault()
+    event.stopPropagation()
+    handleOpenUrl()
+    return
+  }
+
   // Don't interfere with normal keyboard shortcuts (Ctrl+C, Ctrl+V, etc.)
   if (event.ctrlKey || event.metaKey || event.altKey) {
     return
@@ -206,7 +242,7 @@ const handleKeydown = (event: KeyboardEvent) => {
     toggleChecked()
     return
   }
-  
+
   if (event.key === 'c') {
     // Copy message content (only when no modifiers are pressed)
     navigator.clipboard.writeText(props.message.content)
@@ -341,6 +377,11 @@ const toggleChecked = async () => {
   }
 }
 
+// Expose methods for external use (e.g., mobile button)
+defineExpose({
+  handleOpenUrl,
+  extractUrls
+})
 </script>
 
 <style scoped>
diff --git a/frontend-vue/src/components/chat/MessagesContainer.vue b/frontend-vue/src/components/chat/MessagesContainer.vue
index e98172d..9cde721 100644
--- a/frontend-vue/src/components/chat/MessagesContainer.vue
+++ b/frontend-vue/src/components/chat/MessagesContainer.vue
@@ -8,7 +8,8 @@
         :aria-selected="index === focusedMessageIndex ? 'true' : 'false'"
         @focus="focusedMessageIndex = index"
         @open-dialog="emit('open-message-dialog', $event)"
-        @open-dialog-edit="emit('open-message-dialog-edit', $event)" />
+        @open-dialog-edit="emit('open-message-dialog-edit', $event)"
+        @open-links="(links, msg) => emit('open-links', links, msg)" />
 
       <!-- Unsent Messages -->
       <MessageItem v-for="(unsentMsg, index) in unsentMessages" :key="unsentMsg.id" :message="unsentMsg"
@@ -16,7 +17,8 @@
         :aria-selected="(messages.length + index) === focusedMessageIndex ? 'true' : 'false'"
         :data-message-index="messages.length + index" @focus="focusedMessageIndex = messages.length + index"
         @open-dialog="emit('open-message-dialog', $event)"
-        @open-dialog-edit="emit('open-message-dialog-edit', $event)" />
+        @open-dialog-edit="emit('open-message-dialog-edit', $event)"
+        @open-links="(links, msg) => emit('open-links', links, msg)" />
     </div>
   </div>
 </template>
@@ -35,6 +37,7 @@ const emit = defineEmits<{
   'message-selected': [message: ExtendedMessage | UnsentMessage, index: number]
   'open-message-dialog': [message: ExtendedMessage | UnsentMessage]
   'open-message-dialog-edit': [message: ExtendedMessage | UnsentMessage]
+  'open-links': [links: string[], message: ExtendedMessage | UnsentMessage]
 }>()
 
 const props = defineProps<Props>()
@@ -246,10 +249,42 @@ const getFocusedMessage = (): ExtendedMessage | UnsentMessage | null => {
   return null
 }
 
+// Extract URLs from text content
+const extractUrls = (text: string): string[] => {
+  const urlRegex = /https?:\/\/[^\s<>"{}|\\^`\[\]]+/gi
+  const matches = text.match(urlRegex) || []
+  return [...new Set(matches)]
+}
+
+// Handle open URL for the focused message (for mobile button)
+const handleOpenUrlFocused = (): { action: 'none' | 'single' | 'multiple', urls: string[], message: ExtendedMessage | UnsentMessage | null } => {
+  const message = getFocusedMessage()
+  if (!message) {
+    return { action: 'none', urls: [], message: null }
+  }
+
+  // Don't allow URL opening for unsent messages
+  if ('channelId' in message) {
+    return { action: 'none', urls: [], message }
+  }
+
+  const urls = extractUrls(message.content)
+
+  if (urls.length === 0) {
+    return { action: 'none', urls: [], message }
+  } else if (urls.length === 1) {
+    return { action: 'single', urls, message }
+  } else {
+    return { action: 'multiple', urls, message }
+  }
+}
+
 defineExpose({
   scrollToBottom,
   focusMessageById,
-  getFocusedMessage
+  getFocusedMessage,
+  handleOpenUrlFocused,
+  extractUrls
 })
 </script>
 
diff --git a/frontend-vue/src/components/dialogs/LinkSelectionDialog.vue b/frontend-vue/src/components/dialogs/LinkSelectionDialog.vue
new file mode 100644
index 0000000..419c860
--- /dev/null
+++ b/frontend-vue/src/components/dialogs/LinkSelectionDialog.vue
@@ -0,0 +1,144 @@
+<template>
+  <div class="link-selection-dialog">
+    <p class="link-selection-dialog__description">
+      Select a link to open:
+    </p>
+
+    <div class="link-selection-dialog__links">
+      <button
+        v-for="(link, index) in links"
+        :key="index"
+        class="link-selection-dialog__link"
+        @click="openLink(link)"
+        :title="link"
+      >
+        <span class="link-selection-dialog__link-text">{{ formatLink(link) }}</span>
+      </button>
+    </div>
+
+    <div class="link-selection-dialog__actions">
+      <BaseButton
+        variant="ghost"
+        @click="$emit('close')"
+      >
+        Cancel
+      </BaseButton>
+    </div>
+  </div>
+</template>
+
+<script setup lang="ts">
+import { useToastStore } from '@/stores/toast'
+import BaseButton from '@/components/base/BaseButton.vue'
+
+interface Props {
+  links: string[]
+}
+
+const props = defineProps<Props>()
+
+const emit = defineEmits<{
+  close: []
+}>()
+
+const toastStore = useToastStore()
+
+const formatLink = (url: string): string => {
+  try {
+    const parsed = new URL(url)
+    // Show domain + pathname, truncate if too long
+    let display = parsed.hostname + parsed.pathname
+    if (display.length > 50) {
+      display = display.slice(0, 47) + '...'
+    }
+    return display
+  } catch {
+    // If URL parsing fails, truncate the raw URL
+    return url.length > 50 ? url.slice(0, 47) + '...' : url
+  }
+}
+
+const openLink = (url: string) => {
+  window.open(url, '_blank', 'noopener,noreferrer')
+  toastStore.success('Opening link')
+  emit('close')
+}
+</script>
+
+<style scoped>
+.link-selection-dialog {
+  padding: 1rem 0;
+  display: flex;
+  flex-direction: column;
+  gap: 1rem;
+}
+
+.link-selection-dialog__description {
+  color: #374151;
+  margin: 0;
+}
+
+.link-selection-dialog__links {
+  display: flex;
+  flex-direction: column;
+  gap: 0.5rem;
+  max-height: 300px;
+  overflow-y: auto;
+}
+
+.link-selection-dialog__link {
+  display: block;
+  width: 100%;
+  padding: 0.75rem 1rem;
+  border: 1px solid #e5e7eb;
+  border-radius: 8px;
+  background: #f9fafb;
+  color: #1d4ed8;
+  font-size: 0.875rem;
+  text-align: left;
+  cursor: pointer;
+  transition: all 0.2s ease;
+  word-break: break-all;
+}
+
+.link-selection-dialog__link:hover,
+.link-selection-dialog__link:focus {
+  background: #eff6ff;
+  border-color: #3b82f6;
+  outline: none;
+}
+
+.link-selection-dialog__link-text {
+  display: block;
+}
+
+.link-selection-dialog__actions {
+  display: flex;
+  justify-content: flex-end;
+  padding-top: 0.5rem;
+  border-top: 1px solid #e5e7eb;
+}
+
+/* Dark mode */
+@media (prefers-color-scheme: dark) {
+  .link-selection-dialog__description {
+    color: rgba(255, 255, 255, 0.87);
+  }
+
+  .link-selection-dialog__link {
+    background: #374151;
+    border-color: #4b5563;
+    color: #60a5fa;
+  }
+
+  .link-selection-dialog__link:hover,
+  .link-selection-dialog__link:focus {
+    background: #1e3a5f;
+    border-color: #60a5fa;
+  }
+
+  .link-selection-dialog__actions {
+    border-top-color: #374151;
+  }
+}
+</style>
diff --git a/frontend-vue/src/views/MainView.vue b/frontend-vue/src/views/MainView.vue
index f1d557a..93d9fd9 100644
--- a/frontend-vue/src/views/MainView.vue
+++ b/frontend-vue/src/views/MainView.vue
@@ -56,6 +56,7 @@
           ref="messagesContainer"
           @open-message-dialog="handleOpenMessageDialog"
           @open-message-dialog-edit="handleOpenMessageDialogEdit"
+          @open-links="handleOpenLinks"
         />
         
         <!-- Message Input -->
@@ -65,6 +66,7 @@
           @camera="showCameraDialog = true"
           @voice="showVoiceDialog = true"
           @toggle-check="handleToggleCheckFocused"
+          @open-url="handleOpenUrlFocused"
           ref="messageInput"
         />
       </div>
@@ -134,6 +136,13 @@
         @move="handleMoveMessage"
       />
     </BaseDialog>
+
+    <BaseDialog v-model:show="showLinkDialog" title="Open Link">
+      <LinkSelectionDialog
+        :links="selectedLinks"
+        @close="showLinkDialog = false"
+      />
+    </BaseDialog>
   </div>
 </template>
 
@@ -166,6 +175,7 @@ import VoiceRecordingDialog from '@/components/dialogs/VoiceRecordingDialog.vue'
 import CameraCaptureDialog from '@/components/dialogs/CameraCaptureDialog.vue'
 import ChannelInfoDialog from '@/components/dialogs/ChannelInfoDialog.vue'
 import MessageDialog from '@/components/dialogs/MessageDialog.vue'
+import LinkSelectionDialog from '@/components/dialogs/LinkSelectionDialog.vue'
 
 // Types
 import type { ExtendedMessage, UnsentMessage, Channel } from '@/types'
@@ -198,8 +208,10 @@ const showFileDialog = ref(false)
 const showVoiceDialog = ref(false)
 const showMessageDialog = ref(false)
 const showCameraDialog = ref(false)
+const showLinkDialog = ref(false)
 const selectedMessage = ref<ExtendedMessage | null>(null)
 const shouldStartEditing = ref(false)
+const selectedLinks = ref<string[]>([])
 
 // Mobile sidebar state
 const sidebarOpen = ref(false)
@@ -345,6 +357,38 @@ const handleToggleCheckFocused = async () => {
   }
 }
 
+// Handle opening links from a message (when multiple links found)
+const handleOpenLinks = (links: string[], message: ExtendedMessage | UnsentMessage) => {
+  selectedLinks.value = links
+  showLinkDialog.value = true
+}
+
+// Handle open URL button press (mobile) - triggers URL opening for focused message
+const handleOpenUrlFocused = () => {
+  const result = messagesContainer.value?.handleOpenUrlFocused?.()
+  if (!result || !result.message) {
+    toastStore.info('No message is focused')
+    return
+  }
+
+  if (result.action === 'none') {
+    // No links found, fall back to edit mode
+    if ('created_at' in result.message) {
+      handleOpenMessageDialogEdit(result.message)
+    } else {
+      toastStore.info('No links found in this message')
+    }
+  } else if (result.action === 'single') {
+    // Single link, open directly
+    window.open(result.urls[0], '_blank', 'noopener,noreferrer')
+    toastStore.success('Opening link')
+  } else if (result.action === 'multiple') {
+    // Multiple links, show selection dialog
+    selectedLinks.value = result.urls
+    showLinkDialog.value = true
+  }
+}
+
 const selectChannel = async (channelId: number) => {
   console.log('Selecting channel:', channelId)
   await appStore.setCurrentChannel(channelId)