diff --git a/packages/flutter_tools/lib/src/ios/devices.dart b/packages/flutter_tools/lib/src/ios/devices.dart
index 2663d34f1aa..15b718ab85a 100644
--- a/packages/flutter_tools/lib/src/ios/devices.dart
+++ b/packages/flutter_tools/lib/src/ios/devices.dart
@@ -267,6 +267,7 @@ class IOSDevice extends Device {
     required this.cpuArchitecture,
     required this.connectionInterface,
     required this.isConnected,
+    required this.isPaired,
     required this.devModeEnabled,
     required this.isCoreDevice,
     String? sdkVersion,
@@ -336,6 +337,11 @@ class IOSDevice extends Device {
   @override
   bool isConnected;
 
+  bool devModeEnabled = false;
+
+  /// Device has trusted this computer and paired.
+  bool isPaired = false;
+
   /// CoreDevice is a device connectivity stack introduced in Xcode 15. Devices
   /// with iOS 17 or greater are CoreDevices.
   final bool isCoreDevice;
@@ -344,8 +350,6 @@ class IOSDevice extends Device {
 
   DevicePortForwarder? _portForwarder;
 
-  bool devModeEnabled = false;
-
   @visibleForTesting
   IOSDeployDebugger? iosDeployDebugger;
 
diff --git a/packages/flutter_tools/lib/src/macos/xcdevice.dart b/packages/flutter_tools/lib/src/macos/xcdevice.dart
index 226b47c5c69..f122b6efd5a 100644
--- a/packages/flutter_tools/lib/src/macos/xcdevice.dart
+++ b/packages/flutter_tools/lib/src/macos/xcdevice.dart
@@ -544,6 +544,7 @@ class XCDevice {
         }
         bool devModeEnabled = true;
         bool isConnected = true;
+        bool isPaired = true;
         final Map<String, Object?>? errorProperties = _errorProperties(device);
         if (errorProperties != null) {
           final String? errorMessage = _parseErrorMessage(errorProperties);
@@ -564,6 +565,10 @@ class XCDevice {
           if (code != -10) {
             isConnected = false;
           }
+          // Error: iPhone is not paired with your computer. To use iPhone with Xcode, unlock it and choose to trust this computer when prompted. (code -9)
+          if (code == -9) {
+            isPaired = false;
+          }
 
           if (code == 6) {
             devModeEnabled = false;
@@ -635,6 +640,7 @@ class XCDevice {
           xcodeDebug: _xcodeDebug,
           platform: globals.platform,
           devModeEnabled: devModeEnabled,
+          isPaired: isPaired,
           isCoreDevice: coreDevice != null,
         );
       }
diff --git a/packages/flutter_tools/lib/src/runner/target_devices.dart b/packages/flutter_tools/lib/src/runner/target_devices.dart
index 7a149a4f4b8..a639096bd93 100644
--- a/packages/flutter_tools/lib/src/runner/target_devices.dart
+++ b/packages/flutter_tools/lib/src/runner/target_devices.dart
@@ -30,6 +30,8 @@ String _noMatchingDeviceMessage(String deviceId) => 'No supported devices found
     "matching '$deviceId'.";
 String flutterSpecifiedDeviceDevModeDisabled(String deviceName) => 'To use '
     "'$deviceName' for development, enable Developer Mode in Settings → Privacy & Security.";
+String flutterSpecifiedDeviceUnpaired(String deviceName) => "'$deviceName' is not paired. "
+    'Open Xcode and trust this computer when prompted.';
 
 /// This class handles functionality of finding and selecting target devices.
 ///
@@ -494,17 +496,24 @@ class TargetDevicesWithExtendedWirelessDeviceDiscovery extends TargetDevices {
 
       if (specifiedDevices.length == 1) {
         Device? matchedDevice = specifiedDevices.first;
-        // If the only matching device does not have Developer Mode enabled,
-        // print a warning
-        if (matchedDevice is IOSDevice && !matchedDevice.devModeEnabled) {
-          _logger.printStatus(
-              flutterSpecifiedDeviceDevModeDisabled(matchedDevice.name)
-          );
-          return null;
-        }
+        if (matchedDevice is IOSDevice) {
+          // If the only matching device is not paired, print a warning
+          if (!matchedDevice.isPaired) {
+            _logger.printStatus(flutterSpecifiedDeviceUnpaired(matchedDevice.name));
+            return null;
+          }
+          // If the only matching device does not have Developer Mode enabled,
+          // print a warning
+          if (!matchedDevice.devModeEnabled) {
+            _logger.printStatus(
+                flutterSpecifiedDeviceDevModeDisabled(matchedDevice.name)
+            );
+            return null;
+          }
 
-        if (!matchedDevice.isConnected && matchedDevice is IOSDevice) {
-          matchedDevice = await _waitForIOSDeviceToConnect(matchedDevice);
+          if (!matchedDevice.isConnected) {
+            matchedDevice = await _waitForIOSDeviceToConnect(matchedDevice);
+          }
         }
 
         if (matchedDevice != null && matchedDevice.isConnected) {
@@ -512,9 +521,14 @@ class TargetDevicesWithExtendedWirelessDeviceDiscovery extends TargetDevices {
         }
 
       } else {
-        for (final Device device in specifiedDevices) {
+        for (final IOSDevice device in specifiedDevices.whereType<IOSDevice>()) {
+          // Print warning for every matching unpaired device.
+          if (!device.isPaired) {
+            _logger.printStatus(flutterSpecifiedDeviceUnpaired(device.name));
+          }
+
           // Print warning for every matching device that does not have Developer Mode enabled.
-          if (device is IOSDevice && !device.devModeEnabled) {
+          if (!device.devModeEnabled) {
             _logger.printStatus(
                 flutterSpecifiedDeviceDevModeDisabled(device.name)
             );
diff --git a/packages/flutter_tools/test/general.shard/ios/devices_test.dart b/packages/flutter_tools/test/general.shard/ios/devices_test.dart
index 146e05b2b70..9b3593f67c8 100644
--- a/packages/flutter_tools/test/general.shard/ios/devices_test.dart
+++ b/packages/flutter_tools/test/general.shard/ios/devices_test.dart
@@ -85,6 +85,7 @@ void main() {
         cpuArchitecture: DarwinArch.arm64,
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       );
@@ -106,6 +107,7 @@ void main() {
         cpuArchitecture: DarwinArch.armv7,
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       );
@@ -128,6 +130,7 @@ void main() {
         sdkVersion: '1.0.0',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).majorSdkVersion, 1);
@@ -146,6 +149,7 @@ void main() {
         sdkVersion: '13.1.1',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).majorSdkVersion, 13);
@@ -164,6 +168,7 @@ void main() {
         sdkVersion: '10',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).majorSdkVersion, 10);
@@ -182,6 +187,7 @@ void main() {
         sdkVersion: '0',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).majorSdkVersion, 0);
@@ -200,6 +206,7 @@ void main() {
         sdkVersion: 'bogus',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).majorSdkVersion, 0);
@@ -221,6 +228,7 @@ void main() {
         sdkVersion: '13.3.1',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).sdkVersion;
@@ -244,6 +252,7 @@ void main() {
         sdkVersion: '13.3.1 (20ADBC)',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).sdkVersion;
@@ -267,6 +276,7 @@ void main() {
         sdkVersion: '16.4.1(a) (20ADBC)',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).sdkVersion;
@@ -290,6 +300,7 @@ void main() {
         sdkVersion: '0',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).sdkVersion;
@@ -312,6 +323,7 @@ void main() {
         cpuArchitecture: DarwinArch.arm64,
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).sdkVersion;
@@ -332,6 +344,7 @@ void main() {
         sdkVersion: 'bogus',
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       ).sdkVersion;
@@ -354,6 +367,7 @@ void main() {
         cpuArchitecture: DarwinArch.arm64,
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       );
@@ -377,6 +391,7 @@ void main() {
         cpuArchitecture: DarwinArch.arm64,
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       );
@@ -406,6 +421,7 @@ void main() {
               cpuArchitecture: DarwinArch.arm64,
               connectionInterface: DeviceConnectionInterface.attached,
               isConnected: true,
+              isPaired: true,
               devModeEnabled: true,
               isCoreDevice: false,
             );
@@ -501,6 +517,7 @@ void main() {
           cpuArchitecture: DarwinArch.arm64,
           connectionInterface: DeviceConnectionInterface.attached,
           isConnected: true,
+          isPaired: true,
           devModeEnabled: true,
           isCoreDevice: false,
         );
@@ -571,6 +588,7 @@ void main() {
         fileSystem: MemoryFileSystem.test(),
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       );
@@ -590,6 +608,7 @@ void main() {
         fileSystem: MemoryFileSystem.test(),
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: true,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       );
@@ -889,6 +908,7 @@ void main() {
         fileSystem: MemoryFileSystem.test(),
         connectionInterface: DeviceConnectionInterface.attached,
         isConnected: false,
+        isPaired: true,
         devModeEnabled: true,
         isCoreDevice: false,
       );
diff --git a/packages/flutter_tools/test/general.shard/ios/ios_device_install_test.dart b/packages/flutter_tools/test/general.shard/ios/ios_device_install_test.dart
index 6a5f5226fdb..d703c7f0574 100644
--- a/packages/flutter_tools/test/general.shard/ios/ios_device_install_test.dart
+++ b/packages/flutter_tools/test/general.shard/ios/ios_device_install_test.dart
@@ -434,6 +434,7 @@ IOSDevice setUpIOSDevice({
     iProxy: IProxy.test(logger: logger, processManager: processManager),
     connectionInterface: interfaceType ?? DeviceConnectionInterface.attached,
     isConnected: true,
+    isPaired: true,
     devModeEnabled: true,
     isCoreDevice: isCoreDevice,
   );
diff --git a/packages/flutter_tools/test/general.shard/ios/ios_device_project_test.dart b/packages/flutter_tools/test/general.shard/ios/ios_device_project_test.dart
index abe1e850a4a..e1aaffa755d 100644
--- a/packages/flutter_tools/test/general.shard/ios/ios_device_project_test.dart
+++ b/packages/flutter_tools/test/general.shard/ios/ios_device_project_test.dart
@@ -106,6 +106,7 @@ IOSDevice setUpIOSDevice(FileSystem fileSystem) {
     iProxy: IProxy.test(logger: logger, processManager: processManager),
     connectionInterface: DeviceConnectionInterface.attached,
     isConnected: true,
+    isPaired: true,
     devModeEnabled: true,
     isCoreDevice: false,
   );
diff --git a/packages/flutter_tools/test/general.shard/ios/ios_device_start_nonprebuilt_test.dart b/packages/flutter_tools/test/general.shard/ios/ios_device_start_nonprebuilt_test.dart
index 9814d599a09..1eb72b6eee2 100644
--- a/packages/flutter_tools/test/general.shard/ios/ios_device_start_nonprebuilt_test.dart
+++ b/packages/flutter_tools/test/general.shard/ios/ios_device_start_nonprebuilt_test.dart
@@ -869,6 +869,7 @@ IOSDevice setUpIOSDevice({
     cpuArchitecture: DarwinArch.arm64,
     connectionInterface: DeviceConnectionInterface.attached,
     isConnected: true,
+    isPaired: true,
     devModeEnabled: true,
     isCoreDevice: isCoreDevice,
   );
diff --git a/packages/flutter_tools/test/general.shard/ios/ios_device_start_prebuilt_test.dart b/packages/flutter_tools/test/general.shard/ios/ios_device_start_prebuilt_test.dart
index 0325f551727..8539678157d 100644
--- a/packages/flutter_tools/test/general.shard/ios/ios_device_start_prebuilt_test.dart
+++ b/packages/flutter_tools/test/general.shard/ios/ios_device_start_prebuilt_test.dart
@@ -1094,6 +1094,7 @@ IOSDevice setUpIOSDevice({
     cpuArchitecture: DarwinArch.arm64,
     connectionInterface: interfaceType,
     isConnected: true,
+    isPaired: true,
     devModeEnabled: true,
     isCoreDevice: isCoreDevice,
   );
diff --git a/packages/flutter_tools/test/general.shard/runner/target_devices_test.dart b/packages/flutter_tools/test/general.shard/runner/target_devices_test.dart
index 35a3015fb01..5e5add9670d 100644
--- a/packages/flutter_tools/test/general.shard/runner/target_devices_test.dart
+++ b/packages/flutter_tools/test/general.shard/runner/target_devices_test.dart
@@ -1275,7 +1275,7 @@ To use 'target-device' for development, enable Developer Mode in Settings → Pr
 
         testUsingContext('when one of the matching devices has dev mode disabled', () async {
           deviceManager.iosDiscoverer.deviceList = <Device>[FakeIOSDevice(deviceName: 'target-device-1', devModeEnabled: false, isConnected: false),
-            FakeIOSDevice(deviceName: 'target-device-2', devModeEnabled: true)];
+            FakeIOSDevice(deviceName: 'target-device-2')];
 
           final List<Device>? devices = await targetDevices.findAllTargetDevices();
           expect(logger.statusText, equals('''
@@ -1296,6 +1296,45 @@ To use 'target-device-1' for development, enable Developer Mode in Settings →
 To use 'target-device-2' for development, enable Developer Mode in Settings → Privacy & Security.
 No devices found yet. Checking for wireless devices...
 
+No supported devices found with name or id matching 'target-device'.
+'''));
+          expect(devices, isNull);
+        });
+
+        testUsingContext('when only matching device is unpaired', () async {
+          deviceManager.iosDiscoverer.deviceList = <Device>[FakeIOSDevice(deviceName: 'target-device', isPaired: false)];
+
+          final List<Device>? devices = await targetDevices.findAllTargetDevices();
+
+          expect(logger.statusText, equals('''
+'target-device' is not paired. Open Xcode and trust this computer when prompted.
+'''));
+          expect(devices, isNull);
+        });
+
+        testUsingContext('when one of the matching devices is unpaired', () async {
+          deviceManager.iosDiscoverer.deviceList = <Device>[FakeIOSDevice(deviceName: 'target-device-1', isPaired: false, isConnected: false),
+            FakeIOSDevice(deviceName: 'target-device-2')];
+
+          final List<Device>? devices = await targetDevices.findAllTargetDevices();
+          expect(logger.statusText, contains('''
+'target-device-1' is not paired. Open Xcode and trust this computer when prompted.
+Checking for wireless devices...
+'''));
+          expect(devices, isNotNull);
+        });
+
+        testUsingContext('when all matching devices are unpaired', () async {
+          deviceManager.iosDiscoverer.deviceList = <Device>[FakeIOSDevice(deviceName: 'target-device-1', isPaired: false, isConnected: false),
+            FakeIOSDevice(deviceName: 'target-device-2', isPaired: false, isConnected: false)];
+
+          final List<Device>? devices = await targetDevices.findAllTargetDevices();
+
+          expect(logger.statusText, contains('''
+'target-device-1' is not paired. Open Xcode and trust this computer when prompted.
+'target-device-2' is not paired. Open Xcode and trust this computer when prompted.
+No devices found yet. Checking for wireless devices...
+
 No supported devices found with name or id matching 'target-device'.
 '''));
           expect(devices, isNull);
@@ -2777,16 +2816,16 @@ class FakeIOSDevice extends Fake implements IOSDevice {
   FakeIOSDevice({
     String? deviceId,
     String? deviceName,
-    bool? devModeEnabled,
     bool deviceSupported = true,
     bool deviceSupportForProject = true,
     this.ephemeral = true,
     this.isConnected = true,
+    this.devModeEnabled = true,
+    this.isPaired = true,
     this.platformType = PlatformType.ios,
     this.connectionInterface = DeviceConnectionInterface.attached,
   })  : id = deviceId ?? 'xxx',
         name = deviceName ?? 'test',
-        devModeEnabled = devModeEnabled ?? true,
         _isSupported = deviceSupported,
         _isSupportedForProject = deviceSupportForProject;
 
@@ -2799,6 +2838,7 @@ class FakeIOSDevice extends Fake implements IOSDevice {
     this.isConnected = false,
     this.platformType = PlatformType.ios,
     this.devModeEnabled = true,
+    this.isPaired = true,
     this.connectionInterface = DeviceConnectionInterface.wireless,
   })  : id = deviceId ?? 'xxx',
         name = deviceName ?? 'test',
@@ -2813,6 +2853,7 @@ class FakeIOSDevice extends Fake implements IOSDevice {
     this.ephemeral = true,
     this.isConnected = true,
     this.devModeEnabled = true,
+    this.isPaired = true,
     this.platformType = PlatformType.ios,
     this.connectionInterface = DeviceConnectionInterface.wireless,
   })  : id = deviceId ?? 'xxx',
@@ -2832,6 +2873,9 @@ class FakeIOSDevice extends Fake implements IOSDevice {
   @override
   final bool devModeEnabled;
 
+  @override
+  final bool isPaired;
+
   @override
   String id;