diff --git a/src/transport/SessionManager.cpp b/src/transport/SessionManager.cpp
index 78f9d98d79600f..34237c048b11f2 100644
--- a/src/transport/SessionManager.cpp
+++ b/src/transport/SessionManager.cpp
@@ -446,7 +446,14 @@ CHIP_ERROR SessionManager::SendPreparedMessage(const SessionHandle & sessionHand
 
     if (mTransportMgr != nullptr)
     {
-        return mTransportMgr->SendMessage(*destination, std::move(msgBuf));
+        CHIP_ERROR err = mTransportMgr->SendMessage(*destination, std::move(msgBuf));
+#if CHIP_ERROR_LOGGING
+        char addressStr[Transport::PeerAddress::kMaxToStringSize] = { 0 };
+        destination->ToString(addressStr);
+
+        ChipLogError(Inet, "SendMessage() to %s failed: %" CHIP_ERROR_FORMAT, addressStr, err.Format());
+#endif // CHIP_ERROR_LOGGING
+        return err;
     }
 
     ChipLogError(Inet, "The transport manager is not initialized. Unable to send the message");