diff --git a/lldb/include/lldb/Breakpoint/BreakpointList.h b/lldb/include/lldb/Breakpoint/BreakpointList.h
--- a/lldb/include/lldb/Breakpoint/BreakpointList.h
+++ b/lldb/include/lldb/Breakpoint/BreakpointList.h
@@ -67,8 +67,10 @@
   ///   The breakpoint name for which to search.
   ///
   /// \result
-  ///   \bfalse if the input name was not a legal breakpoint name.
-  bool FindBreakpointsByName(const char *name, BreakpointList &matching_bps);
+  ///   error if the input name was not a legal breakpoint name, vector
+  ///   of breakpoints otherwise.
+  llvm::Expected<std::vector<lldb::BreakpointSP>>
+  FindBreakpointsByName(const char *name);
 
   /// Returns the number of elements in this breakpoint list.
   ///
diff --git a/lldb/packages/Python/lldbsuite/test/functionalities/breakpoint/breakpoint_names/TestBreakpointNames.py b/lldb/packages/Python/lldbsuite/test/functionalities/breakpoint/breakpoint_names/TestBreakpointNames.py
--- a/lldb/packages/Python/lldbsuite/test/functionalities/breakpoint/breakpoint_names/TestBreakpointNames.py
+++ b/lldb/packages/Python/lldbsuite/test/functionalities/breakpoint/breakpoint_names/TestBreakpointNames.py
@@ -155,8 +155,13 @@
     def do_check_using_names(self):
         """Use Python APIs to check names work in place of breakpoint ID's."""
 
+        # Create a dummy breakpoint to use up ID 1
+        _ = self.target.BreakpointCreateByLocation(self.main_file_spec, 30)
+
+        # Create a breakpiont to test with
         bkpt = self.target.BreakpointCreateByLocation(self.main_file_spec, 10)
         bkpt_name = "ABreakpoint"
+        bkpt_id = bkpt.GetID()
         other_bkpt_name= "_AnotherBreakpoint"
 
         # Add a name and make sure we match it:
@@ -169,6 +174,7 @@
         self.assertTrue(bkpts.GetSize() == 1, "One breakpoint matched.")
         found_bkpt = bkpts.GetBreakpointAtIndex(0)
         self.assertTrue(bkpt.GetID() == found_bkpt.GetID(),"The right breakpoint.")
+        self.assertTrue(bkpt.GetID() == bkpt_id,"With the same ID as before.")
 
         retval = lldb.SBCommandReturnObject()
         self.dbg.GetCommandInterpreter().HandleCommand("break disable %s"%(bkpt_name), retval)
diff --git a/lldb/source/API/SBTarget.cpp b/lldb/source/API/SBTarget.cpp
--- a/lldb/source/API/SBTarget.cpp
+++ b/lldb/source/API/SBTarget.cpp
@@ -1176,12 +1176,15 @@
   TargetSP target_sp(GetSP());
   if (target_sp) {
     std::lock_guard<std::recursive_mutex> guard(target_sp->GetAPIMutex());
-    BreakpointList bkpt_list(false);
-    bool is_valid =
-        target_sp->GetBreakpointList().FindBreakpointsByName(name, bkpt_list);
-    if (!is_valid)
+    llvm::Expected<std::vector<BreakpointSP>> expected_vector =
+        target_sp->GetBreakpointList().FindBreakpointsByName(name);
+    if (!expected_vector) {
+      LLDB_LOG(lldb_private::GetLogIfAllCategoriesSet(LIBLLDB_LOG_BREAKPOINTS),
+               "invalid breakpoint name: {}",
+               llvm::toString(expected_vector.takeError()));
       return false;
-    for (BreakpointSP bkpt_sp : bkpt_list.Breakpoints()) {
+    }
+    for (BreakpointSP bkpt_sp : *expected_vector) {
       bkpts.AppendByID(bkpt_sp->GetID());
     }
   }
diff --git a/lldb/source/Breakpoint/BreakpointList.cpp b/lldb/source/Breakpoint/BreakpointList.cpp
--- a/lldb/source/Breakpoint/BreakpointList.cpp
+++ b/lldb/source/Breakpoint/BreakpointList.cpp
@@ -128,22 +128,25 @@
   return {};
 }
 
-bool BreakpointList::FindBreakpointsByName(const char *name,
-                                           BreakpointList &matching_bps) {
-  Status error;
+llvm::Expected<std::vector<lldb::BreakpointSP>>
+BreakpointList::FindBreakpointsByName(const char *name) {
   if (!name)
-    return false;
+    return llvm::make_error<llvm::StringError>(
+        "FindBreakpointsByName requires a name",
+        llvm::inconvertibleErrorCode());
 
+  Status error;
   if (!BreakpointID::StringIsBreakpointName(llvm::StringRef(name), error))
-    return false;
+    return error.ToError();
 
+  std::vector<lldb::BreakpointSP> matching_bps;
   for (BreakpointSP bkpt_sp : Breakpoints()) {
     if (bkpt_sp->MatchesName(name)) {
-      matching_bps.Add(bkpt_sp, false);
+      matching_bps.push_back(bkpt_sp);
     }
   }
 
-  return true;
+  return matching_bps;
 }
 
 void BreakpointList::Dump(Stream *s) const {
diff --git a/lldb/source/Target/Target.cpp b/lldb/source/Target/Target.cpp
--- a/lldb/source/Target/Target.cpp
+++ b/lldb/source/Target/Target.cpp
@@ -728,11 +728,17 @@
 }
 
 void Target::ApplyNameToBreakpoints(BreakpointName &bp_name) {
-  BreakpointList bkpts_with_name(false);
-  m_breakpoint_list.FindBreakpointsByName(bp_name.GetName().AsCString(),
-                                          bkpts_with_name);
+  llvm::Expected<std::vector<BreakpointSP>> expected_vector =
+      m_breakpoint_list.FindBreakpointsByName(bp_name.GetName().AsCString());
 
-  for (auto bp_sp : bkpts_with_name.Breakpoints())
+  if (!expected_vector) {
+    LLDB_LOG(lldb_private::GetLogIfAllCategoriesSet(LIBLLDB_LOG_BREAKPOINTS),
+             "invalid breakpoint name: {}",
+             llvm::toString(expected_vector.takeError()));
+    return;
+  }
+
+  for (auto bp_sp : *expected_vector)
     bp_name.ConfigureBreakpoint(bp_sp);
 }