diff --git a/swift/extractor/infra/file/TargetFile.cpp b/swift/extractor/infra/file/TargetFile.cpp
index a955d84ee03..4a16a155b30 100644
--- a/swift/extractor/infra/file/TargetFile.cpp
+++ b/swift/extractor/infra/file/TargetFile.cpp
@@ -36,11 +36,7 @@ void ensureParentDir(const fs::path& path) {
 fs::path initPath(const std::filesystem::path& target, const std::filesystem::path& dir) {
   fs::path ret{dir};
   assert(!target.empty() && "target must be a non-empty path");
-  if (target.is_absolute()) {
-    ret += target;
-  } else {
-    ret /= target;
-  }
+  ret /= target.relative_path();
   ensureParentDir(ret);
   return ret;
 }
diff --git a/swift/extractor/remapping/SwiftOutputRewrite.cpp b/swift/extractor/remapping/SwiftOutputRewrite.cpp
index 2383d233ae5..914a54d93f1 100644
--- a/swift/extractor/remapping/SwiftOutputRewrite.cpp
+++ b/swift/extractor/remapping/SwiftOutputRewrite.cpp
@@ -21,7 +21,7 @@ static std::optional<fs::path> rewriteOutputFileMap(const fs::path& scratchDir,
                                                     const fs::path& outputFileMapPath,
                                                     const std::vector<fs::path>& inputs,
                                                     PathRemapping& remapping) {
-  auto newMapPath = scratchDir / outputFileMapPath;
+  auto newMapPath = scratchDir / outputFileMapPath.relative_path();
 
   // TODO: do not assume absolute path for the second parameter
   auto outputMapOrError = swift::OutputFileMap::loadFromPath(outputFileMapPath.c_str(), "");
@@ -41,8 +41,8 @@ static std::optional<fs::path> rewriteOutputFileMap(const fs::path& scratchDir,
     auto& newMap = newOutputMap.getOrCreateOutputMapForInput(key.c_str());
     newMap.copyFrom(*oldMap);
     for (auto& entry : newMap) {
-      auto oldPath = entry.getSecond();
-      auto newPath = scratchDir / oldPath;
+      fs::path oldPath = entry.getSecond();
+      auto newPath = scratchDir / oldPath.relative_path();
       entry.getSecond() = newPath;
       remapping[oldPath] = newPath;
     }
@@ -91,7 +91,7 @@ PathRemapping rewriteOutputsInPlace(const fs::path& scratchDir, std::vector<std:
   for (size_t i = 0; i < CLIArgs.size(); i++) {
     if (pathRewriteOptions.count(CLIArgs[i])) {
       fs::path oldPath = CLIArgs[i + 1];
-      auto newPath = scratchDir / oldPath;
+      auto newPath = scratchDir / oldPath.relative_path();
       CLIArgs[++i] = newPath.string();
       newLocations.push_back(newPath);