diff --git a/Userland/Libraries/LibC/unistd.cpp b/Userland/Libraries/LibC/unistd.cpp
index ef5f299853b..12864f6a571 100644
--- a/Userland/Libraries/LibC/unistd.cpp
+++ b/Userland/Libraries/LibC/unistd.cpp
@@ -9,7 +9,7 @@
 #include <AK/ScopedValueRollback.h>
 #include <AK/Vector.h>
 #include <Kernel/API/Unveil.h>
-#include <LibCore/DeprecatedFile.h>
+#include <LibFileSystem/FileSystem.h>
 #include <alloca.h>
 #include <assert.h>
 #include <bits/pthread_cancel.h>
@@ -189,7 +189,7 @@ int execvpe(char const* filename, char* const argv[], char* const envp[])
 
     ScopedValueRollback errno_rollback(errno);
 
-    // TODO: Make this use the PATH search implementation from Core::DeprecatedFile.
+    // TODO: Make this use the PATH search implementation from LibFileSystem.
     DeprecatedString path = getenv("PATH");
     if (path.is_empty())
         path = DEFAULT_PATH;
diff --git a/Userland/Libraries/LibFileSystemAccessClient/Client.cpp b/Userland/Libraries/LibFileSystemAccessClient/Client.cpp
index ca5a84e1c8d..5f4a039af53 100644
--- a/Userland/Libraries/LibFileSystemAccessClient/Client.cpp
+++ b/Userland/Libraries/LibFileSystemAccessClient/Client.cpp
@@ -6,7 +6,6 @@
  */
 
 #include <AK/LexicalPath.h>
-#include <LibCore/DeprecatedFile.h>
 #include <LibFileSystem/FileSystem.h>
 #include <LibFileSystemAccessClient/Client.h>
 #include <LibGUI/ConnectionToWindowServer.h>
@@ -42,7 +41,7 @@ Result Client::request_file_read_only_approved(GUI::Window* parent_window, Depre
     if (path.starts_with('/')) {
         async_request_file_read_only_approved(id, parent_window_server_client_id, parent_window_id, path);
     } else {
-        auto full_path = LexicalPath::join(Core::DeprecatedFile::current_working_directory(), path).string();
+        auto full_path = LexicalPath::join(TRY(FileSystem::current_working_directory()), path).string();
         async_request_file_read_only_approved(id, parent_window_server_client_id, parent_window_id, full_path);
     }
 
@@ -67,7 +66,7 @@ Result Client::request_file(GUI::Window* parent_window, DeprecatedString const&
     if (path.starts_with('/')) {
         async_request_file(id, parent_window_server_client_id, parent_window_id, path, mode);
     } else {
-        auto full_path = LexicalPath::join(Core::DeprecatedFile::current_working_directory(), path).string();
+        auto full_path = LexicalPath::join(TRY(FileSystem::current_working_directory()), path).string();
         async_request_file(id, parent_window_server_client_id, parent_window_id, full_path, mode);
     }
 
diff --git a/Userland/Libraries/LibGUI/FileIconProvider.cpp b/Userland/Libraries/LibGUI/FileIconProvider.cpp
index d85ea00612d..a21ee179be6 100644
--- a/Userland/Libraries/LibGUI/FileIconProvider.cpp
+++ b/Userland/Libraries/LibGUI/FileIconProvider.cpp
@@ -9,10 +9,11 @@
 #include <AK/DeprecatedString.h>
 #include <AK/LexicalPath.h>
 #include <LibCore/ConfigFile.h>
-#include <LibCore/DeprecatedFile.h>
 #include <LibCore/MappedFile.h>
 #include <LibCore/StandardPaths.h>
+#include <LibCore/System.h>
 #include <LibELF/Image.h>
+#include <LibFileSystem/FileSystem.h>
 #include <LibGUI/FileIconProvider.h>
 #include <LibGUI/Icon.h>
 #include <LibGUI/Painter.h>
@@ -145,12 +146,12 @@ Icon FileIconProvider::filetype_image_icon()
     return s_filetype_image_icon;
 }
 
-Icon FileIconProvider::icon_for_path(DeprecatedString const& path)
+Icon FileIconProvider::icon_for_path(StringView path)
 {
-    struct stat stat;
-    if (::stat(path.characters(), &stat) < 0)
+    auto stat_or_error = Core::System::stat(path);
+    if (stat_or_error.is_error())
         return s_file_icon;
-    return icon_for_path(path, stat.st_mode);
+    return icon_for_path(path, stat_or_error.release_value().st_mode);
 }
 
 Icon FileIconProvider::icon_for_executable(DeprecatedString const& path)
@@ -238,7 +239,7 @@ Icon FileIconProvider::icon_for_executable(DeprecatedString const& path)
     return icon;
 }
 
-Icon FileIconProvider::icon_for_path(DeprecatedString const& path, mode_t mode)
+Icon FileIconProvider::icon_for_path(StringView path, mode_t mode)
 {
     initialize_if_needed();
     if (path == "/")
@@ -248,26 +249,27 @@ Icon FileIconProvider::icon_for_path(DeprecatedString const& path, mode_t mode)
             return s_home_directory_icon;
         if (path == Core::StandardPaths::desktop_directory())
             return s_desktop_directory_icon;
-        if (access(path.characters(), R_OK | X_OK) < 0)
+        if (Core::System::access(path, R_OK | X_OK).is_error())
             return s_inaccessible_directory_icon;
         if (path.ends_with(".git"sv))
             return s_git_directory_icon;
         return s_directory_icon;
     }
     if (S_ISLNK(mode)) {
-        auto raw_symlink_target_or_error = Core::DeprecatedFile::read_link(path);
+        auto raw_symlink_target_or_error = FileSystem::read_link(path);
         if (raw_symlink_target_or_error.is_error())
             return s_symlink_icon;
-
         auto raw_symlink_target = raw_symlink_target_or_error.release_value();
-        if (raw_symlink_target.is_null())
-            return s_symlink_icon;
 
-        DeprecatedString target_path;
+        String target_path;
         if (raw_symlink_target.starts_with('/')) {
             target_path = raw_symlink_target;
         } else {
-            target_path = Core::DeprecatedFile::real_path_for(DeprecatedString::formatted("{}/{}", LexicalPath::dirname(path), raw_symlink_target));
+            auto error_or_path = FileSystem::real_path(DeprecatedString::formatted("{}/{}", LexicalPath::dirname(path), raw_symlink_target));
+            if (error_or_path.is_error())
+                return s_symlink_icon;
+
+            target_path = error_or_path.release_value();
         }
         auto target_icon = icon_for_path(target_path);
 
@@ -295,7 +297,7 @@ Icon FileIconProvider::icon_for_path(DeprecatedString const& path, mode_t mode)
     if (mode & (S_IXUSR | S_IXGRP | S_IXOTH))
         return icon_for_executable(path);
 
-    if (Gfx::Bitmap::is_path_a_supported_image_format(path.view()))
+    if (Gfx::Bitmap::is_path_a_supported_image_format(path))
         return s_filetype_image_icon;
 
     for (auto& filetype : s_filetype_icons.keys()) {
diff --git a/Userland/Libraries/LibGUI/FileIconProvider.h b/Userland/Libraries/LibGUI/FileIconProvider.h
index 2bb36932ef0..4807e0cd24b 100644
--- a/Userland/Libraries/LibGUI/FileIconProvider.h
+++ b/Userland/Libraries/LibGUI/FileIconProvider.h
@@ -14,8 +14,8 @@ namespace GUI {
 
 class FileIconProvider {
 public:
-    static Icon icon_for_path(DeprecatedString const&, mode_t);
-    static Icon icon_for_path(DeprecatedString const&);
+    static Icon icon_for_path(StringView, mode_t);
+    static Icon icon_for_path(StringView);
     static Icon icon_for_executable(DeprecatedString const&);
 
     static Icon filetype_image_icon();
diff --git a/Userland/Libraries/LibGUI/FileSystemModel.cpp b/Userland/Libraries/LibGUI/FileSystemModel.cpp
index a9207ac4497..7c7cae44de8 100644
--- a/Userland/Libraries/LibGUI/FileSystemModel.cpp
+++ b/Userland/Libraries/LibGUI/FileSystemModel.cpp
@@ -11,9 +11,9 @@
 #include <AK/QuickSort.h>
 #include <AK/StringBuilder.h>
 #include <AK/Types.h>
-#include <LibCore/DeprecatedFile.h>
 #include <LibCore/DirIterator.h>
 #include <LibCore/StandardPaths.h>
+#include <LibFileSystem/FileSystem.h>
 #include <LibGUI/AbstractView.h>
 #include <LibGUI/FileIconProvider.h>
 #include <LibGUI/FileSystemModel.h>
@@ -63,11 +63,11 @@ bool FileSystemModel::Node::fetch_data(DeprecatedString const& full_path, bool i
     mtime = st.st_mtime;
 
     if (S_ISLNK(mode)) {
-        auto sym_link_target_or_error = Core::DeprecatedFile::read_link(full_path);
+        auto sym_link_target_or_error = FileSystem::read_link(full_path);
         if (sym_link_target_or_error.is_error())
             perror("readlink");
         else {
-            symlink_target = sym_link_target_or_error.release_value();
+            symlink_target = sym_link_target_or_error.release_value().to_deprecated_string();
             if (symlink_target.is_null())
                 perror("readlink");
         }
@@ -613,7 +613,7 @@ Variant FileSystemModel::data(ModelIndex const& index, ModelRole role) const
 Icon FileSystemModel::icon_for(Node const& node) const
 {
     if (node.full_path() == "/")
-        return FileIconProvider::icon_for_path("/");
+        return FileIconProvider::icon_for_path("/"sv);
 
     if (Gfx::Bitmap::is_path_a_supported_image_format(node.name)) {
         if (!node.thumbnail) {
diff --git a/Userland/Libraries/LibGUI/PathBreadcrumbbar.cpp b/Userland/Libraries/LibGUI/PathBreadcrumbbar.cpp
index 062cb423ff6..512e0a42273 100644
--- a/Userland/Libraries/LibGUI/PathBreadcrumbbar.cpp
+++ b/Userland/Libraries/LibGUI/PathBreadcrumbbar.cpp
@@ -110,7 +110,7 @@ void PathBreadcrumbbar::set_current_path(DeprecatedString const& new_path)
     } else {
         m_breadcrumbbar->clear_segments();
 
-        m_breadcrumbbar->append_segment("/", GUI::FileIconProvider::icon_for_path("/").bitmap_for_size(16), "/", "/");
+        m_breadcrumbbar->append_segment("/", GUI::FileIconProvider::icon_for_path("/"sv).bitmap_for_size(16), "/", "/");
         StringBuilder builder;
 
         for (auto& part : lexical_path.parts()) {
diff --git a/Userland/Libraries/LibGUI/TextEditor.cpp b/Userland/Libraries/LibGUI/TextEditor.cpp
index dd392c06b91..2783b59dc76 100644
--- a/Userland/Libraries/LibGUI/TextEditor.cpp
+++ b/Userland/Libraries/LibGUI/TextEditor.cpp
@@ -12,7 +12,6 @@
 #include <AK/ScopeGuard.h>
 #include <AK/StringBuilder.h>
 #include <AK/TemporaryChange.h>
-#include <LibCore/DeprecatedFile.h>
 #include <LibCore/Timer.h>
 #include <LibGUI/Action.h>
 #include <LibGUI/AutocompleteProvider.h>
diff --git a/Userland/Libraries/LibIDL/IDLParser.cpp b/Userland/Libraries/LibIDL/IDLParser.cpp
index 22a06bd5285..3b00321ac68 100644
--- a/Userland/Libraries/LibIDL/IDLParser.cpp
+++ b/Userland/Libraries/LibIDL/IDLParser.cpp
@@ -11,7 +11,6 @@
 #include <AK/Assertions.h>
 #include <AK/LexicalPath.h>
 #include <AK/QuickSort.h>
-#include <LibCore/DeprecatedFile.h>
 #include <LibCore/File.h>
 #include <LibFileSystem/FileSystem.h>
 
@@ -142,7 +141,11 @@ Optional<Interface&> Parser::resolve_import(auto path)
     if (!FileSystem::exists(include_path))
         report_parsing_error(DeprecatedString::formatted("{}: No such file or directory", include_path), filename, input, lexer.tell());
 
-    auto real_path = Core::DeprecatedFile::real_path_for(include_path);
+    auto real_path_error_or = FileSystem::real_path(include_path);
+    if (real_path_error_or.is_error())
+        report_parsing_error(DeprecatedString::formatted("Failed to resolve path {}: {}", include_path, real_path_error_or.error()), filename, input, lexer.tell());
+    auto real_path = real_path_error_or.release_value().to_deprecated_string();
+
     if (top_level_resolved_imports().contains(real_path))
         return *top_level_resolved_imports().find(real_path)->value;
 
@@ -925,7 +928,12 @@ void resolve_function_typedefs(Interface& interface, FunctionType& function)
 
 Interface& Parser::parse()
 {
-    auto this_module = Core::DeprecatedFile::real_path_for(filename);
+    auto this_module_or_error = FileSystem::real_path(filename);
+    if (this_module_or_error.is_error()) {
+        report_parsing_error(DeprecatedString::formatted("Failed to resolve path '{}': {}", filename, this_module_or_error.error()), filename, input, 0);
+        VERIFY_NOT_REACHED();
+    }
+    auto this_module = this_module_or_error.release_value().to_deprecated_string();
 
     auto interface_ptr = make<Interface>();
     auto& interface = *interface_ptr;
diff --git a/Userland/Libraries/LibTest/JavaScriptTestRunnerMain.cpp b/Userland/Libraries/LibTest/JavaScriptTestRunnerMain.cpp
index 9fc4fa8ad88..07854ff5e37 100644
--- a/Userland/Libraries/LibTest/JavaScriptTestRunnerMain.cpp
+++ b/Userland/Libraries/LibTest/JavaScriptTestRunnerMain.cpp
@@ -7,7 +7,6 @@
  */
 
 #include <LibCore/ArgsParser.h>
-#include <LibCore/DeprecatedFile.h>
 #include <LibFileSystem/FileSystem.h>
 #include <LibTest/JavaScriptTestRunner.h>
 #include <signal.h>
@@ -177,8 +176,19 @@ int main(int argc, char** argv)
 #endif
     }
 
-    test_root = Core::DeprecatedFile::real_path_for(test_root);
-    common_path = Core::DeprecatedFile::real_path_for(common_path);
+    auto test_root_or_error = FileSystem::real_path(test_root);
+    if (test_root_or_error.is_error()) {
+        warnln("Failed to resolve test root: {}", test_root_or_error.error());
+        return 1;
+    }
+    test_root = test_root_or_error.release_value().to_deprecated_string();
+
+    auto common_path_or_error = FileSystem::real_path(common_path);
+    if (common_path_or_error.is_error()) {
+        warnln("Failed to resolve common path: {}", common_path_or_error.error());
+        return 1;
+    }
+    common_path = common_path_or_error.release_value().to_deprecated_string();
 
     if (chdir(test_root.characters()) < 0) {
         auto saved_errno = errno;