diff --git a/pyproject.toml b/pyproject.toml
index 8e9f6b33862caf..6b51197ad66c2e 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -27,6 +27,7 @@ ignore = [
   "E7",
   "PLC1901",
   "RUF005",
+  "RUF100",
 ]
 line-length = 172
 target-version = "py37"
@@ -34,6 +35,12 @@ target-version = "py37"
 [tool.ruff.mccabe]
 max-complexity = 100
 
+[tool.ruff.per-file-ignores]
+"tools/checkimports.py" = ["W605"]
+"tools/gyp/pylib/gyp/xcodeproj_file.py" = ["PLE0101"]
+"tools/icu/shrink-icu-src.py" = ["W605"]
+"tools/mkssldef.py" = ["W605"]
+
 [tool.ruff.pylint]
 max-args = 12
 max-branches = 110
diff --git a/tools/checkimports.py b/tools/checkimports.py
index 629569c06abd3f..b94919e3cc47e4 100755
--- a/tools/checkimports.py
+++ b/tools/checkimports.py
@@ -8,7 +8,7 @@
 import itertools
 
 def do_exist(file_name, lines, imported):
-  if not any(not re.match('using \\w+::{0};'.format(imported), line) and
+  if not any(not re.match('using \w+::{0};'.format(imported), line) and
              re.search('\\b{0}\\b'.format(imported), line) for line in lines):
     print('File "{0}" does not use "{1}"'.format(file_name, imported))
     return False
diff --git a/tools/gyp/gyp_main.py b/tools/gyp/gyp_main.py
index 754ce5b3cdc0c1..f23dcdf882d1b0 100755
--- a/tools/gyp/gyp_main.py
+++ b/tools/gyp/gyp_main.py
@@ -39,7 +39,7 @@ def UnixifyPath(path):
 # else the 'gyp' library will not be found
 path = UnixifyPath(sys.argv[0])
 sys.path.insert(0, os.path.join(os.path.dirname(path), "pylib"))
-import gyp
+import gyp  # noqa: E402
 
 if __name__ == "__main__":
     sys.exit(gyp.script_main())
diff --git a/tools/gyp/pylib/gyp/generator/make.py b/tools/gyp/pylib/gyp/generator/make.py
index bf9be1b02b7556..e225326e1d09b6 100644
--- a/tools/gyp/pylib/gyp/generator/make.py
+++ b/tools/gyp/pylib/gyp/generator/make.py
@@ -216,7 +216,7 @@ def CalculateGeneratorInputInfo(params):
 
 quiet_cmd_solink_module = SOLINK_MODULE($(TOOLSET)) $@
 cmd_solink_module = $(LINK.$(TOOLSET)) -bundle $(GYP_LDFLAGS) $(LDFLAGS.$(TOOLSET)) -o $@ $(filter-out FORCE_DO_CMD, $^) $(LIBS)
-"""
+"""  # noqa: E501
 
 LINK_COMMANDS_ANDROID = """\
 quiet_cmd_alink = AR($(TOOLSET)) $@
@@ -286,7 +286,7 @@ def CalculateGeneratorInputInfo(params):
 
 quiet_cmd_solink_module = SOLINK_MODULE($(TOOLSET)) $@
 cmd_solink_module = $(LINK.$(TOOLSET)) -shared $(GYP_LDFLAGS) $(LDFLAGS.$(TOOLSET)) -o $@ $(filter-out FORCE_DO_CMD, $^) $(LIBS)
-"""
+"""  # noqa: E501
 
 
 LINK_COMMANDS_OS400 = """\
@@ -304,7 +304,7 @@ def CalculateGeneratorInputInfo(params):
 
 quiet_cmd_solink_module = SOLINK_MODULE($(TOOLSET)) $@
 cmd_solink_module = $(LINK.$(TOOLSET)) -shared $(GYP_LDFLAGS) $(LDFLAGS.$(TOOLSET)) -o $@ $(filter-out FORCE_DO_CMD, $^) $(LIBS)
-"""
+"""  # noqa: E501
 
 
 LINK_COMMANDS_OS390 = """\
@@ -474,7 +474,7 @@ def CalculateGeneratorInputInfo(params):
 cmd_symlink = ln -sf "$<" "$@"
 
 %(link_commands)s
-"""
+"""  # noqa: E501
     r"""
 # Define an escape_quotes function to escape single quotes.
 # This allows us to handle quotes properly as long as we always use
@@ -573,7 +573,7 @@ def CalculateGeneratorInputInfo(params):
 .PHONY: FORCE_DO_CMD
 FORCE_DO_CMD:
 
-"""
+"""  # noqa: E501
 )
 
 SHARED_HEADER_MAC_COMMANDS = """
@@ -604,7 +604,7 @@ def CalculateGeneratorInputInfo(params):
 
 quiet_cmd_infoplist = INFOPLIST $@
 cmd_infoplist = $(CC.$(TOOLSET)) -E -P -Wno-trigraphs -x c $(INFOPLIST_DEFINES) "$<" -o "$@"
-"""
+"""  # noqa: E501
 
 
 def WriteRootHeaderSuffixRules(writer):
diff --git a/tools/gyp/pylib/gyp/generator/msvs.py b/tools/gyp/pylib/gyp/generator/msvs.py
index 5af21b37c255d0..fd950057847980 100644
--- a/tools/gyp/pylib/gyp/generator/msvs.py
+++ b/tools/gyp/pylib/gyp/generator/msvs.py
@@ -756,7 +756,7 @@ def _EscapeEnvironmentVariableExpansion(s):
 
   Returns:
       The escaped string.
-  """
+  """  # noqa: E731,E123,E501
     s = s.replace("%", "%%")
     return s
 
diff --git a/tools/gyp/pylib/gyp/generator/ninja.py b/tools/gyp/pylib/gyp/generator/ninja.py
index d51c64230b7c72..3db3771ac97855 100644
--- a/tools/gyp/pylib/gyp/generator/ninja.py
+++ b/tools/gyp/pylib/gyp/generator/ninja.py
@@ -2533,7 +2533,7 @@ def GenerateOutputForConfig(target_list, target_dicts, data, params, config_name
             description="SOLINK $lib",
             restat=True,
             command=mtime_preserving_solink_base
-            % {"suffix": "@$link_file_list"},
+            % {"suffix": "@$link_file_list"},  # noqa: E501
             rspfile="$link_file_list",
             rspfile_content=(
                 "-Wl,--whole-archive $in $solibs -Wl," "--no-whole-archive $libs"
diff --git a/tools/gyp/pylib/gyp/xcode_emulation.py b/tools/gyp/pylib/gyp/xcode_emulation.py
index 35062211a59307..a75d8eeab7bda0 100644
--- a/tools/gyp/pylib/gyp/xcode_emulation.py
+++ b/tools/gyp/pylib/gyp/xcode_emulation.py
@@ -1733,7 +1733,7 @@ def _GetXcodeEnv(
         "CONFIGURATION": configuration,
         "PRODUCT_NAME": xcode_settings.GetProductName(),
         # For FULL_PRODUCT_NAME see:
-        # /Developer/Platforms/MacOSX.platform/Developer/Library/Xcode/Specifications/MacOSX\ Product\ Types.xcspec
+        # /Developer/Platforms/MacOSX.platform/Developer/Library/Xcode/Specifications/MacOSX\ Product\ Types.xcspec  # noqa: E501
         "SRCROOT": srcroot,
         "SOURCE_ROOT": "${SRCROOT}",
         # This is not true for static libraries, but currently the env is only
diff --git a/tools/gyp/pylib/gyp/xcodeproj_file.py b/tools/gyp/pylib/gyp/xcodeproj_file.py
index 62fb53646f7cdc..076eea37211179 100644
--- a/tools/gyp/pylib/gyp/xcodeproj_file.py
+++ b/tools/gyp/pylib/gyp/xcodeproj_file.py
@@ -2770,7 +2770,7 @@ def __init__(self, properties=None, id=None, parent=None, path=None):
         self.path = path
         self._other_pbxprojects = {}
         # super
-        XCContainerPortal.__init__(self, properties, id, parent)
+        return XCContainerPortal.__init__(self, properties, id, parent)
 
     def Name(self):
         name = self.path
diff --git a/tools/icu/shrink-icu-src.py b/tools/icu/shrink-icu-src.py
index 30d34070c9ae17..3a9ba2fbfbf118 100644
--- a/tools/icu/shrink-icu-src.py
+++ b/tools/icu/shrink-icu-src.py
@@ -48,7 +48,7 @@ def print_size(fn):
     size = (os.stat(fn).st_size) / 1024000
     print('%dM\t%s' % (size, fn))
 
-ignore_regex = re.compile('^.*\\.(vcxproj|filters|nrm|icu|dat|xml|txt|ac|guess|m4|in|sub|py|mak)$')
+ignore_regex = re.compile('^.*\.(vcxproj|filters|nrm|icu|dat|xml|txt|ac|guess|m4|in|sub|py|mak)$')
 
 def icu_ignore(dir, files):
     subdir = dir[len(options.icusrc)+1::]
diff --git a/tools/mkssldef.py b/tools/mkssldef.py
index 6b60142bb86baf..4768d1ff0ff699 100755
--- a/tools/mkssldef.py
+++ b/tools/mkssldef.py
@@ -26,7 +26,7 @@
 
   for filename in filenames:
     for line in open(filename).readlines():
-      name, _, _, meta, _ = re.split('\\s+', line)
+      name, _, _, meta, _ = re.split('\s+', line)
       if any(p.match(name) for p in excludes): continue
       meta = meta.split(':')
       assert meta[0] in ('EXIST', 'NOEXIST')