diff --git a/python-rpm-generators.spec b/python-rpm-generators.spec
index ec09342..80d64d5 100644
--- a/python-rpm-generators.spec
+++ b/python-rpm-generators.spec
@@ -49,6 +49,9 @@ install -Dpm0755 -t %{buildroot}%{_rpmconfigdir} *.py
 %changelog
 * Tue Jul 21 2020 Miro Hrončok <mhroncok@redhat.com> - 11-10
 - pythondistdeps: Split Python Extras names after the rightmost plus sign
+- pythondistdeps: Handle edge cases of version comparisons more closely to
+  upstream, despite irrationality
+  See: https://github.com/pypa/packaging/issues/320
 
 * Fri Jul 10 2020 Tomas Orsava <torsava@redhat.com> - 11-9
 - pythondistdeps: Implement provides/requires for extras packages
diff --git a/pythondistdeps.py b/pythondistdeps.py
index 7b5a0c2..1ca576b 100755
--- a/pythondistdeps.py
+++ b/pythondistdeps.py
@@ -115,12 +115,12 @@ def convert_ordered(name, operator, version_id):
         # with ordered comparisons
         version_id = version_id[:-2]
         version = RpmVersion(version_id)
-        if '>' == operator:
-            # distutils does not behave this way, but this is
-            # their recommendation
-            # https://mail.python.org/archives/list/distutils-sig@python.org/thread/NWEQVTCX5CR2RKW2LT4H77PJTEINSX7P/
+        if operator == '>':
+            # distutils will allow a prefix match with '>'
             operator = '>='
-            version.increment()
+        if operator == '<=':
+            # distutils will not allow a prefix match with '<='
+            operator = '<'
     else:
         version = RpmVersion(version_id)
     return '{} {} {}'.format(name, operator, version)