diff --git a/src/api/python/CMakeLists.txt b/src/api/python/CMakeLists.txt
index e420c4c04d..2d08d2cd61 100644
--- a/src/api/python/CMakeLists.txt
+++ b/src/api/python/CMakeLists.txt
@@ -9,6 +9,7 @@ set(z3py_files
   z3/z3num.py
   z3/z3poly.py
   z3/z3printer.py
+  z3/z3regex.py
   z3/z3rcf.py
   z3test.py
   z3/z3types.py
diff --git a/src/api/python/z3/__init__.py b/src/api/python/z3/__init__.py
index f7aa29ab12..d345850ce4 100644
--- a/src/api/python/z3/__init__.py
+++ b/src/api/python/z3/__init__.py
@@ -3,6 +3,7 @@ from .z3 import *
 from . import z3num
 from . import z3poly
 from . import z3printer
+from . import z3regex
 from . import z3rcf
 from . import z3types
 from . import z3util
diff --git a/src/api/python/z3/z3regex.py b/src/api/python/z3/z3regex.py
new file mode 100644
index 0000000000..ec2e9d66fd
--- /dev/null
+++ b/src/api/python/z3/z3regex.py
@@ -0,0 +1,155 @@
+############################################
+# Copyright (c) 2026 Microsoft Corporation
+#
+# Z3 Python regex translator
+#
+# Author: Z3 Contributors
+############################################
+
+import re
+import sys
+
+if sys.version_info < (3, 11):
+    import sre_constants as _re_constants
+    import sre_parse as _re_parser
+else:
+    import re._constants as _re_constants
+    import re._parser as _re_parser
+
+from .z3 import *
+
+
+def _all_char(ctx=None):
+    return AllChar(ReSort(StringSort(ctx)))
+
+
+def _mk_union(parts):
+    if len(parts) == 1:
+        return parts[0]
+    return Union(*parts)
+
+
+def _mk_concat(parts, ctx=None):
+    if len(parts) == 0:
+        return Re("", ctx)
+    if len(parts) == 1:
+        return parts[0]
+    return Concat(*parts)
+
+
+def _category_re(cat, ctx=None):
+    digits = Range("0", "9", ctx=ctx)
+    spaces = Union(Re(" ", ctx), Re("\t", ctx), Re("\n", ctx), Re("\r", ctx), Re("\f", ctx), Re("\v", ctx))
+    word = Union(Range("a", "z", ctx=ctx), Range("A", "Z", ctx=ctx), digits, Re("_", ctx))
+    if cat == _re_constants.CATEGORY_DIGIT:
+        return digits
+    if cat == _re_constants.CATEGORY_NOT_DIGIT:
+        return Diff(_all_char(ctx), digits)
+    if cat == _re_constants.CATEGORY_SPACE:
+        return spaces
+    if cat == _re_constants.CATEGORY_NOT_SPACE:
+        return Diff(_all_char(ctx), spaces)
+    if cat == _re_constants.CATEGORY_WORD:
+        return word
+    if cat == _re_constants.CATEGORY_NOT_WORD:
+        return Diff(_all_char(ctx), word)
+    raise NotImplementedError(f"unsupported regex category: {cat}")
+
+
+def _translate_repeat(lo, hi, value, flags, ctx):
+    body = _translate_subpattern(value, flags, ctx)
+    if hi == _re_constants.MAXREPEAT:
+        if lo == 0:
+            return Star(body)
+        if lo == 1:
+            return Plus(body)
+        return Loop(body, lo)
+    if lo == 0 and hi == 1:
+        return Option(body)
+    return Loop(body, lo, hi)
+
+
+def _translate_in(charset, flags, ctx):
+    negate = len(charset) > 0 and charset[0][0] == _re_constants.NEGATE
+    if negate:
+        charset = charset[1:]
+    parts = [_translate_token(tok, flags, ctx) for tok in charset]
+    body = _mk_union(parts)
+    if negate:
+        body = Diff(_all_char(ctx), body)
+    return body
+
+
+def _translate_token(tok, flags, ctx):
+    op, value = tok
+    if op == _re_constants.LITERAL:
+        return Re(chr(value), ctx)
+    if op == _re_constants.NOT_LITERAL:
+        return Diff(_all_char(ctx), Re(chr(value), ctx))
+    if op == _re_constants.ANY:
+        if flags & re.DOTALL:
+            return _all_char(ctx)
+        return Diff(_all_char(ctx), Re("\n", ctx))
+    if op == _re_constants.RANGE:
+        return Range(chr(value[0]), chr(value[1]), ctx=ctx)
+    if op == _re_constants.CATEGORY:
+        return _category_re(value, ctx)
+    if op == _re_constants.IN:
+        return _translate_in(value, flags, ctx)
+    if op == _re_constants.BRANCH:
+        _, branches = value
+        return _mk_union([_translate_subpattern(branch, flags, ctx) for branch in branches])
+    if op == _re_constants.SUBPATTERN:
+        return _translate_subpattern(value[-1], flags, ctx)
+    if op == _re_constants.MAX_REPEAT or op == _re_constants.MIN_REPEAT:
+        lo, hi, body = value
+        return _translate_repeat(lo, hi, body, flags, ctx)
+    if op == _re_constants.AT:
+        if value in (_re_constants.AT_BEGINNING, _re_constants.AT_BEGINNING_STRING, _re_constants.AT_END, _re_constants.AT_END_STRING):
+            return Re("", ctx)
+        raise NotImplementedError(f"unsupported regex anchor: {value}")
+    raise NotImplementedError(f"unsupported regex construct: {tok}")
+
+
+def _translate_subpattern(parsed, flags, ctx):
+    parts = [_translate_token(tok, flags, ctx) for tok in parsed]
+    return _mk_concat(parts, ctx)
+
+
+def regex_to_re(pattern, flags=0, ctx=None):
+    """Translate a Python regular expression to a Z3 regular expression.
+
+    Unsupported non-regular features (for example, look-arounds and backreferences)
+    raise ``NotImplementedError``.
+
+    >>> re_a = regex_to_re("a+")
+    >>> simplify(InRe("aaa", re_a))
+    True
+    >>> simplify(InRe("bbb", regex_to_re("a|b+")))
+    True
+    >>> simplify(InRe("x", regex_to_re("[a-z]")))
+    True
+    >>> simplify(InRe("X", regex_to_re("[a-z]")))
+    False
+    """
+    if isinstance(pattern, re.Pattern):
+        if flags != 0:
+            raise ValueError("flags cannot be provided when pattern is a compiled regex")
+        flags = pattern.flags
+        pattern = pattern.pattern
+    if not isinstance(pattern, str):
+        raise TypeError("pattern must be a string or compiled regex pattern")
+    parsed = _re_parser.parse(pattern, flags)
+    return _translate_subpattern(parsed, flags, ctx)
+
+
+def fullmatch_in_re(s, pattern, flags=0, ctx=None):
+    """Convenience helper that checks sequence membership in a translated regex.
+
+    >>> simplify(fullmatch_in_re("abc", "a.c"))
+    True
+    >>> simplify(fullmatch_in_re("abc", "a\\.c"))
+    False
+    """
+    return InRe(s, regex_to_re(pattern, flags=flags, ctx=ctx))
+
diff --git a/src/api/python/z3test.py b/src/api/python/z3test.py
index 4554657e44..dfcef6cbc2 100644
--- a/src/api/python/z3test.py
+++ b/src/api/python/z3test.py
@@ -11,10 +11,11 @@ if len(sys.argv) < 2 or sys.argv[1] == 'z3':
     r = doctest.testmod(z3.z3)
 elif sys.argv[1] == 'z3num':
     r = doctest.testmod(z3.z3num)
+elif sys.argv[1] == 'z3regex':
+    r = doctest.testmod(z3.z3regex)
 else:
-    print('Usage: z3test.py (z3 | z3num)')
+    print('Usage: z3test.py (z3 | z3num | z3regex)')
     sys.exit(1)
 
 if r.failed != 0:
     sys.exit(1)
-