diff --git a/cpython-unix/build-cpython.sh b/cpython-unix/build-cpython.sh
index 6505b629..39d810e3 100755
--- a/cpython-unix/build-cpython.sh
+++ b/cpython-unix/build-cpython.sh
@@ -455,12 +455,21 @@ if [ -n "${CPYTHON_OPTIMIZED}" ]; then
     # Allow users to enable the experimental JIT on 3.13+
     if [[ -n "${PYTHON_MEETS_MINIMUM_VERSION_3_13}" ]]; then
 
-        # The JIT build is failing on macOS due to compiler errors
-        # Only enable on Linux / 3.13 until that's fixed upstream
-        if [[ "${PYBUILD_PLATFORM}" != "macos" ]]; then
+        # Do not enable on x86-64 macOS because the JIT requires macOS 11+ and we are currently
+        # using 10.15 as a miniumum version.
+        if [ "${TARGET_TRIPLE}" != "x86_64-apple-darwin" ]; then
             CONFIGURE_FLAGS="${CONFIGURE_FLAGS} --enable-experimental-jit=yes-off"
         fi
 
+        # Respect CFLAGS during JIT compilation.
+        # Backports https://github.com/python/cpython/pull/134276
+        if [ -n "${PYTHON_MEETS_MINIMUM_VERSION_3_14}" ]; then
+            patch -p1 -i ${ROOT}/patch-jit-cflags-314.patch
+        elif [ -n "${PYTHON_MEETS_MINIMUM_VERSION_3_13}" ]; then
+            patch -p1 -i ${ROOT}/patch-jit-cflags-313.patch
+        fi
+
+
         if [[ -n "${PYTHON_MEETS_MAXIMUM_VERSION_3_13}" ]]; then
             # On 3.13, LLVM 18 is hard-coded into the configure script. Override it to our toolchain
             # version.
diff --git a/cpython-unix/patch-jit-cflags-313.patch b/cpython-unix/patch-jit-cflags-313.patch
new file mode 100644
index 00000000..d82d1eed
--- /dev/null
+++ b/cpython-unix/patch-jit-cflags-313.patch
@@ -0,0 +1,80 @@
+diff --git a/Tools/jit/_targets.py b/Tools/jit/_targets.py
+index 50b5d923a35..4a71476026f 100644
+--- a/Tools/jit/_targets.py
++++ b/Tools/jit/_targets.py
+@@ -10,6 +10,7 @@
+ import sys
+ import tempfile
+ import typing
++import shlex
+ 
+ import _llvm
+ import _schema
+@@ -44,6 +45,17 @@ class _Target(typing.Generic[_S, _R]):
+     stable: bool = False
+     debug: bool = False
+     verbose: bool = False
++    cflags: str = ""
++    known_symbols: dict[str, int] = dataclasses.field(default_factory=dict)
++
++    def _get_nop(self) -> bytes:
++        if re.fullmatch(r"aarch64-.*", self.triple):
++            nop = b"\x1f\x20\x03\xD5"
++        elif re.fullmatch(r"x86_64-.*|i686.*", self.triple):
++            nop = b"\x90"
++        else:
++            raise ValueError(f"NOP not defined for {self.triple}")
++        return nop
+ 
+     def _compute_digest(self, out: pathlib.Path) -> str:
+         hasher = hashlib.sha256()
+@@ -114,6 +126,7 @@ async def _compile(
+             return _stencils.StencilGroup()
+         o = tempdir / f"{opname}.o"
+         args = [
++            *shlex.split(self.cflags),
+             f"--target={self.triple}",
+             "-DPy_BUILD_CORE_MODULE",
+             "-D_DEBUG" if self.debug else "-DNDEBUG",
+diff --git a/Tools/jit/build.py b/Tools/jit/build.py
+index 4a23c6f0afa..618b53804db 100644
+--- a/Tools/jit/build.py
++++ b/Tools/jit/build.py
+@@ -22,7 +22,11 @@
+     parser.add_argument(
+         "-v", "--verbose", action="store_true", help="echo commands as they are run"
+     )
++    parser.add_argument(
++        "--with-cflags", help="additional flags to pass to the compiler", default=""
++    )
+     args = parser.parse_args()
+     args.target.debug = args.debug
+     args.target.verbose = args.verbose
++    args.target.cflags = args.with_cflags
+     args.target.build(pathlib.Path.cwd(), comment=comment, force=args.force)
+diff --git a/configure b/configure
+index 1cd1f690f7b..7fb6c4adfea 100755
+--- a/configure
++++ b/configure
+@@ -8326,7 +8326,7 @@ then :
+ 
+ else $as_nop
+   as_fn_append CFLAGS_NODIST " $jit_flags"
+-           REGEN_JIT_COMMAND="\$(PYTHON_FOR_REGEN) \$(srcdir)/Tools/jit/build.py $host"
++           REGEN_JIT_COMMAND="\$(PYTHON_FOR_REGEN) \$(srcdir)/Tools/jit/build.py $host --with-cflags=\"\$(CONFIGURE_CFLAGS)\""
+            JIT_STENCILS_H="jit_stencils.h"
+            if test "x$Py_DEBUG" = xtrue
+ then :
+diff --git a/configure.ac b/configure.ac
+index 3fcb18922c5..616999a96b2 100644
+--- a/configure.ac
++++ b/configure.ac
+@@ -1846,7 +1846,7 @@ AS_VAR_IF([jit_flags],
+           [],
+           [AS_VAR_APPEND([CFLAGS_NODIST], [" $jit_flags"])
+            AS_VAR_SET([REGEN_JIT_COMMAND],
+-                      ["\$(PYTHON_FOR_REGEN) \$(srcdir)/Tools/jit/build.py $host"])
++                      ["\$(PYTHON_FOR_REGEN) \$(srcdir)/Tools/jit/build.py $host --with-cflags=\"\$(CONFIGURE_CFLAGS)\""])
+            AS_VAR_SET([JIT_STENCILS_H], ["jit_stencils.h"])
+            AS_VAR_IF([Py_DEBUG],
+                      [true],
diff --git a/cpython-unix/patch-jit-cflags-314.patch b/cpython-unix/patch-jit-cflags-314.patch
new file mode 100644
index 00000000..81f6fd02
--- /dev/null
+++ b/cpython-unix/patch-jit-cflags-314.patch
@@ -0,0 +1,70 @@
+diff --git a/Tools/jit/_targets.py b/Tools/jit/_targets.py
+index b3b065652e0..d361f57382e 100644
+--- a/Tools/jit/_targets.py
++++ b/Tools/jit/_targets.py
+@@ -10,6 +10,7 @@
+ import sys
+ import tempfile
+ import typing
++import shlex
+ 
+ import _llvm
+ import _schema
+@@ -42,6 +43,7 @@ class _Target(typing.Generic[_S, _R]):
+     stable: bool = False
+     debug: bool = False
+     verbose: bool = False
++    cflags: str = ""
+     known_symbols: dict[str, int] = dataclasses.field(default_factory=dict)
+ 
+     def _get_nop(self) -> bytes:
+@@ -115,6 +117,7 @@ async def _compile(
+     ) -> _stencils.StencilGroup:
+         o = tempdir / f"{opname}.o"
+         args = [
++            *shlex.split(self.cflags),
+             f"--target={self.triple}",
+             "-DPy_BUILD_CORE_MODULE",
+             "-D_DEBUG" if self.debug else "-DNDEBUG",
+diff --git a/Tools/jit/build.py b/Tools/jit/build.py
+index a8cb0f67c36..663874ad439 100644
+--- a/Tools/jit/build.py
++++ b/Tools/jit/build.py
+@@ -22,7 +22,11 @@
+     parser.add_argument(
+         "-v", "--verbose", action="store_true", help="echo commands as they are run"
+     )
++    parser.add_argument(
++        "--with-cflags", help="additional flags to pass to the compiler", default=""
++    )
+     args = parser.parse_args()
+     args.target.debug = args.debug
+     args.target.verbose = args.verbose
++    args.target.cflags = args.with_cflags
+     args.target.build(pathlib.Path.cwd(), comment=comment, force=args.force)
+diff --git a/configure b/configure
+index 1b75ddfa26d..3c9e550b5d3 100755
+--- a/configure
++++ b/configure
+@@ -8399,7 +8399,7 @@ then :
+ 
+ else case e in #(
+   e) as_fn_append CFLAGS_NODIST " $jit_flags"
+-           REGEN_JIT_COMMAND="\$(PYTHON_FOR_REGEN) \$(srcdir)/Tools/jit/build.py $host"
++           REGEN_JIT_COMMAND="\$(PYTHON_FOR_REGEN) \$(srcdir)/Tools/jit/build.py $host --with-cflags=\"\$(CONFIGURE_CFLAGS)\""
+            JIT_STENCILS_H="jit_stencils.h"
+            if test "x$Py_DEBUG" = xtrue
+ then :
+diff --git a/configure.ac b/configure.ac
+index c449bb5ebb3..5f9d08a4ee7 100644
+--- a/configure.ac
++++ b/configure.ac
+@@ -1827,7 +1827,7 @@ AS_VAR_IF([jit_flags],
+           [],
+           [AS_VAR_APPEND([CFLAGS_NODIST], [" $jit_flags"])
+            AS_VAR_SET([REGEN_JIT_COMMAND],
+-                      ["\$(PYTHON_FOR_REGEN) \$(srcdir)/Tools/jit/build.py $host"])
++                      ["\$(PYTHON_FOR_REGEN) \$(srcdir)/Tools/jit/build.py $host --with-cflags=\"\$(CONFIGURE_CFLAGS)\""])
+            AS_VAR_SET([JIT_STENCILS_H], ["jit_stencils.h"])
+            AS_VAR_IF([Py_DEBUG],
+                      [true],