diff --git a/plugins/python-build/bin/python-build b/plugins/python-build/bin/python-build
index 0e47c7f3..157833e6 100755
--- a/plugins/python-build/bin/python-build
+++ b/plugins/python-build/bin/python-build
@@ -1888,20 +1888,34 @@ use_homebrew_tcltk() {
     local tcltk_libdir="$(brew --prefix "${tcltk}" 2>/dev/null || true)"
     if [ -d "$tcltk_libdir" ]; then
       echo "python-build: use tcl-tk from homebrew"
-      if [[ -z "$PYTHON_BUILD_TCLTK_USE_PKGCONFIG" ]]; then
-        local tcltk_version="$(sh -c '. '"$tcltk_libdir"'/lib/tclConfig.sh; echo $TCL_VERSION')"
-        package_option python configure --with-tcltk-libs="-L$tcltk_libdir/lib -ltcl$tcltk_version -ltk$tcltk_version"
-        # In Homebrew Tcl/Tk 8.6.13, headers have been moved to the 'tcl-tk' subdir.
-        # We're not using tclConfig.sh here 'cuz it produces the version-specific path to <brew prefix>/Cellar
-        # and we'd rather have rpath set to <brew prefix>/opt/<...> to allow micro release upgrades without rebuilding
-        # XXX: do use tclConfig.sh and translate the paths if more path shenanigans appear in later releases
-        if [ -d "$tcltk_libdir/include/tcl-tk" ]; then
-          package_option python configure --with-tcltk-includes="-I$tcltk_libdir/include/tcl-tk"
-        else
-          package_option python configure --with-tcltk-includes="-I$tcltk_libdir/include"
-        fi
+      local tcltk_version="$(sh -c '. '"$tcltk_libdir"'/lib/tclConfig.sh; echo $TCL_VERSION')"
+      local tcltk_includes tcltk_libs
+      # In Homebrew Tcl/Tk 8.6.13, headers have been moved to the 'tcl-tk' subdir.
+      # We're not using tclConfig.sh here 'cuz it produces the version-specific path to <brew prefix>/Cellar
+      # and we'd rather have rpath set to <brew prefix>/opt/<...> to allow micro release upgrades without rebuilding
+      # XXX: do use tclConfig.sh and translate the paths if more shenanigans appear in later releases
+      if [ -d "$tcltk_libdir/include/tcl-tk" ]; then
+        tcltk_includes="-I$tcltk_libdir/include/tcl-tk"
+      else
+        tcltk_includes="-I$tcltk_libdir/include"
       fi
+      tcltk_libs="-L$tcltk_libdir/lib -ltcl$tcltk_version -ltk$tcltk_version"
+      # Since 2.7.6, 3.3.3, 3.4.0 (Issue #1584): --with-tcltk-includes + --with-tcltk-libs Configure options
+      # Since 3.11.0 (bpo-45847): `pkg-config` call, TCLTK_CFLAGS + TCLTK_LIBS override
+      if [[ -n "$PYTHON_BUILD_TCLTK_USE_PKGCONFIG" ]]; then
+        # pkg-config is not present out of the box in MacOS.
+        # There's no way to provide a fallback only if it's is not present
+        # and Configure's logic of detecting if it's present is complicated.
+        # So we just override it always
+        export TCLTK_CFLAGS="$tcltk_includes"
+        export TCLTK_LIBS="$tcltk_libs"
+      else
+        package_option python configure --with-tcltk-includes="$tcltk_includes"
+        package_option python configure --with-tcltk-libs="$tcltk_libs"
+      fi
+      #set in either case as a failsafe
       export PKG_CONFIG_PATH="${tcltk_libdir}/lib/pkgconfig${PKG_CONFIG_PATH:+:$PKG_CONFIG_PATH}"
+
       lock_in homebrew
       return 0
     fi
diff --git a/plugins/python-build/share/python-build/3.12.0 b/plugins/python-build/share/python-build/3.12.0
index 605867fa..12ed1634 100644
--- a/plugins/python-build/share/python-build/3.12.0
+++ b/plugins/python-build/share/python-build/3.12.0
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.1.2" "https://www.openssl.org/source/openssl-3.1.2.tar.gz#a0ce69b8b97ea6a35b96875235aa453b966ba3cba8af2de23657d8b6767d6539" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.1 b/plugins/python-build/share/python-build/3.12.1
index 636724c9..907bfaf3 100644
--- a/plugins/python-build/share/python-build/3.12.1
+++ b/plugins/python-build/share/python-build/3.12.1
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.1.2" "https://www.openssl.org/source/openssl-3.1.2.tar.gz#a0ce69b8b97ea6a35b96875235aa453b966ba3cba8af2de23657d8b6767d6539" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.10 b/plugins/python-build/share/python-build/3.12.10
index 75258a1d..00ed1e90 100644
--- a/plugins/python-build/share/python-build/3.12.10
+++ b/plugins/python-build/share/python-build/3.12.10
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.3.3" "https://github.com/openssl/openssl/releases/download/openssl-3.3.3/openssl-3.3.3.tar.gz#712590fd20aaa60ec75d778fe5b810d6b829ca7fb1e530577917a131f9105539" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.11 b/plugins/python-build/share/python-build/3.12.11
index 85bd7d10..ee1c2668 100644
--- a/plugins/python-build/share/python-build/3.12.11
+++ b/plugins/python-build/share/python-build/3.12.11
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.5.1" "https://github.com/openssl/openssl/releases/download/openssl-3.5.1/openssl-3.5.1.tar.gz#529043b15cffa5f36077a4d0af83f3de399807181d607441d734196d889b641f" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.2 b/plugins/python-build/share/python-build/3.12.2
index cee4c606..cd7fbe7e 100644
--- a/plugins/python-build/share/python-build/3.12.2
+++ b/plugins/python-build/share/python-build/3.12.2
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.2.1" "https://www.openssl.org/source/openssl-3.2.1.tar.gz#83c7329fe52c850677d75e5d0b0ca245309b97e8ecbcfdc1dfdc4ab9fac35b39" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.3 b/plugins/python-build/share/python-build/3.12.3
index 2228238d..484d8b4d 100644
--- a/plugins/python-build/share/python-build/3.12.3
+++ b/plugins/python-build/share/python-build/3.12.3
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.2.1" "https://www.openssl.org/source/openssl-3.2.1.tar.gz#83c7329fe52c850677d75e5d0b0ca245309b97e8ecbcfdc1dfdc4ab9fac35b39" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.4 b/plugins/python-build/share/python-build/3.12.4
index b4016372..def8ffb2 100644
--- a/plugins/python-build/share/python-build/3.12.4
+++ b/plugins/python-build/share/python-build/3.12.4
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.2.2" "https://www.openssl.org/source/openssl-3.2.2.tar.gz#197149c18d9e9f292c43f0400acaba12e5f52cacfe050f3d199277ea738ec2e7" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.5 b/plugins/python-build/share/python-build/3.12.5
index d067a27e..4bc86ad7 100644
--- a/plugins/python-build/share/python-build/3.12.5
+++ b/plugins/python-build/share/python-build/3.12.5
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.3.1" "https://www.openssl.org/source/openssl-3.3.1.tar.gz#777cd596284c883375a2a7a11bf5d2786fc5413255efab20c50d6ffe6d020b7e" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.6 b/plugins/python-build/share/python-build/3.12.6
index 73e2f6eb..28742012 100644
--- a/plugins/python-build/share/python-build/3.12.6
+++ b/plugins/python-build/share/python-build/3.12.6
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.3.2" "https://github.com/openssl/openssl/releases/download/openssl-3.3.2/openssl-3.3.2.tar.gz#2e8a40b01979afe8be0bbfb3de5dc1c6709fedb46d6c89c10da114ab5fc3d281" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.7 b/plugins/python-build/share/python-build/3.12.7
index 00a35778..49d5e7db 100644
--- a/plugins/python-build/share/python-build/3.12.7
+++ b/plugins/python-build/share/python-build/3.12.7
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.3.2" "https://github.com/openssl/openssl/releases/download/openssl-3.3.2/openssl-3.3.2.tar.gz#2e8a40b01979afe8be0bbfb3de5dc1c6709fedb46d6c89c10da114ab5fc3d281" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.8 b/plugins/python-build/share/python-build/3.12.8
index 005117f6..42634f1a 100644
--- a/plugins/python-build/share/python-build/3.12.8
+++ b/plugins/python-build/share/python-build/3.12.8
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.3.2" "https://github.com/openssl/openssl/releases/download/openssl-3.3.2/openssl-3.3.2.tar.gz#2e8a40b01979afe8be0bbfb3de5dc1c6709fedb46d6c89c10da114ab5fc3d281" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.12.9 b/plugins/python-build/share/python-build/3.12.9
index 58c77022..c03fe919 100644
--- a/plugins/python-build/share/python-build/3.12.9
+++ b/plugins/python-build/share/python-build/3.12.9
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.3.2" "https://github.com/openssl/openssl/releases/download/openssl-3.3.2/openssl-3.3.2.tar.gz#2e8a40b01979afe8be0bbfb3de5dc1c6709fedb46d6c89c10da114ab5fc3d281" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.13-dev b/plugins/python-build/share/python-build/3.13-dev
index 3fa7508a..4beb508f 100644
--- a/plugins/python-build/share/python-build/3.13-dev
+++ b/plugins/python-build/share/python-build/3.13-dev
@@ -1,6 +1,7 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
 export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 export PYTHON_BUILD_CONFIGURE_WITH_DSYMUTIL=1
 install_package "openssl-3.5.1" "https://www.openssl.org/source/openssl-3.5.1.tar.gz#529043b15cffa5f36077a4d0af83f3de399807181d607441d734196d889b641f" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
diff --git a/plugins/python-build/share/python-build/3.13.0 b/plugins/python-build/share/python-build/3.13.0
index 4f73ad83..e79fafa7 100644
--- a/plugins/python-build/share/python-build/3.13.0
+++ b/plugins/python-build/share/python-build/3.13.0
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.3.2" "https://github.com/openssl/openssl/releases/download/openssl-3.3.2/openssl-3.3.2.tar.gz#2e8a40b01979afe8be0bbfb3de5dc1c6709fedb46d6c89c10da114ab5fc3d281" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.13.1 b/plugins/python-build/share/python-build/3.13.1
index cfeff70f..a002addc 100644
--- a/plugins/python-build/share/python-build/3.13.1
+++ b/plugins/python-build/share/python-build/3.13.1
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.4.0" "https://github.com/openssl/openssl/releases/download/openssl-3.4.0/openssl-3.4.0.tar.gz#e15dda82fe2fe8139dc2ac21a36d4ca01d5313c75f99f46c4e8a27709b7294bf" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.13.2 b/plugins/python-build/share/python-build/3.13.2
index 1df925ce..9d8d205f 100644
--- a/plugins/python-build/share/python-build/3.13.2
+++ b/plugins/python-build/share/python-build/3.13.2
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.4.0" "https://github.com/openssl/openssl/releases/download/openssl-3.4.0/openssl-3.4.0.tar.gz#e15dda82fe2fe8139dc2ac21a36d4ca01d5313c75f99f46c4e8a27709b7294bf" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.13.3 b/plugins/python-build/share/python-build/3.13.3
index 32f5c79a..d37c1ff1 100644
--- a/plugins/python-build/share/python-build/3.13.3
+++ b/plugins/python-build/share/python-build/3.13.3
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.4.1" "https://github.com/openssl/openssl/releases/download/openssl-3.4.1/openssl-3.4.1.tar.gz#002a2d6b30b58bf4bea46c43bdd96365aaf8daa6c428782aa4feee06da197df3" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.13.4 b/plugins/python-build/share/python-build/3.13.4
index f07d8f32..58aecf3c 100644
--- a/plugins/python-build/share/python-build/3.13.4
+++ b/plugins/python-build/share/python-build/3.13.4
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.4.1" "https://github.com/openssl/openssl/releases/download/openssl-3.4.1/openssl-3.4.1.tar.gz#002a2d6b30b58bf4bea46c43bdd96365aaf8daa6c428782aa4feee06da197df3" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.13.5 b/plugins/python-build/share/python-build/3.13.5
index d867c4eb..1eba07fc 100644
--- a/plugins/python-build/share/python-build/3.13.5
+++ b/plugins/python-build/share/python-build/3.13.5
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.5.1" "https://github.com/openssl/openssl/releases/download/openssl-3.5.1/openssl-3.5.1.tar.gz#529043b15cffa5f36077a4d0af83f3de399807181d607441d734196d889b641f" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.13.6 b/plugins/python-build/share/python-build/3.13.6
index f474fcb4..40cfe8b4 100644
--- a/plugins/python-build/share/python-build/3.13.6
+++ b/plugins/python-build/share/python-build/3.13.6
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.5.2" "https://github.com/openssl/openssl/releases/download/openssl-3.5.2/openssl-3.5.2.tar.gz#c53a47e5e441c930c3928cf7bf6fb00e5d129b630e0aa873b08258656e7345ec" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.3" "https://mirror.cs.odu.edu/gnu/readline/readline-8.3.tar.gz#fe5383204467828cd495ee8d1d3c037a7eba1389c22bc6a041f627976f9061cc" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.13.7 b/plugins/python-build/share/python-build/3.13.7
index 8d9b3c1f..710ed2d2 100644
--- a/plugins/python-build/share/python-build/3.13.7
+++ b/plugins/python-build/share/python-build/3.13.7
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.5.2" "https://github.com/openssl/openssl/releases/download/openssl-3.5.2/openssl-3.5.2.tar.gz#c53a47e5e441c930c3928cf7bf6fb00e5d129b630e0aa873b08258656e7345ec" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.3" "https://mirror.cs.odu.edu/gnu/readline/readline-8.3.tar.gz#fe5383204467828cd495ee8d1d3c037a7eba1389c22bc6a041f627976f9061cc" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.14-dev b/plugins/python-build/share/python-build/3.14-dev
index 8823e939..6fbd8403 100644
--- a/plugins/python-build/share/python-build/3.14-dev
+++ b/plugins/python-build/share/python-build/3.14-dev
@@ -1,6 +1,7 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
 export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 export PYTHON_BUILD_CONFIGURE_WITH_DSYMUTIL=1
 install_package "openssl-3.5.1" "https://www.openssl.org/source/openssl-3.5.1.tar.gz#529043b15cffa5f36077a4d0af83f3de399807181d607441d734196d889b641f" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
diff --git a/plugins/python-build/share/python-build/3.14.0rc3 b/plugins/python-build/share/python-build/3.14.0rc3
index a7f779a8..d7239f38 100644
--- a/plugins/python-build/share/python-build/3.14.0rc3
+++ b/plugins/python-build/share/python-build/3.14.0rc3
@@ -1,5 +1,6 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 install_package "openssl-3.5.1" "https://github.com/openssl/openssl/releases/download/openssl-3.5.1/openssl-3.5.1.tar.gz#529043b15cffa5f36077a4d0af83f3de399807181d607441d734196d889b641f" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
diff --git a/plugins/python-build/share/python-build/3.15-dev b/plugins/python-build/share/python-build/3.15-dev
index ce92a386..d9681694 100644
--- a/plugins/python-build/share/python-build/3.15-dev
+++ b/plugins/python-build/share/python-build/3.15-dev
@@ -1,6 +1,7 @@
 prefer_openssl3
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
 export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
+export PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
 export PYTHON_BUILD_CONFIGURE_WITH_DSYMUTIL=1
 install_package "openssl-3.5.1" "https://github.com/openssl/openssl/releases/download/openssl-3.5.1/openssl-3.5.1.tar.gz#529043b15cffa5f36077a4d0af83f3de399807181d607441d734196d889b641f" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.2" "https://ftpmirror.gnu.org/readline/readline-8.2.tar.gz#3feb7171f16a84ee82ca18a36d7b9be109a52c04f492a053331d7d1095007c35" mac_readline --if has_broken_mac_readline
diff --git a/plugins/python-build/test/build.bats b/plugins/python-build/test/build.bats
index 300dbd7d..e87e1569 100644
--- a/plugins/python-build/test/build.bats
+++ b/plugins/python-build/test/build.bats
@@ -29,14 +29,24 @@ cached_tarball() {
 
 tarball() {
   local name="$1"
+  shift
   local path="$PWD/$name"
-  local configure="$path/${2:-configure}"
-  shift 1
+  local configure="$1"
+  if [[ ${configure:0:1} == "-" ]]; then configure=""; fi
+  configure="$path/${configure:-configure}"
+  shift || true
+  local extra_vars var_name
+  if [[ $# -gt 0 ]]; then
+    for var_name in "$@"; do
+      extra_vars="${extra_vars:+$extra_vars }$var_name=\$$var_name"
+    done
+  fi
 
   executable "$configure" <<OUT
 #!$BASH
 echo "$name: CFLAGS=\\"\$CFLAGS\\" CPPFLAGS=\\"\$CPPFLAGS\\" LDFLAGS=\\"\$LDFLAGS\\" PKG_CONFIG_PATH=\\"\$PKG_CONFIG_PATH\\"" >> build.log
-echo "$name: \$@" \${PYTHONOPT:+PYTHONOPT=\$PYTHONOPT} >> build.log
+echo "$name:" "\$@" \${PYTHONOPT:+PYTHONOPT=\$PYTHONOPT} >> build.log
+${extra_vars:+echo \"$name: $extra_vars\" >>build.log}
 OUT
 
   for file; do
@@ -751,7 +761,7 @@ make install
 OUT
 }
 
-@test "tcl-tk is linked from Homebrew" {
+@test "tcl-tk is linked from Homebrew via --with-tcl-*" {
   cached_tarball "Python-3.6.2"
   tcl_tk_version=8.6
   tcl_tk_libdir="$BATS_TEST_TMPDIR/homebrew-tcl-tk"
@@ -778,7 +788,42 @@ DEF
 
   assert_build_log <<OUT
 Python-3.6.2: CFLAGS="" CPPFLAGS="-I${BATS_TEST_TMPDIR}/install/include" LDFLAGS="-L${BATS_TEST_TMPDIR}/install/lib -Wl,-rpath,${BATS_TEST_TMPDIR}/install/lib" PKG_CONFIG_PATH="${BATS_TEST_TMPDIR}/homebrew-tcl-tk/lib/pkgconfig"
-Python-3.6.2: --prefix=${BATS_TEST_TMPDIR}/install --enable-shared --libdir=${BATS_TEST_TMPDIR}/install/lib --with-tcltk-libs=-L${BATS_TEST_TMPDIR}/homebrew-tcl-tk/lib -ltcl$tcl_tk_version -ltk$tcl_tk_version --with-tcltk-includes=-I${BATS_TEST_TMPDIR}/homebrew-tcl-tk/include
+Python-3.6.2: --prefix=${BATS_TEST_TMPDIR}/install --enable-shared --libdir=${BATS_TEST_TMPDIR}/install/lib --with-tcltk-includes=-I${BATS_TEST_TMPDIR}/homebrew-tcl-tk/include --with-tcltk-libs=-L${BATS_TEST_TMPDIR}/homebrew-tcl-tk/lib -ltcl$tcl_tk_version -ltk$tcl_tk_version
+make -j 2
+make install
+OUT
+}
+
+@test "tcl-tk is linked from Homebrew via pkg-config and override vars" {
+  cached_tarball "Python-3.6.2" - TCLTK_CFLAGS TCLTK_LIBS
+  tcl_tk_version=8.6
+  tcl_tk_libdir="$BATS_TEST_TMPDIR/homebrew-tcl-tk"
+  mkdir -p "$tcl_tk_libdir/lib"
+  echo "TCL_VERSION='$tcl_tk_version'" >>"$tcl_tk_libdir/lib/tclConfig.sh"
+
+  stub uname '-s : echo Darwin'
+  stub sw_vers '-productVersion : echo 1010'
+
+  stub brew "--prefix tcl-tk@8 : echo '$tcl_tk_libdir'"
+  for i in {1..4}; do stub brew false; done
+
+  stub_make_install
+
+  run_inline_definition <<DEF
+PYTHON_BUILD_TCLTK_USE_PKGCONFIG=1
+install_package "Python-3.6.2" "http://python.org/ftp/python/3.6.2/Python-3.6.2.tar.gz"
+DEF
+  assert_success
+
+  unstub uname
+  unstub sw_vers
+  unstub brew
+  unstub make
+
+  assert_build_log <<OUT
+Python-3.6.2: CFLAGS="" CPPFLAGS="-I${BATS_TEST_TMPDIR}/install/include" LDFLAGS="-L${BATS_TEST_TMPDIR}/install/lib -Wl,-rpath,${BATS_TEST_TMPDIR}/install/lib" PKG_CONFIG_PATH="${BATS_TEST_TMPDIR}/homebrew-tcl-tk/lib/pkgconfig"
+Python-3.6.2: --prefix=${BATS_TEST_TMPDIR}/install --enable-shared --libdir=${BATS_TEST_TMPDIR}/install/lib
+Python-3.6.2: TCLTK_CFLAGS=-I${BATS_TEST_TMPDIR}/homebrew-tcl-tk/include TCLTK_LIBS=-L${BATS_TEST_TMPDIR}/homebrew-tcl-tk/lib -ltcl$tcl_tk_version -ltk$tcl_tk_version
 make -j 2
 make install
 OUT