diff --git a/dev/tasks/macros.jinja b/dev/tasks/macros.jinja
index dded9492f0c..1c118b4c4f7 100644
--- a/dev/tasks/macros.jinja
+++ b/dev/tasks/macros.jinja
@@ -186,6 +186,12 @@ env:
   - name: Upload wheel to Anaconda scientific-python
     shell: bash
     run: |
+      # check if completion actually expands to wheel files
+      # to prevent empty dirs from failing silently
+      if ! compgen -G "{{ pattern }}" > /dev/null; then
+          echo "No wheel files found!"
+          exit 1
+      fi
       python3 -m pip install git+https://github.com/Anaconda-Platform/anaconda-client.git@1.12.3
       anaconda -t ${CROSSBOW_SCIENTIFIC_PYTHON_UPLOAD_TOKEN} upload --force -u scientific-python-nightly-wheels --label main {{ pattern }}
     env:
diff --git a/dev/tasks/python-wheels/github.windows.yml b/dev/tasks/python-wheels/github.windows.yml
index 36b25e9819f..2ac942d5bdb 100644
--- a/dev/tasks/python-wheels/github.windows.yml
+++ b/dev/tasks/python-wheels/github.windows.yml
@@ -91,7 +91,7 @@ jobs:
 
       {{ macros.github_upload_releases("arrow/python/repaired_wheels/*.whl")|indent }}
       {{ macros.github_upload_gemfury("arrow/python/repaired_wheels/*.whl")|indent }}
-      {{ macros.github_upload_wheel_scientific_python("arrow/repaired_wheels/repaired_wheels/*.whl")|indent }}
+      {{ macros.github_upload_wheel_scientific_python("arrow/python/repaired_wheels/*.whl")|indent }}
 
       {% if arrow.is_default_branch() %}
       - name: Push Docker image