diff --git a/tests/pipeline/CMakeLists.txt b/tests/pipeline/CMakeLists.txt
index bf0de63b5..98f9d3fa2 100644
--- a/tests/pipeline/CMakeLists.txt
+++ b/tests/pipeline/CMakeLists.txt
@@ -254,3 +254,16 @@ add_crash_test(crash_test_sigtrap 5 134)
 add_crash_test(crash_test_sigbus 7 134)
 
 add_crash_test(crash_test_sigfpe 8 134)
+
+#
+# Automatic migration tests
+#
+
+revng_add_test(
+  NAME
+  automatic_migration_test
+  COMMAND
+  bash
+  ${CMAKE_CURRENT_SOURCE_DIR}/run_migration_test.sh
+  WORKING_DIRECTORY
+  ${CMAKE_BINARY_DIR})
diff --git a/tests/pipeline/run_migration_test.sh b/tests/pipeline/run_migration_test.sh
new file mode 100755
index 000000000..6a02bc175
--- /dev/null
+++ b/tests/pipeline/run_migration_test.sh
@@ -0,0 +1,46 @@
+#!/usr/bin/env bash
+
+#
+# This file is distributed under the MIT License. See LICENSE.md for details.
+#
+set -euo pipefail
+
+log() {
+  echo "$@" >&2
+}
+
+log_file() {
+  cat "$@" >&2
+}
+
+TEST_DIR=$(mktemp -d)
+
+trap 'rm --recursive --force "${TEST_DIR}"' EXIT
+
+mkdir --parents "${TEST_DIR}"/resume-dir/context
+
+cat > "${TEST_DIR}"/resume-dir/context/model.yml <<EOF
+Version: 1
+Configuration:
+  Disassembly:
+   UseATTSyntax: true
+EOF
+
+./bin/revng artifact --resume "${TEST_DIR}"/resume-dir decompile-to-single-file /dev/null
+
+USE_ATT_SYNTAX=$(yq '.Configuration.Disassembly.UseATTSyntax' "${TEST_DIR}"/resume-dir/context/model.yml)
+USE_X86_ATT_SYNTAX=$(yq '.Configuration.Disassembly.UseX86ATTSyntax' "${TEST_DIR}"/resume-dir/context/model.yml)
+
+if [ "${USE_ATT_SYNTAX}" != "null" ]; then
+  log "Expected UseATTSyntax = null, but got ${USE_ATT_SYNTAX} instead"
+  log "Here's the migrated file for reference"
+  log_file "${TEST_DIR}"/resume-dir/context/model.yml
+  exit 1
+fi
+
+if [ "${USE_X86_ATT_SYNTAX}" != "true" ]; then
+  log "Expected UseX86ATTSyntax = true, but got ${USE_X86_ATT_SYNTAX} instead"
+  log "Here's the migrated file for reference"
+  log_file "${TEST_DIR}"/resume-dir/context/model.yml
+  exit 1
+fi