diff --git a/.changeset/flat-bugs-type.md b/.changeset/flat-bugs-type.md
new file mode 100644
index 000000000..390d1d3dd
--- /dev/null
+++ b/.changeset/flat-bugs-type.md
@@ -0,0 +1,5 @@
+---
+"openapi-typescript": patch
+---
+
+Fix boolean flags not being parsed as bools and thus consuming the input argument if it is given last
diff --git a/packages/openapi-typescript/bin/cli.js b/packages/openapi-typescript/bin/cli.js
index 31be6e795..d3395ff01 100755
--- a/packages/openapi-typescript/bin/cli.js
+++ b/packages/openapi-typescript/bin/cli.js
@@ -73,29 +73,29 @@ if (args.includes("--root-types-keep-casing") && !args.includes("--root-types"))
 }
 
 const BOOLEAN_FLAGS = [
-  "additionalProperties",
+  "additional-properties",
   "alphabetize",
-  "arrayLength",
+  "array-length",
   "check",
-  "conditionalEnums",
-  "contentNever",
-  "dedupeEnums",
-  "defaultNonNullable",
-  "emptyObjectsUnknown",
+  "conditional-enums",
+  "content-never",
+  "dedupe-enums",
+  "default-non-nullable",
+  "empty-objects-unknown",
   "enum",
-  "enumValues",
-  "excludeDeprecated",
-  "exportType",
-  "generatePathParams",
+  "enum-values",
+  "exclude-deprecated",
+  "export-type",
+  "generate-path-params",
   "help",
   "immutable",
-  "makePathsEnum",
-  "pathParamsAsTypes",
-  "propertiesRequiredByDefault",
-  "readWriteMarkers",
-  "rootTypes",
-  "rootTypesKeepCasing",
-  "rootTypesNoSchemaPrefix",
+  "make-paths-enum",
+  "path-params-as-types",
+  "properties-required-by-default",
+  "read-write-markers",
+  "root-types",
+  "root-types-keep-casing",
+  "root-types-no-schema-prefix",
 ];
 
 const flags = parser(args, {
diff --git a/packages/openapi-typescript/test/cli.test.ts b/packages/openapi-typescript/test/cli.test.ts
index b61aed0d5..f6941f258 100644
--- a/packages/openapi-typescript/test/cli.test.ts
+++ b/packages/openapi-typescript/test/cli.test.ts
@@ -44,6 +44,14 @@ describe("CLI", () => {
         ci: { timeout: TIMEOUT },
       },
     ],
+    [
+      "snapshot > GitHub API (root types, input file last)",
+      {
+        given: ["--root-types", "./examples/github-api.yaml"],
+        want: new URL("./examples/github-api-root-types.ts", root),
+        ci: { timeout: TIMEOUT },
+      },
+    ],
     [
       "snapshot > GitHub API (next)",
       {
@@ -84,6 +92,14 @@ describe("CLI", () => {
         ci: { timeout: TIMEOUT },
       },
     ],
+    [
+      "snapshot > enum root types filtering, input file last",
+      {
+        given: ["--root-types", "--enum", "--root-types-no-schema-prefix", "./examples/enum-root-types.yaml"],
+        want: new URL("./examples/enum-root-types.ts", root),
+        ci: { timeout: TIMEOUT },
+      },
+    ],
   ];
 
   for (const [testName, { given, want, ci }] of tests) {