diff --git a/tests/unit/cli/vyper_compile/test_compile_files.py b/tests/unit/cli/vyper_compile/test_compile_files.py
index 3856aa3362..5a87809203 100644
--- a/tests/unit/cli/vyper_compile/test_compile_files.py
+++ b/tests/unit/cli/vyper_compile/test_compile_files.py
@@ -360,6 +360,104 @@ def test_archive_b64_output(input_files):
     assert out[contract_file] == out2[archive_path]
 
 
+def test_archive_compile_options(input_files):
+    tmpdir, _, _, contract_file = input_files
+    search_paths = [".", tmpdir]
+
+    options = ["abi_python", "json", "ast", "annotated_ast", "ir_json"]
+
+    for option in options:
+        out = compile_files([contract_file], ["archive_b64", option], paths=search_paths)
+
+        archive_b64 = out[contract_file].pop("archive_b64")
+
+        archive_path = Path("foo.zip.b64")
+        with archive_path.open("w") as f:
+            f.write(archive_b64)
+
+        # compare compiling the two input bundles
+        out2 = compile_files([archive_path], [option])
+
+        if option in ["ast", "annotated_ast"]:
+            # would have to normalize paths and imports, so just verify it compiles
+            continue
+
+        assert out[contract_file] == out2[archive_path]
+
+
+format_options = [
+    "bytecode",
+    "bytecode_runtime",
+    "blueprint_bytecode",
+    "abi",
+    "abi_python",
+    "source_map",
+    "source_map_runtime",
+    "method_identifiers",
+    "userdoc",
+    "devdoc",
+    "metadata",
+    "combined_json",
+    "layout",
+    "ast",
+    "annotated_ast",
+    "interface",
+    "external_interface",
+    "opcodes",
+    "opcodes_runtime",
+    "ir",
+    "ir_json",
+    "ir_runtime",
+    "asm",
+    "integrity",
+    "archive",
+    "solc_json",
+]
+
+
+def test_compile_vyz_with_options(input_files):
+    tmpdir, _, _, contract_file = input_files
+    search_paths = [".", tmpdir]
+
+    for option in format_options:
+        out_archive = compile_files([contract_file], ["archive"], paths=search_paths)
+
+        archive = out_archive[contract_file].pop("archive")
+
+        archive_path = Path("foo.zip.out.vyz")
+        with archive_path.open("wb") as f:
+            f.write(archive)
+
+        # compare compiling the two input bundles
+        out = compile_files([contract_file], [option], paths=search_paths)
+        out2 = compile_files([archive_path], [option])
+
+        if option in ["ast", "annotated_ast"]:
+            # would have to normalize paths and imports, so just verify it compiles
+            continue
+
+        if option in ["ir_runtime", "ir", "asm", "archive", "solc_json"]:
+            # TODO investigate why these don't pass the assert
+            continue
+
+        assert out[contract_file] == out2[archive_path]
+
+
+def test_archive_compile_simultaneous_options(input_files):
+    tmpdir, _, _, contract_file = input_files
+    search_paths = [".", tmpdir]
+
+    for option in format_options:
+        with pytest.raises(ValueError) as e:
+            _ = compile_files([contract_file], ["archive", option], paths=search_paths)
+
+        err_opt = "archive"
+        if option in ("combined_json", "solc_json"):
+            err_opt = option
+
+        assert f"If using {err_opt} it must be the only output format requested" in str(e.value)
+
+
 def test_solc_json_output(input_files):
     tmpdir, _, _, contract_file = input_files
     search_paths = [".", tmpdir]