diff --git a/pkgs/by-name/aw/aws-sso-cli/package.nix b/pkgs/by-name/aw/aws-sso-cli/package.nix
index 9866bffb07dc..6e5b72b1f2d3 100644
--- a/pkgs/by-name/aw/aws-sso-cli/package.nix
+++ b/pkgs/by-name/aw/aws-sso-cli/package.nix
@@ -32,9 +32,14 @@ buildGoModule rec {
 
   nativeCheckInputs = [ getent ];
 
-  checkFlags = [
-    "-skip=TestAWSConsoleUrl|TestAWSFederatedUrl"
-  ] ++ lib.optionals stdenv.isDarwin [ "--skip=TestDetectShellBash" ];
+  checkFlags = let
+    skippedTests = [
+      "TestAWSConsoleUrl"
+      "TestAWSFederatedUrl"
+      "TestServerWithSSL" # https://github.com/synfinatic/aws-sso-cli/issues/1030 -- remove when version >= 2.x
+    ] ++ lib.optionals stdenv.isDarwin [ "TestDetectShellBash" ];
+  in
+    [ "-skip=^${builtins.concatStringsSep "$|^" skippedTests}$" ];
 
   meta = with lib; {
     homepage = "https://github.com/synfinatic/aws-sso-cli";