diff --git a/cli/tools/repl.rs b/cli/tools/repl.rs
index cd28391155..c610d7e669 100644
--- a/cli/tools/repl.rs
+++ b/cli/tools/repl.rs
@@ -449,7 +449,7 @@ pub async fn run(
 
   inject_prelude(&mut worker, &mut session, context_id).await?;
 
-  while !is_closing(&mut worker, &mut session, context_id).await? {
+  loop {
     let line = read_line_and_poll(
       &mut worker,
       &mut session,
@@ -504,6 +504,12 @@ pub async fn run(
             evaluate_response
           };
 
+        // We check for close and break here instead of making it a loop condition to get
+        // consistent behavior in when the user evaluates a call to close().
+        if is_closing(&mut worker, &mut session, context_id).await? {
+          break;
+        }
+
         let evaluate_result = evaluate_response.get("result").unwrap();
         let evaluate_exception_details =
           evaluate_response.get("exceptionDetails");