diff --git a/src/commands/newFile.ts b/src/commands/newFile.ts
index 9436e4a6..7e153daf 100644
--- a/src/commands/newFile.ts
+++ b/src/commands/newFile.ts
@@ -5,7 +5,7 @@ import { FILESYSTEM_SCHEMA } from "../extension";
 import { DocumentContentProvider } from "../providers/DocumentContentProvider";
 import { replaceFile, getWsFolder, handleError, displayableUri } from "../utils";
 import { getFileName } from "./export";
-import { getUrisForDocument } from "../utils/documentIndex";
+import { getUrisForDocument, inferDocUri } from "../utils/documentIndex";
 import { pickDocument } from "../utils/documentPicker";
 
 interface InputStepItem extends vscode.QuickPickItem {
@@ -236,6 +236,55 @@ function getLocalUri(cls: string, wsFolder: vscode.WorkspaceFolder): vscode.Uri
   return clsUri;
 }
 
+/** Prompt the user for a file path using the export settings as a default */
+function promptForDocUri(cls: string, wsFolder: vscode.WorkspaceFolder): Promise<vscode.Uri | undefined> {
+  const localUri = getLocalUri(cls, wsFolder);
+  return new Promise<vscode.Uri | undefined>((resolve) => {
+    const inputBox = vscode.window.createInputBox();
+    inputBox.ignoreFocusOut = true;
+    inputBox.buttons = [{ iconPath: new vscode.ThemeIcon("save-as"), tooltip: "Show 'Save As' dialog" }];
+    inputBox.prompt = `The path is relative to the workspace folder root (${displayableUri(wsFolder.uri)}). Intermediate folders that do not exist will be created. Click the 'Save As' icon to open the standard save dialog instead.`;
+    inputBox.title = "Enter a file path for the new class";
+    inputBox.value = localUri.path.slice(wsFolder.uri.path.length);
+    inputBox.valueSelection = [inputBox.value.length, inputBox.value.length];
+    let showingSave = false;
+    inputBox.onDidTriggerButton(() => {
+      // User wants to use the save dialog
+      showingSave = true;
+      inputBox.hide();
+      vscode.window
+        .showSaveDialog({
+          defaultUri: localUri,
+          filters: {
+            Classes: ["cls"],
+          },
+        })
+        .then(
+          (u) => resolve(u),
+          () => resolve(undefined)
+        );
+    });
+    inputBox.onDidAccept(() => {
+      if (typeof inputBox.validationMessage != "string") {
+        resolve(
+          wsFolder.uri.with({
+            path: `${wsFolder.uri.path}${!wsFolder.uri.path.endsWith("/") ? "/" : ""}${inputBox.value.replace(/^\/+/, "")}`,
+          })
+        );
+        inputBox.hide();
+      }
+    });
+    inputBox.onDidHide(() => {
+      if (!showingSave) resolve(undefined);
+      inputBox.dispose();
+    });
+    inputBox.onDidChangeValue((value) => {
+      inputBox.validationMessage = value.endsWith(".cls") ? undefined : "File extension must be .cls";
+    });
+    inputBox.show();
+  });
+}
+
 /**
  * Check if `cls` is a valid class name.
  * Returns `undefined` if yes, and the reason if no.
@@ -1032,52 +1081,8 @@ Class ${cls}${superclass ? ` Extends ${superclass}` : ""}
       // Generate the URI
       clsUri = DocumentContentProvider.getUri(`${cls}.cls`, undefined, undefined, undefined, wsFolder.uri);
     } else {
-      // Ask the user for the URI
-      const localUri = getLocalUri(cls, wsFolder);
-      clsUri = await new Promise<vscode.Uri>((resolve) => {
-        const inputBox = vscode.window.createInputBox();
-        inputBox.ignoreFocusOut = true;
-        inputBox.buttons = [{ iconPath: new vscode.ThemeIcon("save-as"), tooltip: "Show 'Save As' dialog" }];
-        inputBox.prompt = `The path is relative to the workspace folder root (${displayableUri(wsFolder.uri)}). Intermediate folders that do not exist will be created. Click the 'Save As' icon to open the standard save dialog instead.`;
-        inputBox.title = "Enter a file path for the new class";
-        inputBox.value = localUri.path.slice(wsFolder.uri.path.length);
-        inputBox.valueSelection = [inputBox.value.length, inputBox.value.length];
-        let showingSave = false;
-        inputBox.onDidTriggerButton(() => {
-          // User wants to use the save dialog
-          showingSave = true;
-          inputBox.hide();
-          vscode.window
-            .showSaveDialog({
-              defaultUri: localUri,
-              filters: {
-                Classes: ["cls"],
-              },
-            })
-            .then(
-              (u) => resolve(u),
-              () => resolve(undefined)
-            );
-        });
-        inputBox.onDidAccept(() => {
-          if (typeof inputBox.validationMessage != "string") {
-            resolve(
-              wsFolder.uri.with({
-                path: `${wsFolder.uri.path}${!wsFolder.uri.path.endsWith("/") ? "/" : ""}${inputBox.value.replace(/^\/+/, "")}`,
-              })
-            );
-            inputBox.hide();
-          }
-        });
-        inputBox.onDidHide(() => {
-          if (!showingSave) resolve(undefined);
-          inputBox.dispose();
-        });
-        inputBox.onDidChangeValue((value) => {
-          inputBox.validationMessage = value.endsWith(".cls") ? undefined : "File extension must be .cls";
-        });
-        inputBox.show();
-      });
+      // Try to infer the URI from the document index
+      clsUri = inferDocUri(`${cls}.cls`, wsFolder) ?? (await promptForDocUri(cls, wsFolder));
     }
 
     if (clsUri && clsContent) {
diff --git a/src/utils/documentIndex.ts b/src/utils/documentIndex.ts
index 82c0d840..fa20c0e8 100644
--- a/src/utils/documentIndex.ts
+++ b/src/utils/documentIndex.ts
@@ -478,3 +478,56 @@ export function inferDocName(uri: vscode.Uri): string | undefined {
   }
   return result;
 }
+
+/**
+ * Use the known mappings between files and document names to infer
+ * a URI for a new document with name `docName` in `wsFolder`.
+ * For example, if the index shows that `User.Existing.cls` maps to
+ * `/wsFolder/src/User/Existing.cls`, then calling this with
+ * `User.NewClass.cls` will return a URI for `/wsFolder/src/User/NewClass.cls`.
+ * Returns `undefined` if an inference couldn't be made.
+ *
+ * Finds the indexed document that shares the longest package prefix
+ * with `docName` and uses its containing path.
+ */
+export function inferDocUri(docName: string, wsFolder: vscode.WorkspaceFolder): vscode.Uri | undefined {
+  const exts = [".cls", ".mac", ".int", ".inc"];
+  const docExt = docName.slice(-4).toLowerCase();
+  if (!exts.includes(docExt)) return;
+  const index = wsFolderIndex.get(wsFolder.uri.toString());
+  if (!index || !index.uris.size) return;
+  const docNameNoExt = docName.slice(0, -4); // remove extension
+  const docPkgSegments = docNameNoExt.split(".").slice(0, -1); // remove class/routine name
+  // For each indexed document, compute its containing path and measure how
+  // closely its package matches the target document's package. Pick the one
+  // with the most shared leading package segments
+  let bestPathPrefix = "";
+  let bestMatchLen = -1;
+  index.uris.forEach((indexDocName, indexDocUriStr) => {
+    const indexDocExt = indexDocName.slice(-4).toLowerCase();
+    if (!exts.includes(indexDocExt)) return;
+    const indexDocNamePath = `/${indexDocName.slice(0, -4).replaceAll(".", "/")}${indexDocExt}`;
+    let indexDocFullPath = vscode.Uri.parse(indexDocUriStr).path;
+    indexDocFullPath = indexDocFullPath.slice(0, -3) + indexDocFullPath.slice(-3).toLowerCase();
+
+    if (!indexDocFullPath.endsWith(indexDocNamePath)) return;
+    const indexPathPrefix = indexDocFullPath.slice(0, -indexDocNamePath.length + 1);
+
+    // Count how many leading package segments the indexed doc shares with the target
+    const indexPkgSegments = indexDocName.slice(0, -4).split(".").slice(0, -1);
+    let matchLen = 0;
+    while (
+      matchLen < Math.min(docPkgSegments.length, indexPkgSegments.length) &&
+      docPkgSegments[matchLen] === indexPkgSegments[matchLen]
+    ) {
+      matchLen++;
+    }
+    if (matchLen > bestMatchLen) {
+      bestMatchLen = matchLen;
+      bestPathPrefix = indexPathPrefix;
+    }
+  });
+  if (!bestPathPrefix) return;
+  // Convert the document name to a file path and prepend the prefix
+  return wsFolder.uri.with({ path: `${bestPathPrefix}${docNameNoExt.replaceAll(".", "/")}${docExt}` });
+}