diff --git a/packages/playwright-core/src/server/dispatchers/localUtilsDispatcher.ts b/packages/playwright-core/src/server/dispatchers/localUtilsDispatcher.ts
index 958f635a18..84baa133aa 100644
--- a/packages/playwright-core/src/server/dispatchers/localUtilsDispatcher.ts
+++ b/packages/playwright-core/src/server/dispatchers/localUtilsDispatcher.ts
@@ -24,7 +24,7 @@ import type { DispatcherScope } from './dispatcher';
 import { Dispatcher } from './dispatcher';
 import { yazl, yauzl } from '../../zipBundle';
 import { ZipFile } from '../../utils/zipFile';
-import type { HAREntry, HARFile } from '../../../types/har';
+import type { HAREntry, HARFile, HARHeader } from '../../../types/har';
 import type { HeadersArray } from '../types';
 
 export class LocalUtilsDispatcher extends Dispatcher<{ guid: string }, channels.LocalUtilsChannel> implements channels.LocalUtilsChannel {
@@ -203,7 +203,7 @@ class HarBackend {
       if (entries.length > 1) {
         // Disambiguating requests
 
-        // 1. Disambiguate by postData - this covers GraphQL
+        // 1. Disambiguate using postData - this covers GraphQL
         if (!entry && postData) {
           for (const candidate of entries) {
             if (!candidate.request.postData)
@@ -216,12 +216,21 @@ class HarBackend {
           }
         }
 
-        // TODO: disambiguate by headers.
+        // Last. Disambiguate using headers - then one with most matching headers wins.
+        if (!entry) {
+          const list: { candidate: HAREntry, matchingHeaders: number }[] = [];
+          for (const candidate of entries) {
+            const matchingHeaders = countMatchingHeaders(candidate.request.headers, headers);
+            list.push({ candidate, matchingHeaders });
+          }
+          list.sort((a, b) => b.matchingHeaders - a.matchingHeaders);
+          entry = list[0].candidate;
+        }
+
+      } else {
+        entry = entries[0];
       }
 
-      // Fall back to first entry.
-      if (!entry)
-        entry = entries[0];
 
       if (visited.has(entry))
         throw new Error(`Found redirect cycle for ${url}`);
@@ -249,3 +258,14 @@ class HarBackend {
     this._zipFile?.close();
   }
 }
+
+function countMatchingHeaders(harHeaders: HARHeader[], headers: HeadersArray): number {
+  const set = new Set(headers.map(h => h.name.toLowerCase() + ':' + h.value));
+  let matches = 0;
+  for (const h of harHeaders) {
+    if (set.has(h.name.toLowerCase() + ':' + h.value))
+      ++matches;
+  }
+  return matches;
+}
+