diff --git a/src/handlers/import.ts b/src/handlers/import.ts
index c6a08fa..358d68e 100644
--- a/src/handlers/import.ts
+++ b/src/handlers/import.ts
@@ -19,7 +19,7 @@ interface CiphersImportRequest {
     sshKey?: any | null;
     key?: string | null;
     login?: {
-      uris?: Array<{ uri: string | null; match?: number | null }> | null;
+      uris?: Array<{ uri: string | null; uriChecksum?: string | null; match?: number | null }> | null;
       username?: string | null;
       password?: string | null;
       totp?: string | null;
@@ -195,7 +195,7 @@ export async function handleCiphersImport(request: Request, env: Env, userId: st
         uris: login.uris?.map((u: any) => ({
           ...u,
           uri: u.uri ?? null,
-          uriChecksum: null,
+          uriChecksum: u.uriChecksum ?? null,
           match: u.match ?? null,
         })) || null,
         totp: login.totp ?? null,
diff --git a/webapp/src/lib/api/vault.ts b/webapp/src/lib/api/vault.ts
index 27c371c..fbc2a45 100644
--- a/webapp/src/lib/api/vault.ts
+++ b/webapp/src/lib/api/vault.ts
@@ -1,4 +1,4 @@
-import { base64ToBytes, decryptBw, decryptBwFileData, decryptStr, encryptBw, encryptBwFileData } from '../crypto';
+import { base64ToBytes, decryptBw, decryptBwFileData, decryptStr, encryptBw, encryptBwFileData, sha256Base64 } from '../crypto';
 import type {
   Cipher,
   CipherPasswordHistoryEntry,
@@ -574,12 +574,18 @@ async function encryptUris(
       entry?.extra && typeof entry.extra === 'object'
         ? { ...entry.extra }
         : {};
-    if (String(entry?.originalUri || '').trim() !== trimmed) {
+    const canReuseChecksum = String(entry?.originalUri || '').trim() === trimmed;
+    if (!canReuseChecksum) {
       delete preservedExtra.uriChecksum;
     }
+    const preservedChecksum = typeof preservedExtra.uriChecksum === 'string' && looksLikeCipherString(preservedExtra.uriChecksum)
+      ? preservedExtra.uriChecksum
+      : null;
+    const uriChecksum = preservedChecksum || await encryptTextValue(await sha256Base64(trimmed), enc, mac);
     out.push({
       ...preservedExtra,
       uri: await encryptTextValue(trimmed, enc, mac),
+      uriChecksum,
       match: typeof entry?.match === 'number' && Number.isFinite(entry.match) ? entry.match : null,
     });
   }
diff --git a/webapp/src/lib/crypto.ts b/webapp/src/lib/crypto.ts
index 4a60e8c..9bb2f1f 100644
--- a/webapp/src/lib/crypto.ts
+++ b/webapp/src/lib/crypto.ts
@@ -22,6 +22,12 @@ export function toBufferSource(bytes: Uint8Array): ArrayBuffer {
   return new Uint8Array(bytes).buffer;
 }
 
+export async function sha256Base64(value: string): Promise<string> {
+  const bytes = new TextEncoder().encode(value);
+  const hash = await crypto.subtle.digest('SHA-256', toBufferSource(bytes));
+  return bytesToBase64(new Uint8Array(hash));
+}
+
 const hmacSha256KeyCache = new WeakMap<Uint8Array, Promise<CryptoKey>>();
 const aesCbcEncryptKeyCache = new WeakMap<Uint8Array, Promise<CryptoKey>>();
 const aesCbcDecryptKeyCache = new WeakMap<Uint8Array, Promise<CryptoKey>>();