diff --git a/play-dl/Request/index.ts b/play-dl/Request/index.ts
index fccbe15..5e91149 100644
--- a/play-dl/Request/index.ts
+++ b/play-dl/Request/index.ts
@@ -136,9 +136,8 @@ export function request_resolve_redirect(url: string): Promise<string> {
             resolve(url);
         } else if (statusCode < 400) {
             const resolved = await request_resolve_redirect(res.headers.location as string).catch((err) => err);
-
-            if (res instanceof Error) {
-                reject(res);
+            if (resolved instanceof Error) {
+                reject(resolved);
                 return;
             }
 
@@ -149,6 +148,38 @@ export function request_resolve_redirect(url: string): Promise<string> {
     });
 }
 
+export function request_content_length(url: string): Promise<number> {
+    return new Promise(async (resolve, reject) => {
+        let res = await https_getter(url, { method: 'HEAD' }).catch((err: Error) => err);
+        if (res instanceof Error) {
+            reject(res);
+            return;
+        }
+        const statusCode = Number(res.statusCode);
+        if (statusCode < 300) {
+            resolve(Number(res.headers['content-length']));
+        } else if (statusCode < 400) {
+            const newURL = await request_resolve_redirect(res.headers.location as string).catch((err) => err);
+            if (newURL instanceof Error) {
+                reject(newURL);
+                return;
+            }
+
+            const res2 = await request_content_length(newURL).catch((err) => err);
+            if (res2 instanceof Error) {
+                reject(res2);
+                return;
+            }
+
+            resolve(res2);
+        } else {
+            reject(
+                new Error(`Failed to get content length with error: ${res.statusCode}, ${res.statusMessage}, ${url}`)
+            );
+        }
+    });
+}
+
 /**
  * Main module that play-dl uses for making a https request
  * @param req_url URL to make https request to
diff --git a/play-dl/YouTube/stream.ts b/play-dl/YouTube/stream.ts
index f87efd5..b9fdfd0 100644
--- a/play-dl/YouTube/stream.ts
+++ b/play-dl/YouTube/stream.ts
@@ -1,4 +1,4 @@
-import { request_stream } from '../Request';
+import { request_content_length, request_stream } from '../Request';
 import { LiveStream, Stream } from './classes/LiveStream';
 import { SeekStream } from './classes/SeekStream';
 import { InfoData, StreamInfoData } from './utils/constants';
@@ -104,11 +104,19 @@ export async function stream_from_info(
             );
         } else if (options.seek) throw new Error('Can not seek with discordPlayerCompatibility set to true.');
     }
+
+    let contentLength;
+    if (final[0].contentLength) {
+        contentLength = Number(final[0].contentLength);
+    } else {
+        contentLength = await request_content_length(final[0].url);
+    }
+
     return new Stream(
         final[0].url,
         type,
         info.video_details.durationInSec,
-        Number(final[0].contentLength),
+        contentLength,
         info.video_details.url,
         options
     );