diff --git a/src/vs/platform/request/electron-main/requestMainService.ts b/src/vs/platform/request/electron-main/requestMainService.ts
index 63ef58800a1a6..7589efa675f7c 100644
--- a/src/vs/platform/request/electron-main/requestMainService.ts
+++ b/src/vs/platform/request/electron-main/requestMainService.ts
@@ -15,6 +15,6 @@ function getRawRequest(options: IRequestOptions): IRawRequestFunction {
 export class RequestMainService extends NodeRequestService {
 
 	override request(options: IRequestOptions, token: CancellationToken): Promise<IRequestContext> {
-		return super.request({ ...(options || {}), getRawRequest }, token);
+		return super.request({ ...(options || {}), getRawRequest, isChromiumNetwork: true }, token);
 	}
 }
diff --git a/src/vs/platform/request/node/requestService.ts b/src/vs/platform/request/node/requestService.ts
index fd5683282552d..482636e68b719 100644
--- a/src/vs/platform/request/node/requestService.ts
+++ b/src/vs/platform/request/node/requestService.ts
@@ -29,6 +29,7 @@ export interface IRawRequestFunction {
 export interface NodeRequestOptions extends IRequestOptions {
 	agent?: Agent;
 	strictSSL?: boolean;
+	isChromiumNetwork?: boolean;
 	getRawRequest?(options: IRequestOptions): IRawRequestFunction;
 }
 
@@ -146,7 +147,12 @@ export class RequestService extends Disposable implements IRequestService {
 				} else {
 					let stream: streams.ReadableStreamEvents<Uint8Array> = res;
 
-					if (res.headers['content-encoding'] === 'gzip') {
+					// Responses from Electron net module should be treated as response
+					// from browser, which will apply gzip filter and decompress the response
+					// using zlib before passing the result to us. Following step can be bypassed
+					// in this case and proceed further.
+					// Refs https://source.chromium.org/chromium/chromium/src/+/main:net/url_request/url_request_http_job.cc;l=1266-1318
+					if (!options.isChromiumNetwork && res.headers['content-encoding'] === 'gzip') {
 						stream = res.pipe(createGunzip());
 					}
 
@@ -160,6 +166,13 @@ export class RequestService extends Disposable implements IRequestService {
 				req.setTimeout(options.timeout);
 			}
 
+			// Chromium will abort the request if forbidden headers are set.
+			// Ref https://source.chromium.org/chromium/chromium/src/+/main:services/network/public/cpp/header_util.cc;l=14-48;
+			// for additional context.
+			if (options.isChromiumNetwork) {
+				req.removeHeader('Content-Length');
+			}
+
 			if (options.data) {
 				if (typeof options.data === 'string') {
 					req.write(options.data);