diff --git a/pkg/modules/chromium/events.go b/pkg/modules/chromium/events.go
index 984babc1..9883a4e5 100644
--- a/pkg/modules/chromium/events.go
+++ b/pkg/modules/chromium/events.go
@@ -468,6 +468,8 @@ func listenForEventLoadingFailed(ctx context.Context, logger *slog.Logger, optio
 				"net::ERR_CONNECTION_REFUSED",
 				"net::ERR_CONNECTION_ABORTED",
 				"net::ERR_CONNECTION_FAILED",
+				// What a pinning proxy CONNECT that cannot reach its target reports.
+				"net::ERR_TUNNEL_CONNECTION_FAILED",
 				"net::ERR_NAME_NOT_RESOLVED",
 				"net::ERR_INTERNET_DISCONNECTED",
 				"net::ERR_ADDRESS_UNREACHABLE",
diff --git a/pkg/modules/chromium/pinning_proxy.go b/pkg/modules/chromium/pinning_proxy.go
index 4fcf2798..7e23ecf9 100644
--- a/pkg/modules/chromium/pinning_proxy.go
+++ b/pkg/modules/chromium/pinning_proxy.go
@@ -522,7 +522,7 @@ func (p *pinningProxy) handleForward(w http.ResponseWriter, req *http.Request) {
 		} else {
 			p.logger.WarnContext(req.Context(), fmt.Sprintf("forward RoundTrip failed for '%s': %s", req.URL, err))
 		}
-		http.Error(w, "upstream error", http.StatusBadGateway)
+		resetClient(w)
 		return
 	}
 	defer resp.Body.Close()
@@ -585,3 +585,23 @@ func isClientCancellation(ctx context.Context, err error) bool {
 func (p *pinningProxy) dialThroughUpstreamProxy(ctx context.Context, proxyURL *url.URL, target string) (net.Conn, error) {
 	return gotenberg.DialThroughProxy(ctx, proxyURL, target, p.dialBypass)
 }
+
+// resetClient aborts the client connection with a TCP reset instead of
+// answering. Chromium treats a proxy response as the origin's own, so a 502
+// would reach the page as an ordinary HTTP error; a reset surfaces as a
+// network failure, as it would without the proxy.
+func resetClient(w http.ResponseWriter) {
+	hj, ok := w.(http.Hijacker)
+	if !ok {
+		http.Error(w, "upstream error", http.StatusBadGateway)
+		return
+	}
+	conn, _, err := hj.Hijack()
+	if err != nil {
+		return
+	}
+	if tcpConn, ok := conn.(*net.TCPConn); ok {
+		_ = tcpConn.SetLinger(0)
+	}
+	_ = conn.Close()
+}
diff --git a/pkg/modules/chromium/pinning_proxy_test.go b/pkg/modules/chromium/pinning_proxy_test.go
index 089e6232..eeff7e89 100644
--- a/pkg/modules/chromium/pinning_proxy_test.go
+++ b/pkg/modules/chromium/pinning_proxy_test.go
@@ -15,6 +15,7 @@ import (
 	"strings"
 	"sync"
 	"sync/atomic"
+	"syscall"
 	"testing"
 	"time"
 
@@ -764,6 +765,47 @@ func TestPinningProxy_CONNECT_DialFailure_LoggedAtWarn(t *testing.T) {
 	}
 }
 
+// A forward request whose target cannot be reached resets the client
+// connection rather than answering 502. Chromium treats a proxy response as
+// the origin's own, so a 502 would hide the failure from
+// failOnResourceLoadingFailed.
+func TestPinningProxy_Forward_DialFailure_ResetsClient(t *testing.T) {
+	p := newPinningProxy(nil, nil, false, false, false)
+	p.decide = func(_ context.Context, _ string, _, _ []*regexp2.Regexp, _ time.Time) (gotenberg.OutboundDecision, error) {
+		return gotenberg.OutboundDecision{Pinned: []netip.Addr{netip.MustParseAddr("127.0.0.1")}}, nil
+	}
+	p.dialPinned = func(_ context.Context, _ string, _ []netip.Addr, _ string) (net.Conn, error) {
+		return nil, errors.New("connection refused")
+	}
+
+	logger := slog.New(slog.DiscardHandler)
+	err := p.Start(logger)
+	if err != nil {
+		t.Fatalf("start pinning proxy: %v", err)
+	}
+	t.Cleanup(func() { _ = p.Stop(logger) })
+
+	conn, err := net.Dial("tcp", strings.TrimPrefix(p.URL(), "http://"))
+	if err != nil {
+		t.Fatalf("dial proxy: %v", err)
+	}
+	defer conn.Close()
+	_ = conn.SetDeadline(time.Now().Add(5 * time.Second))
+
+	_, err = fmt.Fprintf(conn, "GET http://real.example/ HTTP/1.1\r\nHost: real.example\r\n\r\n")
+	if err != nil {
+		t.Fatalf("write request: %v", err)
+	}
+	resp, err := http.ReadResponse(bufio.NewReader(conn), nil)
+	if err == nil {
+		_ = resp.Body.Close()
+		t.Fatalf("got status %d, want the connection reset", resp.StatusCode)
+	}
+	if !errors.Is(err, syscall.ECONNRESET) && !errors.Is(err, io.EOF) && !errors.Is(err, io.ErrUnexpectedEOF) {
+		t.Fatalf("read response: %v, want a connection reset", err)
+	}
+}
+
 // TestPinningProxy_Forward_RoundTripCancellation_LoggedAtDebug verifies
 // the handleForward dial-cancellation path: when the inner Transport's
 // dial returns a canceled error (client hung up mid-dial), the proxy
@@ -790,12 +832,9 @@ func TestPinningProxy_Forward_RoundTripCancellation_LoggedAtDebug(t *testing.T)
 		Timeout:   5 * time.Second,
 	}
 	resp, err := client.Get("http://www.google.com/")
-	if err != nil {
-		t.Fatalf("GET via proxy: %v", err)
-	}
-	defer resp.Body.Close()
-	if resp.StatusCode != http.StatusBadGateway {
-		t.Fatalf("status = %d, want 502", resp.StatusCode)
+	if err == nil {
+		_ = resp.Body.Close()
+		t.Fatalf("GET via proxy: got status %d, want the connection reset", resp.StatusCode)
 	}
 
 	records := rec.snapshot()
diff --git a/test/integration/features/chromium_convert_html.feature b/test/integration/features/chromium_convert_html.feature
index 5405b61a..a98a9d24 100644
--- a/test/integration/features/chromium_convert_html.feature
+++ b/test/integration/features/chromium_convert_html.feature
@@ -644,9 +644,23 @@ Feature: /forms/chromium/convert/html
     Then the response header "Content-Type" should be "application/pdf"
     Then there should be 1 PDF(s) in the response
 
+  # Through the pinning proxy, an unreachable resource must still fail the
+  # conversion. The proxy resets the connection instead of answering 502, which
+  # Chromium would treat as an ordinary HTTP error.
+  Scenario: POST /forms/chromium/convert/html (Fail On Resource Loading Failed through the pinning proxy)
+    Given I have a default Gotenberg container
+    When I make a "POST" request to Gotenberg at the "/forms/chromium/convert/html" endpoint with the following form data and header(s):
+      | files                       | testdata/feature-rich-html/index.html | file  |
+      | failOnResourceLoadingFailed | true                                  | field |
+    Then the response status code should be 409
+    Then the response body should contain string:
+      """
+      resource Stylesheet: net::ERR_CONNECTION_RESET
+      """
+
   Scenario: POST /forms/chromium/convert/html (Fail On Resource Loading Failed)
     # A configured allow-list routes loopback through the pinning proxy, which
-    # reports a refused connection as a 502 response, not a loading failure.
+    # reports a refused connection as a reset. See the scenario below.
     Given I have a Gotenberg container with the following environment variable(s):
       | CHROMIUM_ALLOW_LIST |  |
     When I make a "POST" request to Gotenberg at the "/forms/chromium/convert/html" endpoint with the following form data and header(s):
diff --git a/test/integration/features/chromium_convert_markdown.feature b/test/integration/features/chromium_convert_markdown.feature
index 0f4b8e8a..8f83f328 100644
--- a/test/integration/features/chromium_convert_markdown.feature
+++ b/test/integration/features/chromium_convert_markdown.feature
@@ -411,7 +411,8 @@ Feature: /forms/chromium/convert/markdown
 
   Scenario: POST /forms/chromium/convert/markdown (Fail On Resource Loading Failed)
     # A configured allow-list routes loopback through the pinning proxy, which
-    # reports a refused connection as a 502 response, not a loading failure.
+    # reports a refused connection as a reset. See the convert/html
+    # scenario.
     Given I have a Gotenberg container with the following environment variable(s):
       | CHROMIUM_ALLOW_LIST |  |
     When I make a "POST" request to Gotenberg at the "/forms/chromium/convert/markdown" endpoint with the following form data and header(s):
diff --git a/test/integration/features/chromium_convert_url.feature b/test/integration/features/chromium_convert_url.feature
index b2d801e9..db278cce 100644
--- a/test/integration/features/chromium_convert_url.feature
+++ b/test/integration/features/chromium_convert_url.feature
@@ -712,7 +712,8 @@ Feature: /forms/chromium/convert/url
 
   Scenario: POST /forms/chromium/convert/url (Fail On Resource Loading Failed)
     # A configured allow-list routes loopback through the pinning proxy, which
-    # reports a refused connection as a 502 response, not a loading failure.
+    # reports a refused connection as a reset. See the convert/html
+    # scenario.
     Given I have a Gotenberg container with the following environment variable(s):
       | CHROMIUM_ALLOW_LIST |  |
     Given I have a static server