diff --git a/net/ipv4/tcp_output.c b/net/ipv4/tcp_output.c
index f8ad8465f76cb0..f0df14782ee016 100644
--- a/net/ipv4/tcp_output.c
+++ b/net/ipv4/tcp_output.c
@@ -3171,7 +3171,13 @@ int __tcp_retransmit_skb(struct sock *sk, struct sk_buff *skb, int segs)
 	if (skb_still_in_host_queue(sk, skb))
 		return -EBUSY;
 
+start:
 	if (before(TCP_SKB_CB(skb)->seq, tp->snd_una)) {
+		if (unlikely(TCP_SKB_CB(skb)->tcp_flags & TCPHDR_SYN)) {
+			TCP_SKB_CB(skb)->tcp_flags &= ~TCPHDR_SYN;
+			TCP_SKB_CB(skb)->seq++;
+			goto start;
+		}
 		if (unlikely(before(TCP_SKB_CB(skb)->end_seq, tp->snd_una))) {
 			WARN_ON_ONCE(1);
 			return -EINVAL;