I'm using OpenConnect to connect to a Cisco ASA. After a rekey, the tunnel stops working until a manual restart. My assumption: After having a connection open for a while, a CSTP rekey occurs. During connection re-establishment it will try to redetect the MTU. When that fails, OpenConnect will internally set the MTU to MTU - 1, but not on the interface itself. After that, the tunnel stops working because OpenConnect is unable to decode the DTLS packets because the actual link MTU is <whatever> but the OpenConnect internal state is MTU - 1. See the following log, the actual configured MTU for this tunnel is 1200: Mar 22 18:37:47 localhost openconnect[8957]: CSTP rekey due Mar 22 18:37:47 localhost openconnect[8957]: SSL negotiation with 192.0.2.1 Mar 22 18:37:47 localhost openconnect[8957]: Server certificate verify failed: signer not found Mar 22 18:37:47 localhost openconnect[8957]: Connected to HTTPS on 192.0.2.1 Mar 22 18:37:47 localhost openconnect[8957]: Got CONNECT response: HTTP/1.1 200 OK Mar 22 18:37:47 localhost openconnect[8957]: CSTP connected. DPD 30, Keepalive 20 Mar 22 18:37:47 localhost openconnect[8957]: Established DTLS connection (using GnuTLS). Ciphersuite (DTLS0.9)-(RSA)-(AES-128-CBC)-(SHA1). Mar 22 18:37:50 localhost openconnect[8957]: Too long time in MTU detect loop; MTU set to 1199. Mar 22 18:37:50 localhost openconnect[8957]: Detected MTU of 1199 bytes (was 1200) Mar 22 18:38:20 localhost openconnect[8957]: Unknown DTLS packet type f7, len 1 Mar 22 18:38:20 localhost openconnect[8957]: Unknown DTLS packet type 9a, len 1 Mar 22 18:38:20 localhost openconnect[8957]: Unknown DTLS packet type 8b, len 1 Mar 22 18:38:21 localhost openconnect[8957]: Unknown DTLS packet type f7, len 1 ... The tunnel never recovers and similar messages will be printed forever. The actual link MTU is not actually decreased, and 1200 is the right value anyway: $ ip addr ... 8: vpn0: <POINTOPOINT,MULTICAST,NOARP,UP,LOWER_UP> mtu 1200 qdisc fq_codel state UP group default qlen 500 link/none inet 192.0.2.2/32 brd 192.0.2.2 scope global vpn0 valid_lft forever preferred_lft forever Tested on Fedora 27 through Plasma NetworkManager applet. OpenConnect version v7.08.