2,072 questions with Azure VPN Gateway tags

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Unable to delete Public IP address because it is still associated with orphaned vpngwLoadBalancer after VPN Gateway deletion

Hello, As Thomas Meckel (https://dotnet.territoriali.olinfo.it/en-in/answers/questions/5571096/unable-to-delete-public-ip-address-its-associated?source=docs) and Simon Jule…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-14T10:18:56.9966667+00:00
Wikash Chander 0 Reputation points
commented 2026-04-17T13:44:15.07+00:00
Wikash Chander 0 Reputation points
1 answer

Azure P2S VPN: Connection failing on Office Network only (Works on Home/Hotspot)

Issue Summary: I am unable to establish an Azure Point-to-Site (P2S) VPN connection when connected to my corporate Office Wi-Fi/LAN. This setup has been functioning correctly for several years and only recently stopped working. Testing Conducted: Home…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-17T07:23:37.27+00:00
Nitin Arora 25 Reputation points
answered 2026-04-17T08:41:45.3066667+00:00
Alex Burlachenko 20,425 Reputation points MVP Volunteer Moderator
3 answers One of the answers was accepted by the question author.

Migrate to a Standard SKU public IP address on Azure VPN Gateway by 30 June 2026

This seems straightforward enough with the instructions provided. Just select settings, configuration, then migrate. Will this change our VPN connections that currently exists between on prem locations and Azure? Will it change the VPN client…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-14T14:30:20.53+00:00
Tyler 41 Reputation points
accepted 2026-04-16T18:20:15.35+00:00
Tyler 41 Reputation points
1 answer One of the answers was accepted by the question author.

Failed to complete TLS handshake with Error: The received certificate has expired.

Virtual Network Gateway VPN is failing Point-to-Site connections with Azure VPN Client using Microsoft Entra ID authentication.

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-15T15:11:38.5433333+00:00
clearadmin 20 Reputation points
accepted 2026-04-16T17:31:11.2266667+00:00
clearadmin 20 Reputation points
1 answer

Getting "Server did not respond properly to VPN Control Packets. Session State Key Material sent" after migrating from manual to Microsoft-registered Azure VPN Client (Entra ID User VPN)

I am trying to migrate an Azure Point-to-Site (P2S) VPN setup from a manually registered Azure VPN client application to the Microsoft-registered application for Microsoft Entra ID authentication A teammate was having a problem connecting through their…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-16T09:53:40.8966667+00:00
chathulankagamage 40 Reputation points
commented 2026-04-16T11:04:26.9666667+00:00
Ravi Varma Mudduluru 10,060 Reputation points Microsoft External Staff Moderator
0 answers

Is “User Groups and IP address pools for P2S connections” planned for GA?

We are evaluating this preview feature for a VPN design decision. Is User Groups and IP Address Pools for Point-to-Site connections planned for general availability, and is there any public timeline or roadmap?

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-16T09:18:12.4666667+00:00
Michel 0 Reputation points
commented 2026-04-16T10:18:51.4133333+00:00
Martin Šamudovský 255 Reputation points
2 answers

Azure VPN support for Ubuntu 26.04 LTS

Hello, will Azue VPN have official support for Ubuntu 26.04 when it realeases? Thanks

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-15T07:37:39.8333333+00:00
Blecha David 0 Reputation points
commented 2026-04-16T06:24:32.4+00:00
Venkatesan S 6,920 Reputation points Microsoft External Staff Moderator
2 answers

Azure VPN Gateway showing incomplete migration warning but Public IP is already Standard SKU

Details: We are receiving multiple Azure email notifications regarding VPN Gateway public IP migration, including: “Action required: Migrate to a Standard SKU public IP address on Azure VPN Gateway” “Action recommended: Complete your VPN Gateway…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-15T21:00:30.8333333+00:00
Jeremy Martin 0 Reputation points
answered 2026-04-15T21:28:29.21+00:00
Vallepu Venkateswarlu 7,630 Reputation points Microsoft External Staff Moderator
2 answers

Site-to-site VPN connection fails between two hub vnets in different region

Hi, I am trying to implement this sample architecture to explore the Route server beahviour . But the S2S VPN connection keeps failing. Architecture: On researching I got ot know that it is “old” way to peer networks. But now curious to know why the…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-08T06:26:50.96+00:00
Rajesh Swarnkar 1,116 Reputation points
commented 2026-04-15T19:26:02.6166667+00:00
Praveen Bandaru 11,390 Reputation points Microsoft External Staff Moderator
1 answer One of the answers was accepted by the question author.

VPN VNG - Deployment Failing in Chile Central

We are facing a situation where a customer needs to deploy a VPN Gateway in Chile Central. Although the service is confirmed as available in the region according to Product Availability by Region, they are unable to deploy Generation 1 or Generation 2…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-09T23:40:06.9466667+00:00
Suellen Ferreira 20 Reputation points Microsoft Employee
accepted 2026-04-14T17:09:52.75+00:00
Suellen Ferreira 20 Reputation points Microsoft Employee
2 answers One of the answers was accepted by the question author.

Unable to delete public ip address. It's associated to a non accessible vpngwLoadBalancer resource

Hello, As Thomas Meckel (https://dotnet.territoriali.olinfo.it/en-in/answers/questions/5571096/unable-to-delete-public-ip-address-its-associated?source=docs), I'm unable to delete a public IP address which is bound to a vpngwLoadBalancer instance which is part of…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-08T09:56:39.66+00:00
Simon Julé 20 Reputation points
accepted 2026-04-14T14:16:22.46+00:00
Simon Julé 20 Reputation points
2 answers

Can someone explain to me why i keep getting this error when trying to configure p2s ?

Removed PII

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-14T09:58:36.4933333+00:00
Cameron Boafor 0 Reputation points
answered 2026-04-14T13:08:10.13+00:00
Ravi Varma Mudduluru 10,060 Reputation points Microsoft External Staff Moderator
1 answer

Azure VPN Gateway S2S Tunnel (Azure <-> AWS) - IKE Phase 1 SA Expiry / Rekey Failure (ErrorCode 13885)

We are experiencing periodic S2S VPN tunnel drops between our Azure VPN Gateway and a remote AWS-hosted endpoint. The tunnel shows as Connected in the Azure portal, but traffic stops flowing at regular intervals. No changes have been made on the Azure…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-11T00:40:54.9833333+00:00
Andrew Bates 25 Reputation points
answered 2026-04-11T01:10:16.3966667+00:00
Vallepu Venkateswarlu 7,630 Reputation points Microsoft External Staff Moderator
1 answer

Unable to get my azure flex consumption function to route through my Sonic Wall gateway over the VPN

Overview: We are configuring a new Azure Function App (RmaSwapUpdateDepositsFile) on a Flex Consumption plan with VNet integration. The function performs a simple outbound TCP connection to a target IP passed via query parameter. Environment Details: …

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-09T21:15:17.9+00:00
Len Ott 45 Reputation points
answered 2026-04-10T01:13:12.7533333+00:00
Vallepu Venkateswarlu 7,630 Reputation points Microsoft External Staff Moderator
1 answer

Azure VPN Client - Custom Routes Not Working on Windows/macOS (Linux Works)

Problem Summary I have an Azure Point-to-Site (P2S) VPN Gateway configured with OpenVPN (SSL) tunnel type. My setup includes: Private Dev-Sec environment (fully private, requires VPN) Public Stage & QA environments (internet-facing, no VPN…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-09T14:40:32.4766667+00:00
Abdelrhman Goma 135 Reputation points
commented 2026-04-09T19:25:54.28+00:00
Praveen Bandaru 11,390 Reputation points Microsoft External Staff Moderator
2 answers

After setting up a IPSectunnel between Azure and OPNsense FW only RDP, HTTPS and ICMP is allowed

I did configure an IPSec tunnel between Azure and On-Prem OPNsense firewall. Tunnel is up and some traffic is allowed. All traffic from On-prem to Azure is working From Azure to On-prem: only TCP/3389, TCP/443 and ICMP. Firewall rules in Azure and…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-08T10:16:09.79+00:00
Jan Claes 85 Reputation points
answered 2026-04-08T13:56:04.8233333+00:00
Jan Claes 85 Reputation points
2 answers One of the answers was accepted by the question author.

Why CheckPoint do not have a site to site template with Azure

When configuring site to site with Azure I don't see checkpoint

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-07T12:41:16.58+00:00
AJ-241988 20 Reputation points
accepted 2026-04-07T12:45:12.8133333+00:00
AJ-241988 20 Reputation points
1 answer

Configure VPN

Hello, I need help configuring a VPN tunnel to my Sonicwall firewall.

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-03-27T17:42:21.0333333+00:00
Michael Lamerique 0 Reputation points
answered 2026-04-06T23:30:36.1366667+00:00
Praveen Bandaru 11,390 Reputation points Microsoft External Staff Moderator
3 answers One of the answers was accepted by the question author.

Azure Hybrid Connectivity

Hey I am planning to design my hybrid connectivity design and i am curious to when it comes choosing azure vpn gateway or NVA (watchguard) for my IPsec tunnel termination . For me i would rather just go with the NVA for the VPN tunnels and inspection why…

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-03-25T16:46:01.61+00:00
Ali El Husseiny 320 Reputation points
accepted 2026-04-06T11:38:20.1266667+00:00
Ali El Husseiny 320 Reputation points
3 answers One of the answers was accepted by the question author.

Unexpected Private IP Appearing in Traceroute Despite Next Hop Being Netskope/Virtual Network Gateway

Hello Team, We are observing an unexpected private IP in the traceroute output from an Azure VM, even though Azure routing diagnostics confirm that traffic is routed via a Virtual Network Gateway. Scenario (sanitized): VM private IP: 10.20.30.10 …

Azure VPN Gateway
Azure VPN Gateway

An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.

2,072 questions
asked 2026-04-03T06:18:40.4966667+00:00
Shubhangi Nannware 80 Reputation points
commented 2026-04-06T08:47:20.3166667+00:00
Shubhangi Nannware 80 Reputation points