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VPN / DNS Issues With macOS Ventura

After upgrading MacBook Air M1 to Ventura I noticed that several of our internal business sites, RDP connections and Network SMB folders which require a VPN to access would not resolve, even after a successful VPN connection. and would only work via their respective IP addresses


Usual troubleshooting including...


  • Home router reboots
  • Mac reboots
  • Re-creating VPN connection
  • Different browsers
  • Different VPN account
  • macOS DNS cache clear
  • Switching to a mobile data (tethered) connection and then connecting to the vpn did not resolve


In desperation had to resort to manually editing the HOSTS file

sudo nano /etc/hosts


... which allowed the respective sites, folders and connections to resolve.

It's clear that Apple devs have broken DNS networking stuff which worked in Monterey and before.


Users should not have to manually edit the macOS HOSTS file to use DNS names whilst connected to a VPN in Ventura

MacBook Air 13″, macOS 13.0

Posted on Oct 26, 2022 5:48 PM

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Question marked as Top-ranking reply

Posted on Dec 16, 2022 7:38 AM

To put it very simply: This is a very normal feature, and it worked in 12.x but does not correctly in 13.x.

And as it (at leas in my case) only happens after the device went to sleep, it would seem common sense that it's not working as designed.


So IMHO it's quite irrelevant whether we're using this to connect to our VPN at home but still want a public DNS for whatever reasons, or if we're stumbling upon this issue in an enterprise environment.

Apple should be grateful that we're bringing this to the public and thus helping to improve their products, but if they prefer to not talk about any potential issues, well...


I find it quite funny that every time someone finds a bug or something like that in an Apple product, someone with thousands of points jumps in to defend Apple. And I wonder if this comment will even make it to the forum, as my last try at a reply was censored for reasons unknown.

Similar questions

89 replies

Jan 31, 2023 11:51 PM in response to weakcamelsm

weakcamelsm wrote:

And one more piece of information: I've just tried contacting Apple support. As soon as they heard the problem is only visible when connected to the VPN, they said it's not something they can help me with; to quote them: "if you disconnect from the VPN and everything works fine, there's nothing we can do for you".

Then you can ask them why it works fine in macOS Monterey but not in macOS Ventura (as of the current version)?

I just tried yesterday with Monterey 12.6.3 and it was fine, but in Venture 13.2 it's not – the main DNS that gets propagated when connected to the VPN isn't used despite it being listed (when the VPN is connected) as a DNS server to use in:


System Settings -> VPN -> Your Connection -> info-button (i with a circle) -> DNS -> DNS Servers


If I manually add the DNS I want to use (+ button) it works fine. This this isn't needed in macOS Monterey where it works as expected.

Feb 1, 2023 2:29 AM in response to weakcamelsm

You probably missed the most important point:

Apple does not make any mistakes. Full stop.

If it doesn't work, you're not using it correctly.


<sarcasm off> ;)


That's the reason we've dumped our M1 Max Macs and are now working with Linux on HP hardware.

We've spent too many hours finding workarounds for not-bugs in MacOS or hardware failures lately, it's getting too expensive.

Feb 1, 2023 3:48 AM in response to f1r3s4l3

Intersting. Hardware seems fine I think. Not many software issues for me either. But I do agree with you that some ”high level” people here seem to think it’s never a problem on Apple’s side, which in this case it seems pretty clear to be.


I will investigate more and report it to Apple via other channels. Maybe macOS 13.3 has something in store when it comes to this…

Feb 1, 2023 4:59 AM in response to hamacardo

FWIW after a few days of problem free use, DNS issues have reappeared after updating to 13.2 (from 13.1) and now we have no public DNS server listed in our DHCP options, so the only DNS should be private


I am able to `nslookup` or `dig` a hostname, but when I try to curl I get a host cannot be found error


I have raised this with the support team of our VPN provider to see if they can suggest anything else, I will try to update this thread if I get anything useful back

Feb 1, 2023 6:56 AM in response to f1r3s4l3

Oh, sorry about that. All the – I think in total about eight – 13" M1 we have in use at work has been fine so far. been in used for two years soon. Have a few M1 Max machines too and all also fine as of yet. Which M1 machine do you have? I guess there are always a certain amount that experience trouble, but that it is common with motherboard issues on them was new info to me.

Mar 2, 2023 9:18 AM in response to hamacardo

I can add that this DNS problem is not only related to VPN. Happens also on Wi-Fi and Ethernet when the (more than one?) DNS is provided via DHCP.


For example when using Safari I can load a web page that requiers our (my company’s) custom DNS and it works the first time, but if I reload the page it can't reach the page (as if ignoring the custom DNS) and a second reload makes it load again – so it works every other time(!).


The behavior is different in Chrome and Firefox. It's all pretty confusing.


In Monterey it all works as expected I think.

Mar 24, 2023 8:39 AM in response to hamacardo

Got the same problem with company open vpn service. After a while DNS just stops working and you need to restart the vpn client. Before the os ventura update everything was just running fine. There is a thread in open vpn forum also https://groups.google.com/g/tunnelblick-discuss/c/CpusBhU7Ob8


For me resolving via dig still works but nslookup not.

Mar 31, 2023 6:44 AM in response to hamacardo

We are having a similar issue.


It seems like macOS Ventura (13.3) isn't respecting DNS order. It was choosing our Open DNS server.

This was placed last in the DNS list however it seems that macOS Ventura is choosing that over the others listed.

We identified there was an issue with our Open DNS server but it being listed last why was Ventura using it 1st?


We removed that entry for now until we solve the problem with Open DNS.

VPN / DNS Issues With macOS Ventura

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