Cisco Vpn For Mac Os X

Native Cisco VPN on Mac OS X. Confirmed working on OS X High Sierra. The proprietary CiscoVPN Mac client is somewhat buggy. It is possible to use the IPSec VPN software included with Mac OS X instead. This tutorial shows you how to migrate from CiscoVPN to the native OS X IPSec VPN by decrypting passwords saved in CiscoVPN PCF files. If you seeking special discount you need to searching when special time come or holidays.

Confirmed working on OS X High Sierra

The proprietary CiscoVPN Mac client is somewhat buggy. It is possible to use the IPSec VPN software included with Mac OS X instead. This tutorial shows you how to migrate from CiscoVPNto the native OS X IPSec VPN by decrypting passwords saved in CiscoVPN PCF files.

Please visit these guys if their offer interests you - they make this site possible.

Open up your System Prefrences and select 'Network'. Click on the little + button at the bottom of the window to create a new connection.

Pick 'VPN' for the Interface and set its type to 'Cisco IPSec'. It doesn't matter what you set as the service name.

Copy the 'Host' setting from CiscoVPN...

to the 'Server Address' setting in your System Prefrences' and enter your username under 'Account Name'. You probably don't want to enter your passwordunless you are OK with the system saving it.

On Mac OS X, PCF files are usually found in /private/etc/CiscoSystemsVPNClient/Profiles. Open up /Applications/Terminal and type the following:

You should get something like this:

Find that long list of letters and numbers after enc_GroupPwd= and copy it. Also make note of the GroupName - you'll need that in a bit as well.

Paste that sequence of characters into the fancy schmancy decoder ring below and click 'Decode'. (pops up a new window)

Fancy Schmancy Decoder Ring

As an example, this should return 'letmein' as the password:

Thanks to HAL-9000 at and Massar's work on cisco-decrypt.c for the magic here. A JavaScript implementation also exists here:

Click 'Authentication Settings' back in the Network Prefrences screen. Enter the resulting decoded password into the 'Shared Secret' section of the new VPN connection and set the GroupName from above as well.

Click 'OK', make sure 'Show VPN status in menu bar' is checked and click 'Apply'.

At the top of your screen you should have a little VPN icon. Try connecting to your new VPN.

If everything goes as planned, you should see your connection time counting up at the top of your screen.

How to get your VPN settings out of the built-in mac VPN client.

You don't need the Fancy Schmancy Decoder Ring to get your settings back out of the built-inMac VPN client. Just head over to the Keychain Access application (under Applications -> Utilities) and search for 'VPN'. Double-click your IPSec Shared Secret to open up the window. Clicking 'Show Password' will reveal the secret sauce after you authenticate.

If things seem to get hung-up and you are unable to reconnect your VPN without a reboot, Rick R mentions that you might try killing the 'racoon' process.

Racoon is an IPsec key management daemon and is part of the KAME IPsec tools. Kill it by running 'Activity Monitor' in the 'Utilities' folder, finding it in the process list and clicking 'Quit Process' at the upper left of the Activity Monitor window.

Download cisco vpn for mac os x

Look in your system.log by running the Console app for hints at what might be going wrong. Here's the system.log from aworking VPN setup / take down.


Dave Ma's VPN would disconnect after 45 minutes of uptime. Fotos Georgiadis on an Apple forum threadsuggested changing the IPSec proposal lifetime within racoon to 24 hours instead of 3600 seconds.(3600 seconds is 1 hour - who knows why people are seeing drops at 45 minutes)Here's how that is done.

  1. Connect to the VPN (so OSX dynamically generates a racoon configuration file)

  2. Open Terminal on Mac (Applications --> Utilities--> Terminal)

  3. Copy the generated configuration file to /etc/racoon:

    sudo cp /var/run/racoon/XXXXXX.conf /etc/racoon

    **where: XXXXXX is the name or ip address of your VPN server**

  4. Edit the racoon configuration file with your favorite editor (pico):

    sudo pico /etc/racoon/racoon.conf
  5. At the bottom of the racoon.conf file, comment out the line:

    # include '/var/run/racoon/*.conf';

    (by added the '#' to the beginning of the line)

  6. And instead include the copied file (which we will edit):

    include '/etc/racoon/XXXXXX.conf';

    (don't forget to replace XXXXXX with the actual name of your file)

  7. Edit the generated configuration file with your favorite editor (pico):

    sudo pico /etc/racoon/XXXXXX.conf
  8. Disable dead peer detection:

    dpd_delay 0;
  9. Change proposal check to claim from obey:

    proposal_check claim;
  10. Change the proposed lifetime in each proposal (24 hours instead of 3600 seconds):

    lifetime time 24 hours;

    *note: make sure you change all the 'proposed lifetime' sections and not just one.

  11. Disconnect and reconnect (this time racoon will use your custom configuration).

Now try using your VPN for more than 45 minutes and it shouldn't drop.

So does all your traffic flow through the VPN when you are connected or just traffic to the protected networks? Cisco VPN servers normally send out a list of routes to private networks so you don't end up sending all of your traffic through the VPN server. The reasoning behind this is why protect it if the traffic is destined for an insecure network anyway? The native OS X Cisco VPN adds these routes automatically and removes them when you disconnect. That's one of the things that differentiates the Cisco VPN client from the standard IPSec client. Let's take a look at what gateway is used when sending traffic to from within the Terminal application:

Notice the 'gateway' line there? Traffic to is going out which is my normal Internet gatewayso it is skipping the VPN entirely.

Let's try an IP on a protected private network: (

In this case, the gateway is which is a fake IP on the far end of the VPN which will eventually route traffic to So when sending data to, I am going through the VPN and that traffic is encrypted.

So how does it know what gateway to use for different IPs? Let's take a look at the routing table:

I've lopped off a bunch of irrelevant lines but as you can see we have two 'default' routes. If a destination isn'texplicitly matched below, the traffic will flow through the first default route from the top. So in this case, ifthe destination isn't within 10.1/16 (which means 10.1.*.*) we will go through our default route of Ifit is, we would go through which is our VPN.

But what if you just wanted to send everything through your VPN connection? We could just delete the first default route and let everything go over the VPN, but this is presumably dangerous because the encrypted traffic probably uses the default route to get to the VPN server in the first place. Let's see:

Yep, it does. So if we are going to remove the default route to, we have to make sure we have an explicitroute below to the VPN server. ( You will notice above that my Cisco VPN server adds this route automatically, but if yours isn't configured that way you can add it like this:

It is safe to try this if you already have the route because the command will just fail.

The next thing we are going to do is a little dangerous and remove all your network access. A reboot should be your weapon of last resort to get your networking back but you might also want to print these instructions out so you havethem. You have been warned!

Now let's do the dangerous bit and rip the first default route away:

Now let's check to see if we can still get to our VPN server:

Yep, looks good.

Now let's look at the wider Internet by seeing how we get to ( - we aren't using here because we don't want to depend on DNS working)

Whoops, something is wrong! That's because that first route there is a little deceptive. It isn't aroute to the IP of the gateway, just a route to the VPN tunnel device utun0. We'll need to say what IPto go to. Let's add a default route to the VPN's fakenet gateway address: (which we already have as the gateway in most other routes)

OK, let's see which way packets go to get to (

Yep, looks like the right way.

Now let's try pinging ( doesn't respond to pings)

Looks like it works. If it doesn't work, your VPN server likely doesn't allow general Internet access throughVPN connections. If this is the case, you are out of luck. Hopefully you know someone influential in the ITdepartment that can change this for you.

Because we removed the normal default route, when we shut down our VPN we'll be stuck without a default route.To add that back in after the VPN goes down, do this:

And we should be back to normal.

Ideally we do these things automatically when the VPN comes up. The easiest way to do this is to have yourVPN administrator set that up as a policy for you. Alternatively, you can create scripts that run on VPN startup.Create /etc/ppp/ip-up and add whatever lines you came up with above to that and mark that file as executablewith:

Similarly, /etc/ppp/ip-down will be run on VPN shutdown. Reverse your commands in that file and you shouldhave a completely automated setup.

Cisco Vpn Client For Mac Os X

Happy tunneling!

-Anders Brownworth

About Me:

Name:Anders Brownworth
Home: Cambridge, MA, USA
Work: Mobile application and GSM research at Bandwidth.
Play: Technology, World Traveler and Helicopter Pilot

Topics Map > Networking > Virtual Private Networking (VPN)

This page contains links to download and installation instructions for VPN software for Mac OS X

Cisco Anyconnect Vpn Client For Mac Os X Yosemite

University of Illinois students, faculty, and staff can use these directions to set up their Mac OS X computers or devices to connect to the Virtual Private Network (VPN).

If you have a guest account, Technology Services recommends IllinoisNet Wireless for on-campus use. Contact your host for help downloading and installing the VPN if you need guest access for off-campus use.

Quick Start

Cisco anyconnect vpn client for mac os x yosemite
  • Download the Mac VPN installation package from WebStore.
  • Install the software with administrator privileges.
  • VPN server:
  • Username: Your NetID
    (or, if you're a guest, your guest ID)
  • Password: Your Active Directory password
    (or, if you're a guest, your guest password)
  • Group: 1_SplitTunnel_Default
    (Note: This is the most common choice. See About VPN Profiles for information about the alternatives, such as Tunnel All for access to Library and WebStore resources.)

Detailed instructions are provided below.

Downloading the VPN software

  1. Download the Mac VPN installation package from the WebStore.
  2. Save the file at an easily findable location, such as your desktop.

Installing the VPN software

  1. Go to the location where you saved the VPN installation package.
  2. Double-click on the .pkg file.
  3. The AnyConnect Installer will launch. Click Continue.

  4. Accept the End User License Agreement (EULA) when prompted: First click Continue, then Agree.

  5. If given a choice of which packages to install, select only the VPN item and click Continue. Depending on the installer you might not be given a choice.

  6. The installer will estimate how much space is needed. Click Install.

  7. You'll be prompted that Installer is trying to install new software.
    NOTE: This prompt is not asking for your NetID; it asks for your local user name and password on that specific computer.
    • Enter your local user name.
    • Enter your local computer password.
    • Click Install Software.

  8. After the software is installed, you'll receive the message 'The installation was successful'. Click Close.

  9. After installation is complete, your Applications folder will have a new Cisco subfolder containing the AnyConnect VPN.

Starting the software

After you've completed downloading and installing, the Cisco AnyConnect VPN software will be installed in the Application folder's Cisco folder.

Logging in

When you launch the Cisco AnyConnect client, you'll be prompted to enter the VPN server you wish to connect to.

  • Enter
  • Click Connect.

When the connection process begins, you'll be asked for three pieces of information.

  • Group: 1_SplitTunnel_Default
    (Note: This is the most common choice. See About VPN Profiles for information about the alternatives, such as Tunnel All for access to library resources.)
  • Username: Your NetID
    (or, if you're a guest, your guest ID)
  • Password: Your Active Directory password
    (or, if you're a guest, your guest password)

Note: If you want to access Library resources without logging in to the Library Gateway, you should change to the Tunnel All profile.

When the VPN connects, a new icon will be added to your dock. The icon will show a lock image while the VPN is connected.


When you're done using the VPN connection, disconnect it.

  1. Click on the AnyConnect VPN icon in your task bar.
  2. In the window that appears, click Disconnect.

Troubleshooting and the Statistics window

The Cisco AnyConnect VPN client gathers information that can help you with troubleshooting speed or connectivity issues. It may be helpful to open the Statistics window while troubleshooting with the Help Desk.

To open the Statistics window:

  1. Click the graph icon toward the lower left corner of the VPN window.
  2. Choose among the tabs as directed to help your Help Desk consultant with troubleshooting.

Cisco Vpn Client Mac Os X 64-bit Download

More help

Download Cisco Vpn For Mac Os X

For more help, contact the Help Desk during the Help Desk's hours of operation.