Cisco Anyconnect SSL Client Mac

Installing and setting up the Cisco Anyconnect SSL Client Mac client.

  1. Download the Cisco client and choose to save and open the .dmg file.
  2. Run the ‘AnyConnect.pkg’ and click “Continue”.
  3. Read the license agreement and click “Continue” and then “Agree”.
  4. Leave all the default settings and click “Continue” and “Install”, entering your Mac admin username and password.
  5. Once finished, navigate to the ‘Cisco’ folder inside your ‘Applications’.
  6. Drag the ‘Cisco AnyConnect Secure Mobility’ into the dock to create a shortcut and then launch it.
  7. Enter the following server address under ‘VPN’: server list
  8. Press ‘Connect’ and, when prompted, enter your VPN username and password.

Once you have connected for the first time, the server will remain so you shouldn’t need to re-enter it again.

Each time you connect, the client will check for a newer version and will install it if one exists.


This guide will assist with the installation of the Cisco AnyConnect VPN client for OS X 10.6 (Snow Leopard), 10.7 (Lion), 10.8 (Mountain Lion) and 10.9 (Mavericks).
You need administrator level account access to install this software.
Note: Some screen shots may be slightly different from what you see depending on the version of your operating system and the VPN software.

Initiating a Connection to VPN and to VPN using Duo

  1. Cisco AnyConnect can be found in the Cisco folder located in the Applications folder (/Applications/Cisco/).
    Cisco AnyConnect
  2. Navigate to /Applications/Cisco/ and open “Cisco AnyConnect Secure Mobility Client”.
  3. To authenticate with Duo, enter and click the button labeled Connect. ( server list ) Cisco AnyConnect
  4. Enter your MIT username and password then click the button labeled OK.Cisco AnyConnect-vpn

    With Duo authentication, you will see a field asking for a Second Password.
    Cisco AnyConnect-vpn-mac

    In this field you may type in one of the following options:

    1. pushDuo will send a push notification to your registered cell phone with the Duo Security mobile app installed
    2. push2Duo will send a push notification to your _second registered device with the Duo Security mobile app installed_
    3. smsDuo will send an SMS to your registered cell phone
    4. PhoneDuo will call your registered phone
    5. Phone2Duo will call your second registered phone
    6. Yubikey – If you are using a Yubikey for authentication, make sure the Second Password field is highlighted and use your key. For instructions on using the Yubikey, please see How do I authenticate with a YubiKey?
    7. The one time code generated by your hardware token or the Duo Security mobile app (the code changes every 60 seconds)

      In this example, I entered “push” in the Second Password field. I will receive a push notification on my cell phone, go to the Duo app and click Approve.
  5. When prompted at the MIT’s Virtual Private Network (VPN) screen, click the button labeled Accept to connect to MIT’s Virtual Private Network.
    Cisco AnyConnect-vpn-mac
  6. Upon successful connection, Cisco AnyConnect will minimize itself and you will see the AnyConnect logo with a small lock in your menu bar just to the left of the time.
    Cisco AnyConnect-vpn-mac

VPN for Mac