how connect freeradius to MS AD

  • hello guys
    i setting up PFsense with freeradius package that user can authenticate via cp and connected to internet.
    now in want connect Freeradius to my MS AD environment for SSO.
    i did not find any usable tutorial for this purpose i tried to configure ldap parameter but is not working.
    how allow specific AD group access to internet via Freeradius ldap ?

    ldap {
    	server = ""
    	port = "389"
    	identity = "CN=pfsense,CN=Users,DC=mylab,DC=com"
    	password = 'Mypassword'
    	base_dn = "DC=mylab,DC=com"
    	user {
    		base_dn = "${..base_dn}"
    		filter = "(SAMAccountName=%{mschap:User-Name})"
    		### access_attr = "dialupAccess" ###
    	group {
    		base_dn = "${..base_dn}"
    		filter = '(objectClass=posixGroup)'
    		### name_attribute = cn ###
    		### membership_filter = "(|(&(objectClass=GroupOfNames)(member=%{control:Ldap-UserDn}))(&(objectClass=GroupOfUniqueNames)(uniquemember=%{control:Ldap-UserDn})))" ###
    		### membership_attribute = radiusGroupName ###
    		### compare_check_items = yes ###
    		### do_xlat = yes ###
    		### access_attr_used_for_allow = yes ###
    	profile {
    		filter = "(objectclass=radiusprofile)"
    		### default_profile = "cn=radprofile,ou=dialup,o=My Company Ltd,c=US" ###
    		### profile_attribute = "radiusProfileDn" ###

  • i read Pfsense-Freeradius authentication to Active Directory, ludifrita said he could configure freeradius to authenticate by AD, how did he do ?

  • Rebel Alliance

    i will give a more complete reply this weekend but in short

    • when you connect to pfSense via SSH and you try to execute commands
    service radiusd stop (not necessarily, use this command to stop radius program if already started)
    radiusd -X (start freeradius in debug mode)

    what's the output ? do you have any error when starting freeradius ? when trying to authenticate an user using ldap?

    • if you have no errors when running freeradius, then that's likely a error in your LDAP filters. could you perform a packet capture of the LDAP queries/responses? does the first bind works well (I guess you disallowed anonymous binding on your AD..). does the LDAP Search query matches any results? does the final bind works correctly ?

    i am mentioning this because the error seems to come from your LDAP settings. and especially from your filters.

    • alternatively pfSense 2.4 introduced a new feature, captive portal does support authentication against multiple authentication servers now. you could configure captive portal to authenticate users both using freeradius (using the freeradius package) and using a custom LDAP servers.

    Captive portal would first check one method, if it doesn't work then it will try to authenticate users using the other one. this would mean you would configure LDAP settings directly on pfSense, instead of setting it in a pfSense Package. the advantage of doing this is that LDAP configuration in pfsense with Microsoft Active Directory is used by many users and has a clear documentation, while freeradius package doesn't (at least for the ldap part)

    in order to select against which authentication(s) server(s)/package(s) your captive portal will authenticate users, you could go to your cp settings->Authentication Servers

  • thanks for your reply @free4
    you are right, it's better i use pfsense LDAP option to route authentication directly to MS active directory server but how can i control users Quota ?
    captive portal have Quota option that help me to limiting users internet usage i know after exceed internet quota user will disconnected from CP, if the user try to connecting again, user will have internet access !!! did you test this scenario @free4
    to preventing users to loging again, after exceeding their internet quota i want to use freeradius.

  • i try your command
    here is pfsense\system\general log file 0_1549039970058_ldap.PNG

  • @free4 hi
    I am waiting for your solution ?

  • Rebel Alliance

    @soheil-amiri Hi,

    I have been able to reproduce your issue and i guess i found a solution. Your problem can be divided in 3 part :

    1. First, you are currently using mschapv1/mschapv2. CHAP protocol is incompatible with the Microsoft implementation of the LDAP protocol, so you will need to use PAP instead. Unlike OpenLDAP, Microsoft AD will never disclose the password associated to an user.
      (For the details : Freeradius can work with LDAP in two ways : "You provide me a hashed password that i will compare with the password that the LDAP server will give me" or "You provide me a cleartext password that i will submit to the AD server to check if it is valid". Only the second one is supported by Microsoft).

    2. Appart from this CHAP issue....The main problem is strongly related to the fact that Freeradius shouldn't be on a router : When running the LDAP module, freeradius expect to be running on a computer which is part of the AD domain. This is not the case of your pfSense router, and this is what causes the timeout you are seeing in your logs.

    more precisely, FreeRadius expect that the computer it is running on to use the Domain Controller as DNS server. FreeRadius internally perform multiple DNS request to and when using the LDAP module (for more info, please check the purpose of chase_referrals)

    In order to use FreeRadius for your needs, you need to setup pfSense to use the DNS of your Active Directory Domain Controller. This can be done in System->General Settings page


    This will of course have strong implications, and may not be compatible with other pfSense services that you are running. It all depends how is set up your AD domain, and especially its DNS part.

    1. Finally, it seems that there is a bug in FreeRadius 3.X, it seems to fail to correctly detect the LDAP module and returns "Authentication failed because no authentication method is available".

    In order to overcome this problem, you can edit /usr/local/etc/raddb/sites-enabled/default manually, and add this After the redundant {} section :

            update control { 
                    Auth-Type := LDAP 

    Like this :


    You will need to edit this file after each update of the FreeRadius config. After each edit, you will need to execute the command "service radiusd stop && radiusd" to restart freeradius.

    Apart from this 3 issues, the FreeRadius Package is working correctly with LDAP for me.
    I Will post here my configuration for the record :


  • dear @free4
    thanks for your answer
    i tried your solution
    here is my configuration
    NAS server (work fine)
    Pfsense DNS configuration (work fine)
    RADIUS config
    my virtual-server configuration

    but my authentication test is failed
    system log

  • @free4 your explenation is great, thanks! You saved part of my time. I want to add litle trick to your comment:
    my pfSense is use Unbound transparent resolver over TLS to Cloudflare, and Windows DNS can't do TLS stuff so their upstream is pfSense, and DNS resolvers for end-clients is AD controllers. I don't want remove this flow, so I simply add to my Unbound config:

    # Local resolving for AD domains
    local-zone: "" transparent
    private-domain: ""
    local-zone: "" transparent
    private-domain: ""
    # Forwarding
            name: ""
            forward-addr: 2001:xxxx:xxxx:1::10
            forward-addr: 2001:xxxx:xxxx:1::20
            forward-first: yes
            forward-no-cache: yes
            name: ""
            forward-addr: 2001:xxxx:xxxx:1::30
            forward-addr: 2001:xxxx:xxxx:1::40
            forward-first: yes
            forward-no-cache: yes

    After this pfSense can lookup to any AD ✌ record.

  • @free4 but still I can't authorize via FreeRADIUS.

    1. Plaintext LDAP over 389 is not secure and MUSN'T be used, but atleast it suceffully connect to Still strange logs appiers:
    Mar 29 12:53:29	radiusd	13316	(0) Login incorrect (Failed retrieving values required to evaluate condition): [someuser] (from client pfsense port 0) someuser
    Mar 29 12:53:29	radiusd	13316	rlm_ldap (ldap): Opening additional connection (1), 1 of 1 pending slots used
    Mar 29 12:53:29	radiusd	13316	Need 1 more connections to reach min connections (1)
    Mar 29 12:53:29	radiusd	13316	rlm_ldap (ldap): Deleting connection (0) - Was referred to a different LDAP server
    Mar 29 12:53:29	radiusd	13316	rlm_ldap (ldap): Opening additional connection (0), 1 of 1 pending slots used

    Deleting connection (0) - Was referred to a different LDAP server is really strange one.
    Another case is: filter issues? What is correct filter ro MS AD? I saw many examples but still all diferent. My current config:
    Filter: (sAMAccountName=%{%{Stripped-User-Name}:-%{User-Name}})
    Base Filter: (objectClass=*)

    1. For my configuration LDAPS dosn't works.
      Root and Intermidiate CA with DC Certs in pfSense Cert Manager. I genereted CSR on DCs and signed them by Intermidiate CA on pfSensne after witch imported them to DCs. Create GPO to put Root CA to Trusted, and Intermidiate CA to Intermidiate CAs store. All DCs trust each-other fine.
      But in SystemLogs:
    rlm_ldap (ldap): Bind with CN=some-user,CN=Users,DC=subdomain1,DC=active-directory,DC=com to ldap:// failed: Can't contact LDAP server

    Where to look why it doesn't work?
    I already checked:

    Tried FreeRADIUS LDAP config many combinations:

    • SSL CA Certificate: none (auto) or choose Root CA or choose Intermidiate CA
    • SSL Server Certificate: none (auto) or choose DC1 Server CA
    • Choose Certificate Verification Method: tried all of them.

    I gived up, and begin use Windows Radius over pfSense FreeRADIUS ☹

    @soheil-amiri have same issue in SystemLog: Deleting connection (0) - Was referred to a different LDAP server
    The only info on Inet about this is
    But I can't understand how them can be referred to a different LDAP server, and how do I figure out what this server is?

  • great explanation.. when i start to setup captive portal/radius i not found any solution like described here... them i configured my enviroment adding a radius server role on domain controller to setup.. and today is working well .. for example making filted setting calback option adding MAC Adress autorize to connect to the user setting on AD..
    but is good to know maybe in near future i wiil make my setup like described here

  • Rebel Alliance

    @luisenrique pfsense support Microsoft AD authentication for captive portal for out of the box, why would you need a radius server?

  • @free4 for my radius needed to authorize of WPA ESK. And pfSense authorization for MS AD is poor on second dc controller. Only one option for second controller create additional "connection". Most people who care about safety have 2 DC in domain, or maybe even more. When freeRadius have load-balacer with failover, except it not working 😆

  • hi @free4
    do you have any idea about this error ?

    Login incorrect ( failed retrieving values required to evaluate condition )

    it would so nice to solve this issue.

  • EDIT: turns out i missed an important part of the logs - the is actually freeradius thinks my user's password is incorrect ("if (ok && User-Password) -> FALSE"), so the "Auth-Type := LDAP" is actually ignored correctly. but now the question is, what's different in the live setup via CISCO WLC 2504, in comparison to running radtest, which authenticates just fine :/

    *has this been resolved?
    I put together bits and pieces from various forums, and kinda got this working, but, the only way to get an LDAP user authenticated, is to run
    "radtest <user> <pass> 1812 <secret>"
    which returns Access-Accept

    if I try to login to a real WLAN (cisco WLC 2504) hooked up to the same freeradius, the user gets Authenticated, but not Authorized - according to logs
    "ERROR: No Auth-Type found: rejecting the user via Post-Auth-Type = Reject
    (3) Failed to authenticate the user"

    a "Auth-Type := LDAP" is configured in case of successfull authentication, which is correctly respected when testing locally with radtest (see above), however, the live test receives "Access-Rejected" with the error message listed above.*

  • Rebel Alliance

    This post is deleted!

  • try this:

    vi /usr/local/etc/raddb/sites-enabled/default

    add following in authorize {} block, restart freeradius

         if (!control:Auth-Type) {
                if (ok && User-Password) {
                        update {
                        control:Auth-Type := LDAP

    Auth server under System - User Manager - Authentication servers must use PAP.

    EDIT: on every freeradius config change this gets deleted, so you need to copy/paste and restart freeradius server every time :/.

  • Rebel Alliance

  • @free4 that works until you make a change on freeradius that causes service to restart. Then added stuff is gone.

    There is also another problem, OTP is useless. I can connect to VPN without using OTP even though user is configured with OTP.

  • hi,
    Could you solve the problem?
    I have the same problem

  • Rebel Alliance

    @ahmad-rostami please have a look go

    as reminder, freeradius package has been created long time ago by the community.
    this package Is mostly legacy and unmaintained nowadays.

    if you would like to fix the issues related to this package, feel free to contribute !

  • @free4 Thank you very much for solving my problem
    Now how do I prevent reconnection user when finish the quota in captive portal ?

  • @ahmad-rostami said in how connect freeradius to MS AD:

    Now how do I prevent reconnection user when finish the quota in captive portal ?

    Fill in these settings :


    Login :

    Jan 7 15:25:20 	logportalauth 	8909 	Zone: cpzone1 - ACCEPT: x, b0:xx:2d:44:fc:da,

    After a 22 Megabyte download (this exceedings 21 MB ) I'm kicked out :

    Jan 7 15:25:59 	logportalauth 	15139 	Zone: cpzone1 - QUOTA EXCEEDED: x, b0:xx:2d:44:fc:da,

    Now I can login any more ....
    I see these logs in the General System logs :

    Jan 7 15:30:13 	root 		FreeRADIUS: User x has reached the daily amount of upload and download traffic (22 MB of 1 MB). The login request was denied.

    A cron job cleans out the daily totals, so tomorrow (for me : after 12h00) I can re login.

    Btw : I'm using the FreeRadius package, and an external 'MariaDB' SQL database.

  • @Gertjan thanks for your reply
    but this option for create user in radius
    my user atuthentication With ldap(microsoft active directory) in radius
    now how i can prevent user login when finish the quota
    (I think it's impossible , That's the only solution creat user in freeradius?)

  • Humm. Don't no. Never used 'LDAP', just FreeRadius and a database.

  • Hello soheil.amiri,
    Hello free4,

    Did you ever get this up and running?
    I am currently at the same point as you were.

    Out of the box nothing worked. Only the group membership check always works.

    Setting the LDAP Auth in sites-enabled/default (as per free4) I can get it working with NTRadPing,
    but only with CHAP disabled. With CHAP enabled it does not work.

    In an ordinary Windows-Client (WIFI) authenticating over Radius on an AP, I never get it running.
    FreeRadius keeps complaining about a non clear-text pw.

  • @free4
    Hello Free4,
    can you help me out a little bit with your three steps?

    What do I need to change in step 1.
    I did step 2 already. Checking group memberships seems to work fine.

    I also did the workaround in step 3, which also works for me. It nearly looks perfect, but
    it only works if I disable CHAP in NTRadPing.
    If I try it from a Windows client it also wont work.
    It keeps complaining about a non-clear-text password.

    rlm_ldap (ldap): Reserved connection (5)
    (2) ldap: EXPAND (sAMAccountName=%{mschap:User-Name})
    (2) ldap:    --> (sAMAccountName=test2)
    (2) ldap: Performing search in "DC=localdomain,DC=local" with filter "(sAMAccountName=test2)", scope "sub"
    (2) ldap: Waiting for search result...
    rlm_ldap (ldap): Rebinding to URL ldap://ForestDnsZones.localdomain.local/DC=ForestDnsZones,DC=localdomain,DC=local
    rlm_ldap (ldap): Waiting for bind result...
    rlm_ldap (ldap): Rebinding to URL ldap://DomainDnsZones.localdomain.local/DC=DomainDnsZones,DC=localdomain,DC=local
    rlm_ldap (ldap): Waiting for bind result...
    rlm_ldap (ldap): Rebinding to URL ldap://localdomain.local/CN=Configuration,DC=localdomain,DC=local
    rlm_ldap (ldap): Waiting for bind result...
    rlm_ldap (ldap): Bind successful
    rlm_ldap (ldap): Bind successful
    rlm_ldap (ldap): Bind successful
    (2) ldap: User object found at DN "CN=test2,OU=Spezialkonten-IT,OU=Users,OU=MyBusiness,DC=localdomain,DC=local"
    (2) ldap: Processing user attributes
    (2) ldap: WARNING: No "known good" password added. Ensure the admin user has permission to read the password attribute
    (2) ldap: WARNING: PAP authentication will *NOT* work with Active Directory (if that is what you were trying to configure)
    rlm_ldap (ldap): Deleting connection (5) - Was referred to a different LDAP server
    (2)       [ldap] = ok
    (2)     } # redundant = ok
    (2)     if (&request:Calling-Station-Id == &control:Calling-Station-Id) {
    (2)     ERROR: Failed retrieving values required to evaluate condition
    (2)     [expiration] = noop
    (2)     [logintime] = noop
    Not doing PAP as Auth-Type is already set.
    (2)     [pap] = noop
    (2)   } # authorize = ok
    (2) Found Auth-Type = CHAP
    (2) # Executing group from file /usr/local/etc/raddb/sites-enabled/default
    (2)   Auth-Type CHAP {
    (2) chap: ERROR: &control:Cleartext-Password is required for authentication
    (2)     [chap] = fail
    (2)   } # Auth-Type CHAP = fail
    (2) Failed to authenticate the user
    (2) Using Post-Auth-Type Reject
    (2) # Executing group from file /usr/local/etc/raddb/sites-enabled/default
    (2)   Post-Auth-Type REJECT {
    (2) attr_filter.access_reject: EXPAND %{User-Name}
    (2) attr_filter.access_reject:    --> test2
    (2) attr_filter.access_reject: Matched entry DEFAULT at line 11
    (2)     [attr_filter.access_reject] = updated
    (2)     [eap] = noop
    (2)     policy remove_reply_message_if_eap {
    (2)       if (&reply:EAP-Message && &reply:Reply-Message) {
    (2)       if (&reply:EAP-Message && &reply:Reply-Message)  -> FALSE
    (2)       else {
    (2)         [noop] = noop
    (2)       } # else = noop
    (2)     } # policy remove_reply_message_if_eap = noop
    (2)   } # Post-Auth-Type REJECT = updated
    (2) Login incorrect (Failed retrieving values required to evaluate condition): [test2/<via Auth-Type = CHAP>] (from client pfSense_NAT port 0)
    (2) Delaying response for 1.000000 seconds
    Waking up in 0.3 seconds.
    Waking up in 0.6 seconds.
    (2) Sending delayed response
    (2) Sent Access-Reject Id 42 from to length 20

  • @FrankoniaDKB
    hello dear
    unfortunately i could not bring it up.
    with my test freeradius does not connect to MS AD DS.

  • yep, I tried to configure it, and it simply not work. Better add NTP role to your MS AD DC servers, it simply will work without pain.

  • Hello soheil
    Hello dragonangel,

    thanks for your answer. After messing around with it for two days, I now really tried using NPS one of my Windows Servers.
    This worked easily like a charme and was done relatively fast. And it works cleanly.

    Thank you very much.

  • @soheil-amiri do you have any news about your issue? I'´m, trying to implmenet a similar scenario. My scenariou include FreeRadius with LDAP background authentication for WAP2-Enterprise authentication.

    I setted up FreeRadius and background LDAP authentication, i tried authentication form pfsense, and works well.

    But when i'm trying to authenticate users over WPA2-Enterprise SSID, i have authentication errors.

    my users file config:
    DEFAULT Ldap-Group == "cn=account-users,ou=wireless,dc=example,dc=com"
    Tunnel-Type = VLAN,
    Tunnel-Medium-Type = IEEE-802,
    Tunnel-Private-Group-Id = "1010"

    Errors Logs:
    jul 3 18:53:55radiusd98680(39) Login incorrect (eap_peap: The users session was previously rejected: returning reject (again.)): [radiuser1] (from client AP_LAB port 0 cli 92-1F-E6-B9-E9-1E)

    Jul 3 18:53:55radiusd98680(38) Login incorrect: [radiuser1] (from client AP_LAB port 0 cli 92-1F-E6-B9-E9-1E via TLS tunnel)

    Can you help me?

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