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Steps to Upgrade Cisco ASA IOS and ASDM

Here are steps to upgrade IOS from 8.2(1) to 9.1(6) and ASDM to 7.5.2. It is simple and straightforward. By the way these steps are working for all PIX/ASA version upgrade as well.

1. Download Software from Cisco Website
You may need to use your ASA's serial number to find out latest support IOS version and ASDM version from Cisco support site. CCO account will be needed as well.

You will have two files for this upgrade:
  • asa916-k8.bin - for ASA IOS, about 26M
  • asdm-752.bin - for ASA's ASDM , about 25M
2. Basic Configuration on ASA

Configure management interface 0/0 with ip address 10.1.13. Also you will need to set up proper nameif and security level to enable this port. After all configured, do not forget to write all configuration to flash card.


ciscoasa(config)# int management 0/0
ciscoasa(config-if)# ip address 10.1.1.1 255.255.255.0
ciscoasa(config-if)# management-only
ciscoasa(config-if)#  nameif management
INFO: Security level for "management" set to 0 by default.
ciscoasa(config-if)#  security-level 100
ciscoasa(config-if)#
ciscoasa(config)# wr
Building configuration...
Cryptochecksum: 2f6ce793 14d757a0 d226a8da db8c3472

2582 bytes copied in 3.580 secs (860 bytes/sec)
[OK]

3. TFTP configuration

Set up your computer with ip address 10.1.1.2, which is same network as your ASA management interface. Start your TFTP application with proper configuration. I am using Tftpd32 by Ph.Jounin to set up my tftp server. Make sure you are selecting right server interface if you are having multiple network interfaces. I have put downloaded IOS 9.1.6 version and ASDM into d;\ios foler.

After connected ASA's management interface with your tftp server, verify the connectivity from ASA to your TFTP server by ping-ing tftp server ip 10.1.1.2. You may need to disable your local firewall on your tftp server machine.


ciscoasa(config)# ping 10.1.1.2
Type escape sequence to abort.
Sending 5, 100-byte ICMP Echos to 10.1.1.2, timeout is 2 seconds:
!!!!!
Success rate is 100 percent (5/5), round-trip min/avg/max = 1/1/1 ms


4. Copy both IOS and ASDM files from TFTP to ASA Flash 

ciscoasa(config)# copy tftp: flash:
Address or name of remote host []? 10.1.1.2
Source filename []? asa916-k8.bin
Destination filename [asa916-k8.bin]?
Accessing tftp://10.1.1.2/asa916-k8.bin...!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
Writing file disk0:/asa916-k8.bin...
!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
27150336 bytes copied in 30.390 secs (905011 bytes/sec)

ciscoasa(config)# copy tftp: flash:
Address or name of remote host [10.1.1.2]?
Source filename [asa916-k8.bin]? asdm-752.bin
Destination filename [asdm-752.bin]?
Accessing tftp://10.1.1.2/asdm-752.bin...!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
Writing file disk0:/asdm-752.bin...
!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!
25627616 bytes copied in 28.700 secs (915272 bytes/sec)


5. Boot ASA with new IOS and load new ASDM image


ciscoasa(config)# boot system disk0:/asa916-k8.bin
ciscoasa(config)# asdm image disk0:/asdm-752.bin
ciscoasa(config)# wr
Building configuration...
Cryptochecksum: bab14ac0 c6d4808b 1c61875d 96255622

2646 bytes copied in 3.720 secs (882 bytes/sec)
[OK]
ciscoasa(config)#
ciscoasa(config)# reload
Proceed with reload? [confirm]
ciscoasa(config)#


***
*** --- START GRACEFUL SHUTDOWN ---
Shutting down isakmp
Shutting down webvpn
Shutting down File system



***
*** --- SHUTDOWN NOW ---
Process shutdown finished
Rebooting.....
Restarting system.


Following output is from booting console:


Booting system, please wait...


CISCO SYSTEMS
Embedded BIOS Version 1.0(11)5 08/28/08 15:11:51.82

Low Memory: 631 KB
High Memory: 3968 MB
PCI Device Table.
Bus Dev Func VendID DevID Class              Irq
 00  00  00   8086   2578  Host Bridge      
 00  01  00   8086   2579  PCI-to-PCI Bridge
 00  03  00   8086   257B  PCI-to-PCI Bridge
 00  1C  00   8086   25AE  PCI-to-PCI Bridge
 00  1D  00   8086   25A9  Serial Bus         11
 00  1D  01   8086   25AA  Serial Bus         10
 00  1D  04   8086   25AB  System          
 00  1D  05   8086   25AC  IRQ Controller  
 00  1D  07   8086   25AD  Serial Bus         9
 00  1E  00   8086   244E  PCI-to-PCI Bridge
 00  1F  00   8086   25A1  ISA Bridge      
 00  1F  02   8086   25A3  IDE Controller     11
 00  1F  03   8086   25A4  Serial Bus         5
 00  1F  05   8086   25A6  Audio              5
 02  01  00   8086   1075  Ethernet           11
 03  01  00   177D   0003  Encrypt/Decrypt    9
 03  02  00   8086   1079  Ethernet           9
 03  02  01   8086   1079  Ethernet           9
 03  03  00   8086   1079  Ethernet           9
 03  03  01   8086   1079  Ethernet           9
 04  02  00   8086   1209  Ethernet           11
 04  03  00   8086   1209  Ethernet           5

Evaluating BIOS Options ...
Launch BIOS Extension to setup ROMMON

Cisco Systems ROMMON Version (1.0(11)5) #0: Thu Aug 28 15:23:50 PDT 2008

Platform ASA5550

Use BREAK or ESC to interrupt boot.
Use SPACE to begin boot immediately.
                                             
Launching BootLoader...
Boot configuration file contains 1 entry.


Loading disk0:/asa916-k8.bin... Booting...
Platform ASA5550

Loading...
IO memory blocks requested from bigphys 32bit: 78436
dosfsck 2.11, 12 Mar 2005, FAT32, LFN
Starting check/repair pass.
Starting verification pass.
/dev/hda1: 130 files, 11109/31180 clusters
dosfsck(/dev/hda1) returned 0
Processor memory 3166699520, Reserved memory: 157286400

Total SSMs found: 1
SSM-4GE-INC, SN JAF1335BEME, HW ver 1.0, FW ver 1.0(0)8

Total NICs found: 12
mcwa i82557 Ethernet at irq 11  MAC: 0023.ebc4.364c
mcwa i82557 Ethernet at irq  5  MAC: 0000.0001.0001
i82547GI rev00 Gigabit Ethernet @ irq11 dev 1 index 05 MAC: 0000.0001.0002
i82546GB rev03 Gigabit Ethernet @ irq09 dev 2 index 03 MAC: 0023.ebc4.364b
i82546GB rev03 Gigabit Ethernet @ irq09 dev 2 index 02 MAC: 0023.ebc4.364a
i82546GB rev03 Gigabit Ethernet @ irq09 dev 3 index 01 MAC: 0023.ebc4.3649
i82546GB rev03 Gigabit Ethernet @ irq09 dev 3 index 00 MAC: 0023.ebc4.3648
VCS7380 Gigabit Ethernet @ index 07 MAC: 0026.0b31.564c
VCS7380 Gigabit Ethernet @ index 08 MAC: 0026.0b31.564d
VCS7380 Gigabit Ethernet @ index 09 MAC: 0026.0b31.564e
VCS7380 Gigabit Ethernet @ index 10 MAC: 0026.0b31.564f
VCS7380 Gigabit Ethernet @ index 11 MAC: 0000.0003.0002

INFO: Unable to read cluster interface-mode from flash
       Writing default mode "None" to flash
Verify the activation-key, it might take a while...
Running Permanent Activation Key: 0xd41ee978 0xb495d93b 0x48934db8 0xbd7c2014 0xc502138f

Licensed features for this platform:
Maximum Physical Interfaces       : Unlimited      perpetual
Maximum VLANs                     : 400            perpetual
Inside Hosts                      : Unlimited      perpetual
Failover                          : Active/Active  perpetual
Encryption-DES                    : Enabled        perpetual
Encryption-3DES-AES               : Enabled        perpetual
Security Contexts                 : 2              perpetual
GTP/GPRS                          : Disabled       perpetual
AnyConnect Premium Peers          : 2              perpetual
AnyConnect Essentials             : Disabled       perpetual
Other VPN Peers                   : 5000           perpetual
Total VPN Peers                   : 5000           perpetual
Shared License                    : Disabled       perpetual
AnyConnect for Mobile             : Disabled       perpetual
AnyConnect for Cisco VPN Phone    : Disabled       perpetual
Advanced Endpoint Assessment      : Disabled       perpetual
UC Phone Proxy Sessions           : 2              perpetual
Total UC Proxy Sessions           : 2              perpetual
Botnet Traffic Filter             : Disabled       perpetual
Intercompany Media Engine         : Disabled       perpetual
Cluster                           : Disabled       perpetual

This platform has an ASA 5550 VPN Premium license.

Encryption hardware device : Cisco ASA-55xx on-board accelerator (revision 0x0)
                             Boot microcode        : CN1000-MC-BOOT-2.00
                             SSL/IKE microcode     : CNLite-MC-SSLm-PLUS-2_05
                             IPSec microcode       : CNlite-MC-IPSECm-MAIN-2.09

Cisco Adaptive Security Appliance Software Version 9.1(6)

  ****************************** Warning *******************************
  This product contains cryptographic features and is
  subject to United States and local country laws
  governing, import, export, transfer, and use.
  Delivery of Cisco cryptographic products does not
  imply third-party authority to import, export,
  distribute, or use encryption. Importers, exporters,
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  A summary of U.S. laws governing Cisco cryptographic
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  http://www.cisco.com/wwl/export/crypto/tool/stqrg.html

  If you require further assistance please contact us by
  sending email to [email protected]
  ******************************* Warning *******************************

This product includes software developed by the OpenSSL Project
for use in the OpenSSL Toolkit (http://www.openssl.org/)
Copyright (C) 1995-1998 Eric Young ([email protected])
All rights reserved.
Copyright (c) 1998-2011 The OpenSSL Project.
All rights reserved.

This product includes software developed at the University of
California, Irvine for use in the DAV Explorer project
(http://www.ics.uci.edu/~webdav/)
Copyright (c) 1999-2005 Regents of the University of California.
All rights reserved.

Busybox, version 1.16.1, Copyright (C) 1989, 1991 Free Software Foundation, Inc.
51 Franklin St, Fifth Floor, Boston, MA 02110-1301  USA
Busybox comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

DOSFSTOOLS, version 2.11, Copyright (C) 1989, 1991 Free Software Foundation, Inc.
59 Temple Place, Suite 330, Boston, MA 02111-1307
675 Mass Ave, Cambridge, MA 02139
DOSFSTOOLS comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

grub, version 0.94, Copyright (C) 1989, 1991 Free Software Foundation, Inc.
59 Temple Place, Suite 330, Boston, MA 02111-1307
grub comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

libgcc, version 4.3, Copyright (C) 2007 Free Software Foundation, Inc.
libgcc comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

libstdc++, version 4.3, Copyright (C) 2007 Free Software Foundation, Inc.
libstdc++ comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

Linux kernel, version 2.6.29.6, Copyright (C) 1989, 1991 Free Software
Foundation, Inc.
51 Franklin St, Fifth Floor, Boston, MA 02110-1301  USA
Linux kernel comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

module-init-tools, version 3.10, Copyright (C) 1989, 1991 Free Software
Foundation, Inc.
59 Temple Place, Suite 330, Boston, MA 02111-1307 USA
module-init-tools comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

numactl, version 2.0.3, Copyright (C) 2008 Author: Andi Kleen, SUSE Labs
Version 2.0.0 by Cliff Wickman, Chritopher Lameter and Lee Schermerhorn
numactl comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

pciutils, version 3.1.4, Copyright (C) 1989, 1991 Free Software Foundation, Inc.
51 Franklin St, Fifth Floor, Boston, MA 02110-1301  USA
pciutils comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

readline, version 5.2, Copyright (C) 1989, 1991 Free Software Foundation, Inc.
59 Temple Place, Suite 330, Boston, MA 02111 USA
readline comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

udev, version 146, Copyright (C) 1989, 1991 Free Software Foundation, Inc.
51 Franklin St, Fifth Floor, Boston, MA 02110-1301  USA
udev comes with ABSOLUTELY NO WARRANTY.
This is free software, and you are welcome to redistribute it under the General
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See User Manual (''Licensing'') for details.

util-linux, version 2.16.1, Copyright (C) 1989, 1991 Free Software Foundation, Inc.
The following components, built for inclusion in Busybox.
The following components from util-linux come with ABSOLUTELY NO WARRANTY.
fdisk:
  Copyright (C) 1992  A. V. Le Blanc ([email protected])
  Copyright (C) 2001,2002 Vladimir Oleynik <[email protected]> (initial bb port)
dmesg:
  Copyright 2006 Rob Landley <[email protected]>
  Copyright 2006 Bernhard Reutner-Fischer <[email protected]>
mkswap:
  Copyright 2006 Rob Landley <[email protected]>
mount:
  Copyright (C) 1995, 1996 by Bruce Perens <[email protected]>.
  Copyright (C) 1999-2004 by Erik Andersen <[email protected]>
  Copyright (C) 2005-2006 by Rob Landley <[email protected]>
umount:
  Copyright (C) 1999-2004 by Erik Andersen <[email protected]>
  Copyright (C) 2005 by Rob Landley <[email protected]>
This is free software, and you are welcome to redistribute it under the General
Public License v.2 (http://www.gnu.org/licenses/gpl-2.0.html)
See User Manual (''Licensing'') for details.

Cisco Adapative Security Appliance Software, version 9.1,
Copyright (c) 1996-2015 by Cisco Systems, Inc.
Certain components of Cisco ASA Software, Version 9.1 are licensed under the GNU
Lesser Public License (LGPL) Version 2.1.  The software code licensed under LGPL
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redistribute and/or modify such LGPL code under the terms of LGPL Version 2.1
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Use, duplication, or disclosure by the Government is
subject to restrictions as set forth in subparagraph
(c) of the Commercial Computer Software - Restricted
Rights clause at FAR sec. 52.227-19 and subparagraph
(c) (1) (ii) of the Rights in Technical Data and Computer
Software clause at DFARS sec. 252.227-7013.

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Reading from flash...
!
REAL IP MIGRATION: WARNING
In this version access-lists used in 'access-group', 'class-map',
'dynamic-filter classify-list', 'aaa match' will be migrated from
using IP address/ports as seen on interface, to their real values.
If an access-list used by these features is shared with per-user ACL
then the original access-list has to be recreated.
INFO: Note that identical IP addresses or overlapping IP ranges on
different interfaces are not detectable by automated Real IP migration.
If your deployment contains such scenarios, please verify your migrated
configuration is appropriate for those overlapping addresses/ranges.
Please also refer to the ASA 8.3 migration guide for a complete
explanation of the automated migration process.

INFO: MIGRATION - Saving the startup configuration to file

INFO: MIGRATION - Startup configuration saved to file 'flash:8_2_1_0_startup_cfg.sav'
*** Output from config line 4, "ASA Version 8.2(1) "
.
Cryptochecksum (unchanged): 46743c59 c0bc15d3 43afde7f 39783981
Real IP migration logs:
        No ACL was changed as part of Real-ip migration

INFO: Power-On Self-Test in process.
...........................................................
INFO: Power-On Self-Test complete.

INFO: MIGRATION - Saving the startup errors to file 'flash:upgrade_startup_errors_201512181715.log'
Type help or '?' for a list of available commands.
ciscoasa> en
Password:
ciscoasa#
ciscoasa#

ciscoasa# conf t
ciscoasa(config)#

***************************** NOTICE *****************************

Help to improve the ASA platform by enabling anonymous reporting,
which allows Cisco to securely receive minimal error and health
information from the device. To learn more about this feature,
please visit: http://www.cisco.com/go/smartcall

Would you like to enable anonymous error reporting to help improve
the product? [Y]es, [N]o, [A]sk later: n

In the future, if you would like to enable this feature,
issue the command "call-home reporting anonymous".

Please remember to save your configuration.

6. Verify ASDM

Configure ASA to allow ASDM client network to access ASA's management port.
ciscoasa(config)# http server enable
ciscoasa(config)# http 10.1.1.0 255.255.255.0 management
ciscoasa(config)# wr
Building configuration...
Cryptochecksum: d719ed8f 2578f2f0 20d50a04 fe506e2b

3754 bytes copied in 3.190 secs (1251 bytes/sec)
[OK]
ciscoasa(config)# 

Open your browser with url http://10.1.1.1, you should get following screen to install ASDM launcher.
 Here is log in window from ASDM Launcher. If it asks username and password, just leave it empty and press enter.



Reference:



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