Server with IIS and Apache - how to SSL encrypt Apache with IIS

Posted by GAThrawn on Server Fault See other posts from Server Fault or by GAThrawn
Published on 2010-05-01T23:11:37Z Indexed on 2010/05/01 23:18 UTC
Read the original article Hit count: 1099

Filed under:

windows-server-2003

|

iis6

|

apache2.2

|

ssl

I have a Windows Server 2003 box already setup and working with IIS 6. IIS is set to serve a site out over both HTTP and HTTPS connections using default ports.

For various reasons I need to set Apache up on the same server and it needs to serve its pages to end-users as SSL encrypted HTTPS pages. Neither IIS or Apache are (or are ever likely to be) particularly high traffic or high usage.

The way I see it there are two possible ways this could be done.

Either export the SSL cert from IIS,set it up in Apache and get Apache to server the HTTPS connections itself over a non-default port.

Or use IIS to proxy Apache in some way over it's existing SSL security.

What is going to end up easiest to setup, configure, maintain and run? Which is going to work best? Has anyone done this sort of thing before? Any tips or things to look out for?

© Server Fault or respective owner

Related posts about windows-server-2003

Rotate monitor to portrait on Windows Server 2003 with ATI card

as seen on Super User - Search for 'Super User'
Does anyone know if it is possible to rotate a monitor from landscape to portrait mode on Windows Server 2003 32-bit with an ATI video card? According to Dell's site, I should be able to rotate my Dell P2310H monitor by installing drivers from their website, but they don't have drivers for Windows… >>> More
Windows Server 2003 Trial Activation Issue

as seen on Server Fault - Search for 'Server Fault'
I have a Windows Server 2003 (R2 Enterprise with SP2) VM, originally installed with a trial license. We forgot about the server, and now more than 120 days has passed, and I can't do anything with the server. I seem to be at a dead end with the existing installation. When I log in, I get: The… >>> More
Windows Server 2003 can't see Vista machine

as seen on Server Fault - Search for 'Server Fault'
Hi there, I've got a real PITA problem that I'm sure has a really simple solution. I have a Windows Server 2003 machine that needs to be able to see the network name of a Vista box - but refuses to. It can see the Vista box (and even access its shared folder) if I enter the Vista box's IP address… >>> More
Windows server 2003 default administrator password

as seen on Stack Overflow - Search for 'Stack Overflow'
Sorry if this is an overly simplistic question, but I'm a bit stuck here. :) I need a windows machine for me to do some programming for class. Since I have my Macbook with me everywhere I go, I figured that it would be easiest to install a vm. And since I can get a copy of Windows server 2k3 for… >>> More
Windows Server 2003 - Handling hundreds of simultaneous downloads

as seen on Server Fault - Search for 'Server Fault'
At the moment I have a single server with 4 1TB hard disks, daily I haver over 150 MP3 music files uploaded (around 80mb each). At busy periods there is over 300 people streaming / downloading these mixes all at once, 75% of the activity is on the most recently uploaded stuff which is all on a single… >>> More

Related posts about iis6

Best way to migrate from IIS6 to IIS6

as seen on Stack Overflow - Search for 'Stack Overflow'
Hi, I need to move all my sites on a server with IIS 6 to another one, that has same OS (Windows Server 20003) and same IIS version. I'm trying to understand which is the best way to do it. Searching on Google I've found that there are at least 2 methods, one uses IIS Migration Tool, and another… >>> More
Best way to migrate from IIS6 to IIS6

as seen on Server Fault - Search for 'Server Fault'
Hi, I need to move all my sites on a server with IIS 6 to another one, that has same OS (Windows Server 20003) and same IIS version. I'm trying to understand which is the best way to do it. Searching on Google I've found that there are at least 2 methods, one uses IIS Migration Tool, and another… >>> More
IIS6 all websites displays another site when using https

as seen on Server Fault - Search for 'Server Fault'
I have the following websites set up in iis 6. site1.com site2.com site3.com Accessing site1 is via the address https://site1.com. Accessing site2 and site three should be through http. When I try to access https://site2.com it displays the website of https://site1.com. How can I stop this. I either… >>> More
IIS6 Log time recording problems

as seen on Server Fault - Search for 'Server Fault'
On three separate occasions on two separate servers at nearly the same times, 6.9 hours seemingly went by without any data being written to the IIS logs, but, on closer inspection, it appears that it was all recorded all at once. Here's the facts as I know them: Windows Server 2003 R2 w/ IIS6 Logging… >>> More
IIS6 - 301 permanent redirect response accessing an asp.net web site

as seen on Stack Overflow - Search for 'Stack Overflow'
I've installed an ASP.NET 2.0 virtual directory application on the default web site in IIS6 (Windows 2003 computer) with a Visual Studio generated web deployment setup. Unfortunately, following a successfull installation, I'm unable to access our web site. I get a permanent redirect from IIS as shown… >>> More