Transparent proxy through another proxy using HTTP CONNECT - http

I have a few legacy clients that don't "speak" HTTPS which I've connected to an upstream server serving content only over HTTPS using nginx as a reverse proxy. This is the flow:
(1) client -> (2) nginx:80 redirects to https -> (3) upstream server
The problem now is in front of (3) there is a forwarding proxy I have to go through, proxy which does HTTPS over HTTP Connect and I have a hard time finding a way to somehow bridge (or replace completely) nginx over HTTP Connect:
(1) client -> (2) nginx:80 redirects to https -> (3) proxy HTTP CONNECT -> (4) upstream
Any ideas what should go in or instead of the bold component ?
I've looked at tinyproxy but that expects HTTP Connect directly (which nginx does not support) and squid which I cannot figure out how to configure to do HTTPS over HTTP CONNECT.
I am essentially looking for a way to bridge http to https through a proxy, please ignore any product names and feel free to suggest anything - including code samples. The clients as well as the server are part of my application.

Related

Reverse proxy with http inbound, https outbound, and parent proxy

I have an application that needs to use a proxy (call it proxy1) to access some https endpoints outside of its network. The application doesn't support proxy settings, so I'd like to provide it a reverse proxy url, and I would prefer not to provide tls certs for proxy1, so I would use http for application -> proxy1.
I don't have access to the application host or forward proxy mentioned below, so I cannot configure networking there.
The endpoints the application needs are https, so proxy1 must make its outbound connections via https.
Finally, this whole setup is within a corporate network that requires a forward proxy (call it proxy2) for outbound internet, so my proxy1 needs to chain to proxy2 / use it as a parent.
I tried squid and it worked well for http only, but I couldn't get it to accept http inbound while using https outbound. Squid easily supported the parent proxy2.
I tried haproxy, but had the same result as with squid.
I tried nginx and it did what I wanted with http -> proxy -> https, but doesn't support a parent proxy. I considered setting up socat as in this answer, or using proxy_pass and proxy_set_header as in this answer, but I can't shake the feeling there's a cleaner way to achieve the requirements.
This doesn't seem like an outlandish setup, is it? Or is there a preferred approach for it? Ideally one using squid or nginx.
You can achive this without the complexity by using a port forwarder like socat. Just install it on a host to do the forwarding (or locally on the app server if you wish to) and create a listener that forwards connections through the proxy server. Then on your application host use a local name resolution overide to map the FQDN to the forwarder.
So, the final config should be the app server using a URI that points to the forwarding server (using its address if no name resolution excists), which has a socat listener that points to the the corporate proxy. No reverse proxy required.
socat TCP4-LISTEN:443,reuseaddr,fork \
PROXY:{proxy_address}:{endpoint_fqdn}:443,proxyport={proxy_port}
Just update with your parameters.

How to handle POST/GET with an https URL in proxy?

I wrote a proxy server which works well. But when looking at the log, there are some weird requests like:
POST https://vortex.data.microsoft.com/collect/v1 HTTP/1.1
Also some GET over https. I think only CONNECT is allowed over https, am I wrong? If I am wrong, how to deal with these request? (I just dropped these requests in my app.)
Another thing maybe unrelated is all these requests are related to microsoft from the log.
There isn't any problem handling any HTTP Method with HTTPS within a proxy.
All the requests with https://-protocol will be automatically received and sent to port 443 if not indicated otherwise.
Independently if you have a server where you deployed a HAProxy, NGINX, Apache Web Server or that you literally wrote a proxy like this one in JavaScript, only thing you have to do is to literally proxy the requests to the destination server address.
Regarding the encryption, precisely HTTPS ensures that there are no eavesdroppers between the client and the actual target, so the Proxy would act as initial target and then this would transparently intercept the connection.
Client starts HTTPS session to Proxy
Proxy intercepts and returns its certificate, signed by a CA trusted by the client.
Proxy starts HTTPS session to Target
Target returns its certificate, signed by a CA trusted by the Proxy.
Proxy streams content, decrypt and re-encrypt with its certificate.
Basically it's a concatenation of two HTTPS sessions, one between the client and the proxy and other between the proxy and the final destination.

Kubernetes Ingress/Reverse and Forward Proxy with ssl interception

I have a requirement that incoming as well as outgoing SSL traffic to a POD in a Namespace has to terminate at a proxy (the same), this proxy should look at a special part in the header of the packet and decide if the packet is allowed for out or in, if not the proxy has to send an 403.
I already took look at Istio and Envoy, but I couldn't find a solution for my problem.
Now I decided to start a separate NGINX-POD in my namespace and always route the traffic through it. So I'll be able to create a custom python module that does the Checks for me.
But I would rather work with native methods, if possible. Now I wanted to ask you, if you have an idea, what to use for this scenario.
Client -> nginx ingress (ssl pathrough) -> nginx (reverse/forward) proxy -> app
app -> nginx (reverse/forward) proxy -> Client
EDIT: or should I take a look at squid or something like that? :O

Sending http request behind nginx

I am not sure how to formulate my question but here we go:
I have 2 servers, one is the nginx reverse proxy and one is the app server.
In my app server, I am developing a simple http client using jerseyclient that will send a request to another server. I can do this now but the traffic goes from the app server and directly to the destination. Is it possible to it from the app server, passes through the reverse proxy server and goes to the destination?
And, is this design ok or is it an abomination?
nginx reverse proxy works only for requests outside your network.
To configure your system works as you described you have to configure firewall NAT or caching HTTP proxy like squid etc.
If you have no reasons why your servers should look as single computer - your configuration is OK.

Pros and cons of using a Http proxy v/s https proxy?

The JVM allows proxy properties http.proxyHost and http.proxyPort for specifying a HTTP proxy server and https.proxyHost and https.proxyPort for specifying a HTTPS proxy server .
I was wondering whether there are any advantages of using a HTTPS proxy server compared to a HTTP proxy server ?
Is accessing a https url via a HTTPS proxy less cumbersome than accesing it from a HTTP proxy ?
HTTP proxy gets a plain-text request and [in most but not all cases] sends a different HTTP request to the remote server, then returns information to the client.
HTTPS proxy is a relayer, which receives special HTTP request (CONNECT verb) and builds an opaque tunnel to the destination server (which is not necessarily even an HTTPS server). Then the client sends SSL/TLS request to the server and they continue with SSL handshake and then with HTTPS (if requested).
As you see, these are two completely different proxy types with different behavior and different design goals. HTTPS proxy can't cache anything as it doesn't see the request sent to the server. With HTTPS proxy you have a channel to the server and the client receives and validates server's certificate (and optionally vice versa). HTTP proxy, on the other hand, sees and has control over the request it received from the client.
While HTTPS request can be sent via HTTP proxy, this is almost never done because in this scenario the proxy will validate server's certificate, but the client will be able to receive and validate only proxy's certificate, and as name in the proxy's certificate will not match the address the socket connected to, in most cases an alert will be given and SSL handshake won't succeed (I am not going into details of how to try to address this).
Finally, as HTTP proxy can look into the request, this invalidates the idea of security provided by HTTPS channel, so using HTTP proxy for HTTPS requests is normally done only for debugging purposes (again we omit cases of paranoid company security policies which require monitoring of all HtTPS traffic of company employees).
Addition: also read my answer on the similar topic here.
There are no pros or cons.
And there are no "HTTPS proxy" server.
You can tell the protocol handlers which proxy server to use for different protocols. This can be done for http, https, ftp and socks. Not more and not less.
I can't tell you if you should use a different proxy for https connections or not. It depends.
I can only explain the difference of an http and https request to a proxy.
Since the HTTP Proxy (or web proxy) understands HTTP (hence the name), the client can just send the request to the proxy server instead of the actual destenation.
This does not work for HTTPS.
This is because the proxy can't make the TLS handshake, which happens at first.
Therefore the client must send a CONNECT request to the proxy.
The proxy establishes a TCP connection and just sends the packages forth and back without touching them.
So the TLS handshake happens between the client and destenation.
The HTTP proxy server does not see everything and does not validate destenation servers certificate whatsoever.
There can be some confusion with this whole http, https, proxy thing.
It is possible to connect to a HTTP proxy with https.
In this case, the communication between the client and the proxy is encrypted.
There are also so called TLS terminating or interception proxy servers like Squid's SSL Peek and Splice or burp, which see everything.
But this should not work out of the box, because the proxy uses own certificates which are not signed by trusted CAs.
References
https://docs.oracle.com/javase/8/docs/technotes/guides/net/proxies.html
https://parsiya.net/blog/2016-07-28-thick-client-proxying---part-6-how-https-proxies-work/
http://dev.chromium.org/developers/design-documents/secure-web-proxy
https://www.rfc-editor.org/rfc/rfc2817#section-5
https://www.rfc-editor.org/rfc/rfc7231#section-4.3.6
If you mean connecting to a HTTP proxy server over TLS by saying HTTPS proxy, then
I was wondering whether there are any advantages of using a HTTPS
proxy server compared to a HTTP proxy server ?
The advantage is that your client's connection to proxy server is encrypted. E.g. A firewall can't not see which host you use CONNECT method connect to.
Is accessing a https url via a HTTPS proxy less cumbersome than
accesing it from a HTTP proxy ?
Everything is the same except that with HTTPS proxy, brower to proxy server connection is encrypted.
But you need to deploy a certificate on your proxy server, like how a https website does, and use a pac file to configure the brower to enable Connecting to a proxy over SSL.
For more details and a practical example, check my question and answer here HTTPs proxy server only works in SwitchOmega
Unfortunately, "HTTPS proxy" has two distinct meanings:
A proxy that can forward HTTPS traffic to the destination. This proxy itself is using an HTTP protocol to set up the forwarding.
In case the browser is trying to connect to a website using HTTPS, the browser will send a CONNECT request to the proxy, and the proxy will set up a TCP connection with the website and mirror all TCP traffic sent on the connection from the browser to the proxy onto the connection between the proxy and the website, and similarly mirror the response TCP packet payload from the webite to the connection with the browser. Hypothetically, the same mechanism using CONNECT could be used with HTTP traffic, but practically speaking browsers don't do that. For HTTP traffic, they send the actual HTTP request to the proxy, including the full path in the HTTP command (as well as setting the Host header): https://stackoverflow.com/a/38259076/10026
So, by this definition, HTTPS Proxy is a proxy that understands the CONNECT directive and can support HTTPS traffic going between the browser and the website.
A proxy that uses HTTPS protocol to secure client communication.
In this mode (sometimes referred to as "Secure Proxy"), the browser uses the proxy's own certificate to perform TLS handshake with the proxy, and then sends either HTTP or HTTPS traffic, (including CONNECT requests), on that connection as per (1). So, the connection between the browser and the proxy is always protected with a TLS key derived using the proxy's certificate, regardless of whether the traffic itself is encrypted with a key negotiated between the browser and the website. If HTTPS traffic is proxied via a secure proxy, it is double-encrypted on the connection between the browser and the proxy.
For example, the Proxy Switcher Chrome plugin has two separate settings to control each of these funtionalities:
As of 2022, the option to use a secure proxy is not available in MacOS and Windows manual proxy configuration UI. But a secure proxy may be specified in a PAC file used in automatic proxy configuration using the HTTPS proxy directive. It is up to the consuming application to support the HTTPS directive; most major browsers, except Safari, and many desktop apps support it.
NOTE: Things get a bit more complicated because some proxies that proxy HTTPS traffic don't simply forward TCP packet payload, as described in (1), but act as Intercepting Proxies. Using a spoofed website certificate, they effectively perform a Man-in-the-Middle attack (well, it's not necessarily an attack because it's expected behavior). Whereas the browser thinks it's using the website's certificate to set up a TLS tunnel with a website, it's actually using a spoofed certificate to set up TLS tunnel with the proxy, and the proxy sets up the TLS tunnel with the website. Then proxy has visibility into the HTTPS requests/responses. But all of that is completely orthogonal to whether the proxy is acting as a secure proxy as per (2).

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