Tested the issue on Windows 7, Mac 10.11.6, Ubuntu 14.04 using 52.0.2743.116, latest canary 54.0.2831.0 with below steps:

1.Opened URL: https://yorl1n.github.io/tests/
2.Clicked on 'test image iframe' button.
3.Page changed to image with print options.
4.Clicked on 'test pdf iframe' button.
5.Page changed to pdf with print options.

Please find attached screencast and update if anything missed here in triaging the issue.

nikitametzger@Could you please provide actual and expected behavior screencast for further triaging the issue.

Deleted: 638522.mp4 666 KB

	638522.mp4 666 KB View Download

Hi, thanks for the response. I thought the code is self explained. Sorry, I will be more precise. Print works in both cases, but matchMedia listener doesn't.
If you take a look into my snippet where I add listener to matchMedia:

mediaQueryList.addListener(function(mql) {
                if (mql.matches) {
                    beforePrint();
                } else {
                    afterPrint();
                }
            });

So when print is called beforePrint should be executed, and when we cancel print or send task to printer afterPrint should be executed. These functions defined as follows:

 var beforePrint = function() {
            console.log('Functionality to run before printing '+type);
        };

        var afterPrint = function() {
            console.log('Functionality to run after printing '+type);
        };

So to see if matchMedia works you should take a look into debugger console.
For image listener works properly and you will see in the console:

Functionality to run before printing IMG
Functionality to run after printing IMG

Calling the same code but with pdf content the listener doesn't work.
I can make a video with the same steps as you have done, but with opened console, but I hope now I was more precise. 
Thanks in advance.

The goal is - when user wants to print some pdf in our system, pdf is loaded into iframe, after printing is done this iframe should be self-destructed. To know when the print is done matchMedia listener is used.
But regardless of my goal, the matchMedia should work in the same way for any type of content, at least for the print media type. Image is taken only for demonstration, plain html will work properly too. 

Thank you for providing more feedback. Adding requester "ssamanoori@chromium.org" for another review and adding "Needs-Review" label for tracking.

For more details visit https://www.chromium.org/issue-tracking/autotriage - Your friendly Sheriffbot

Is this related to  bug 615377 ?

nikitametzger@Could you please check and confirm if this is related to  bug 615377  as per comment #5?

Testing this and reading the description in 615377 makes it sound like they are both the same. Deduping 615377 against this since that one lacks a test case. 

 Issue 615377  has been merged into this issue.

Sorry for delayed answer. Yes the issue sounds similar to mine.

Marking this as available. I tested as per comment 2 and the original report. 

Since this is present in 52  - definitely not my change. 

ssamanoori: Can you check if this is a regression? If yes, can you bisect?

This issue has been Available for over a year. If it's no longer important or seems unlikely to be fixed, please consider closing it out. If it is important, please re-triage the issue.

Sorry for the inconvenience if the bug really should have been left as Available. If you change it back, also remove the "Hotlist-Recharge-Cold" label.

For more details visit https://www.chromium.org/issue-tracking/autotriage - Your friendly Sheriffbot

This hasn't been touched in a year, marking as WontFix. If this is still an issue please let us know.