Dismiss more than one view controller simultaneously

You can dismiss WinVC's presenting controller (GameViewController) in the completion block:

let presentingViewController = self.presentingViewController
self.dismissViewControllerAnimated(false, completion: {
  presentingViewController?.dismissViewControllerAnimated(true, completion: {})
})

Alternatively, you could reach out to the root view controller and call dismissViewControllerAnimated, which will dismiss both modal viewcontrollers in a single animation:

self.presentingViewController?.presentingViewController?.dismissViewControllerAnimated(true, completion: {})

@Ken Toh's comment was what worked for me in this situation -- call dismiss from the view controller that you want to show after everything else is dismissed.

If you have a "stack" of 3 presented view controllers A, B and C, where C is on top, then calling A.dismiss(animated: true, completion: nil) will dismiss B and C simultaneously.

If you don't have a reference to the root of the stack, you could chain a couple of accesses to presentingViewController to get to it. Something like this:

self.presentingViewController?.presentingViewController?.dismiss(animated: true, completion: nil)

Swift 5 (and possibly 4, 3 etc)

presentingViewController?.presentingViewController? is not very elegant and doesn't work in some instances. Instead, use segues.

Let's say that we have ViewControllerA, ViewControllerB, and ViewControllerC. We are at ViewControllerC (we landed here through ViewControllerA -> ViewControllerB, so if we do dismiss we will go back to ViewControllerB). We want from ViewControllerC to jump straight back to ViewControllerA.

In ViewControllerA add the following action in your ViewController class:

@IBAction func unwindToViewControllerA(segue: UIStoryboardSegue) {}

Yes, this line goes in the ViewController of the ViewController you want to go back to!

Now, you need to create an exit segue from the ViewControllerC's storyboard (StoryboardC). Go ahead and open StoryboardC and select the storyboard. Hold CTRL down and drag to exit as follows:

You will be given a list of segues to choose from including the one we just created:

You should now have a segue, click on it:

Go in the inspector and set a unique id:

In the ViewControllerC at the point where you want to dismiss and return back to ViewControllerA, do the following (with the id we set in the inspector previously):

self.performSegue(withIdentifier: "yourIdHere", sender: self)