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For those who want to hypothesize: Here you can check the departures from Moskow after 17:15h

I think destinations in Russia, EU and Asia can be safely filtered out.

Thanks for that link. Seem to be a few flights out to Havana. That would be an interesting destination.

We'll at least he'd be safe from NSA spying there, seeing as the whole island is air-gapped.

Seems he is heading to Venezuela through Cuba.

This is only for Sheremetyevo, at least Domodedovo also has international connections.

Yes, but his plane arrives at Sheremetyevo. However, he could still go to Domodevo, but this might be risky for him.

Maybe he talked to Russian representatives before flying to Russia. This might buy him a few days.

I'm not sure which is a worse fate, spending eternity in guantanamo bay, or spending an eternity in moscow traffic