If we’ve learned anything from the last eleven and a half years of Supernatural, it’s that the Winchester brothers are a little bit too dependent on each other for one to abandon the other in a tough situation.
There are plenty of reasons why they might take a long time to either be released or bust themselves out.
The biggest is simply that they’ve never been arrested by the Secret Service for trying to assassinate the President before.
Another possible reason is that the boys might not have been able to work out a way to escape together just yet.