Answers:

Luke Dixon

Luke Dixon
23 places

Either JFK or Detroit for about 5 hours.

Ursula Haigh

Ursula Haigh
Burien

You run the risk of missing your connection since you will be required to go through a security check again. Depending on how far you want to go, it would be a gamble with traffic.

vivacekate

vivacekate
Chicago

You could try, but it would be a risk. Security checks out and back in can take quite a while, so you would at the very most have a couple of hours outside the airport.