Get 80% off gift certificates from Restaurant.com for $2. Just put in the promo code "fall" and the price should down by 80%.
They have a few kosher restaurants. Search by zip code and then by cuisine and then you will find Jewish/Kosher category and you will see if there are any restaurants in your area. I know that in the NY are there is Wolf and Lamb, Traditions and Safa. I am not sure if there any others.
The gift cards themselves never expire.