Hey joef,
I know this does not necessarily answer your question but I'm really unsure of how to keep crickets alive outdoors. Temperature, weather, etc are all factors, as well as possible other predators that may figure out they're in there.
You run the risk of them overheating on sunny days if it's a rather closed box, getting rain soaked if a box with enough air holes, blowing away if super windy and not weighed down, or getting too cold at night. With larger holes you risk escape, predators, and water entry.
I personally do not do crickets because they're a pain. They smell, jump, and die rather quickly.
As kyleena suggested, dubia roaches are an all around better option if your family can get past the idea of roaches in the house. They pack a more nutritious punch for your dragons, can't climb, jump, or fly, smell a lot less (can't even smell mine, always smells like the food with them) and your dragon will go through fewer (if sized appropriately.) They are also really easy to breed. I keep mine in a black tote from Walmart near the water heater in my basement and have had great success, though it takes a long time to get the colony up and running to where you can feed from it.