I would order a sim kit from Amazon, just to be safe. Otherwise, I would place the cricket order online on 6/17. Verizon should prorate your bill for the few days you're on it following the expiration of your contract.
Be sure to read and follow these recommendations. As long as vials or pens are stored unopened in the refrigerator (at 36 to 46 degrees Fahrenheit), they are good until the expiration date on the container. Questions about the insulin's potency start when you open the vial or pen and begin to use it.
The package insert that comes with your insulin specifies how long it remains good once it is opened, or you can ask your local pharmacist. If the insulin is unopened, it must be kept refrigerated and is good until the expiration date on the vial or pen. The problem with using opened insulin beyond the guidelines listed on the package is that the insulin can lose its potency and not work as well to lower blood glucose levels.