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 primary goals for insulin storage are to store insulin in an even temperature, in a motion-free environment, and within the safe temperature range listed on the container of insulin. Extremes in temperature, changes in temperature, and motion can cause insulin to lose potency.