All five of us have Laptop Lunchboxes -
www.laptoplunches.com For the most part this makes packing 5 lunches a breeze. The girls don't have access to a microwave at school, both my husband and I do, but mine is a pain to get too, so the girls and I usually go cold for lunch or use a thermos for soup or hot food. The hardest part is in the winter when variety of fresh fruit/veggies are more difficult (and expensive) to come by.
The initial outlay of money seems a lot, but it has saved so much over the last 4 years, and made things incredibly easy not only for work/school lunches, but picnics, day trips, etc. The website has lots of great ideas on it also.
Standbys for my family
Tortellini Salad - Trader Joe tortellini (pick your flavor) balsamic vinaigrette, cubed mozzarella, cucumber, peppers (green, red, yellow, whatever is on hand), small tomatoes.
wraps - sky's the limit here, but no one in my family is a fan of the standard sandwich
chicken salad in/with mini whole wheat pita
Quinoa with black beans & salsa
mini pizza _ from Trader Joes (or leftover if we order out! lol) The girls don't mind this cold as leftovers.
Make your own "lunchables" with meat, cheese, crackers etc
Breakfast for lunch (homemade waffle sticks, yogurt w/fruit, boiled egg and either more fruit or bacon if my husband made some)
Chili, soup, and I hate to say it, but the younger two girls love Ramen w/ half the seasoning.
My husband will take leftovers once, and thankfully that's usually all we have, but for those of you who have family members who will eat leftovers, and then eat repurposed leftovers (i.e. the roast becomes leftovers, then becomes BBQ sandwiches) - that's always a great idea also.
To get the fruits & veggies in the lunches and get them eaten, take a little bit of time when you get home from the grocery store and wash, slice and store them. I can only speak for myself, but I do not want to stand at the counter at 9:30 pm or 5:30 am peeling and slicing cucumbers, or cutting strawberries and peppers, or washing blueberries - so I do it when I get home from the store and when it's time to make lunch it goes together in mere minutes.