In most cases you are going to then need to go before the school board for a request at this amount. Be prepared to answer if your boosters will be able to contribute. I would fight for the district to fully cover costs, but be prepared you may need to be willing to put forth some effort too. Just depends on your district. One key thing with the quotes/designs is that it won't cost the district anything to look into.
From there if you get the board approval for a design you are going to be a fair distance out in production. If you want a July/August date you'll probably need to put half down on them in December with a signed contract. The expectation for the second half is most likely going to be upon delivery, but many companies will let you do it after the new fiscal year begins. That can be another way to help blunt the blow for the district.
Personally I would strongly advise the KISS principal and avoid extra things. We just got our second set of uniforms since I arrived in the district this year and I was fortunate we had good support. If I was doing it again this year though I think I would probably consider going with one of the companies like Digital Performance Gear and get a lighter set that's cheaper with maybe a faster rotation of the uniform. There are a lot of large districts even redoing those every year for the new show like DCI.