For primers and powder I usually make one big order every 2 years to save on fees. Grafs, Powder Valley, T&T Reloading, Natchez, Midsouth, Wideners etc. I make a cart and see which has the cheapest prices and most in stock. I've bought from several different places over the years as prices fluctuate.
Brass I check Brian Enos forums and some auction sites, can get significantly better deals on range pickup bras over the bigger guys if you watch.
Pistol bullets I'll use Black Bullets or Xtreme for practice and Precision Delta or Montana Gold for matches. There are bulk discounts on most of those so I usually order 10k at a time, Xtreme has daily sales if you sign up for their newsletter. .223 rifle bullets I buy the 55 gr. Hornady bulk packs from Brownells, they go on sale every few months. For 68/69 gr stuff I buy the Hornady BTHP or Sierra.