2 Matches I use:
Iwan Ries -- If you go there you are already familiar with their matches. They strike well (most of the time) but are cheap enough that you don't mind when they don't. If you aren't aware, you can get a giant white box filled with 20?? Maybe more of their match boxes for 5 bucks! Looking at the pack now, it's probably more than 20. As a 1-5 pipes a day guy, this pack lasts me a few months!
Binny's -- Another for the Chicago area (sorry outsiders!). If you get a cigar at Binny's, one of the best liquor stores in our area, they have match boxes that are free. This is really their main up side. Be careful when lighting your pipe as there is a wax glaze on the matches, if you get too close to your pipe, you'll get some wax on the rim. But, being free, I find these around pretty often. Even if you're just going to pick up some Scotch or other liquid, you can walk over to the humidor and grab some, or just ask an employee for a few boxes.