Chris,
First of all, welcome to the Forum.
As with all things, you will find prices vary from store to store. JR's has a very reputable business, and the prices are cheaper than most. They also ship out on most orders the same day. Shipping costs do not cost that much also.
If I can give you any good advice, this would be it. Do not order from Thompson.com. They will be calling you once a week to get you into their point system, and hastling you. I prefer not to deal with them at all. I ordered from them last year and had to send everything back!
Some websites have sales on certain cigars that will be cheaper one week, and other website might have them cheaper another.
Some of the better websites to order from are Cigar.com, Cigars International, Famous Smoke Shop, or JR's. If you could get to know a Customer Service Rep at one of these places, it'll be better for you; Someone who knows your preferences, and will let you know when the specials are going on.
Most members of this forum post when a certain place is having a sale on some items, so you will get valuable information from the forum.
Cigar smokers like choice and there is alot out there.
Hope this helps. Welcome to the forum once again.
Scott