Chivas Regal is a very popular blend. Very mild and a decent beginner's scotch. I prefer single malt scotch and find Chivas rather bland in comparison. In the same price range, I prefer Dalmore 12(a bargain) or Glenlivet 12, both single malts. Some of my favorites in the $40.00-55.00 range locally are: Macallan 12, Talisker 10(quite peppery, maybe not for beginners), Highland Park 12, Glenmorangie 10, and Balvenie 12 DoubleWood.
I don't have any experience with the $100.00/bottle scotches, but maybe others will have some recommendations.
Is there a cigar bar or upscale bar in your neighborhood where you might try different brands and ages?
I drink scotch neat with a little spring water. Enjoying a dram of Macallan 12 right now.
I must warn you that sampling various good scotches can become an obsession, but an enjoyable one.