I just bought the Colrain reissue chukka (79520 Tan Oiled Leather with Olive Canvas) for $105 at the Timberland outlet at Sawgrass Mills (Ft. Lauderdale, FL). They were in the clearance section - everything at 70% off. I saw a 9 or 10 on the shelf and asked if they had a 12. Guy went into the stockroom and came out with the 12s.
Snagged some Eastern Standard Chukka off Bolyston Trading Co 35% off for $300. Pretty happy, can't wait for them to arrive, took me a while to find the right boot for me, looked at Wolverine, Red Wings, and Alden, but went with the Timberlands.