Classic cars are expensive...particularly if you combine 2-doors (non-post) and a V8 and 60s styling...and there are few exceptions to this rule. You can find some total basket case cars for cheap...but occasionally there is a car that needs work, but with something from GM's A-Body platform you will find cheap parts and plenty of information for the DIY restorer. Find this 1966 Buick Skylark offered for $4,500 in East Oregon via craigslist. Tip from FuelTruck.
I'm not ashamed of my love of the Buick Skylark. It is such a piece of automotive history -- from the beginning when it shared a platform with the Pontiac Tempest and Olds F-85, and then when it was another piece of the GM A-body arsenal -- it has always been such a badass piece of American iron...except...wait. What sort of unholy beast have we summoned from the depths of the 10th circle of X-body haides have we found? Why...just why...did the post fuel crisis corporate bean counters at GM try and convince a single Buick buyer that this was a Skylark? They may have well put a Corvette badge on a Chevette and lipstick on an anteater. Find this 1980 Buick Skylark Limited offered for $1000 in Port Charlotte, FL via craiglsist. Tip from Dascpcu. 
This next car is something close to my heart...and I'm genuinely curious to see how much it gets when the gavel hits the block, because it isn't too far from the '65 SportWagon that I've got sitting in my garage. Unfortunately, this one has the lower spec Wildcat 310 V8 (instead of the upgraded 4bb Wildcat 355) and it has non boosted single circuit drum brakes (yikes!!) and no AC or power steering...but it does have what appears to be a nice coat of light blue paint and the interior isn't bombed out. For someone who doesn't mind adding a few safety upgrades (power boosted dual-circuit brake upgrade kits are cheap and easy to install...just some time needed) it could be a great weekend cruiser. And swap those wheels/tires too! Find this 1964 Buick SportWagon here on eBay bidding for $6,600 with a few hours to go, located in Eden Prairie, MN with a few hours to go.
For this week's Thursday Twister, I want you to find the best car and the worst car on your local craigslist (or ebay) using the keyword "custom." Good luck!
Has the market for used A-Body Skylarks always been this reasonable, or have we just stumbled upon a few good ones in the past few weeks? It must be time warp Tuesday, because you get an original car with a nice interior and decent paint for about 1992 pricing. Find this 1971 Buick Skylark offered for $5,500 in El Sobrante, CA via craigslist.
There are plenty of cars on the internet that seem like reasonable deals or cars that would be fun to own, but you don't often find a car that makes you say "yowza...that is a good deal." This next one jumps right out of the page and screams: "BUY ME." Find this 1970 Buick Skylark offered for $8,500 in SF Bay Area, CA via craigslist. 
The entry level Buick Special returned in 1961 from a two-year hiatus as a compact offering based on GM's Y-platform (shared with the Oldsmobile F-85/Cutlass/Jetfire, & Pontiac Tempest/LeMans). The base model was powered by the Fireball V6, but if you had a few extra bucks in savings (this was back when folks bought cars instead of financing them) you could get Buick's radical aluminum 215 V8 up front. Find this 1962 Buick Special Skylark Package offered for $5,650 via hemmings, located in Pasco, WA.
For the 1961 model year, General Motors introduced a new trio of compacts built on the original GM Y-chassis -- the Pontiac Tempest, Oldsmobile F-85, and Buick Special. Buick introduced a luxury 2-door version mid model year known as the Special Skylark, and in 1962 the Skylark became its own model (again), now available in 2-door coupe and 2-door hardtop (pillar-less) versions. The era of the compact Skylark ended after 1963 when the Skylark name was moved up-size to the mid-sized A-body, but the early 61-63 Buick Special/Skylark is one of the cheaper 2-door compacts around. Find this 1962 Buick Skylark offered for $10,000 in Houston, TX, via craigslist.
The midsized Buick Sport Wagon was the sister car to Oldsmobile's Vista Cruiser and offered the same wacky raised roof/skylight over the cargo area. It offers a great combination of vintage style and usability that is difficult to beat. Haul a load of firewood on the weekend, haul some ashes at the drag strip, or head down to your local car show -- your choice. But first, you gotta buy this 1965 Buick Sport Wagon found here on eBay
bidding for $8,700 reserve-not-met with $15,500 buy-it-now, with 1 day to go, located in Waymart, PA.
Welcome to DT's weekly editorial column, where the stiff upper lip and starched shirt atmosphere that pervades the rest of our articles is relaxed and we discuss topics in a casual manner. Put on your favorite sweatpants, grab a box of Cracklin' Oat Bran, (mmm, love that stuff, good for your spleen too) and enjoy. Today's topic du jour for today's Coffee Brake: Gas is so damn cheap that I want to buy a 700 cubic inch V8 and just let it idle outside my house all day. Later, I'll take a warm bath in a tub full of crude. What do you want to do with all this cheap gas?
In 1961 General Motors introduced three new cars that were the same except for a few external identifiers. The Buick Special, Oldsmobile F-85 and Pontiac Tempest all shared the same Y-body platform and were available with the aluminum block 215 cubic inch V8. The Buick Special Skylark was an upgraded option, but the Skylark became its own model in 1962. Find this 1963 Buick Skylark
currently bidding on ebay for $3,250 reserve-not-met with 3 days go go and buy-it-now of $10,500, located in Santa Monica, CA.
The third generation Buick Skylark, 1964-1972 was based on GM's intermediate sized chassis and shared parts with the Olds F-85, Pontiac Tempest and Chevy Chevelle. It was a large car by todays standards and was available as a convertible, coupe, hardtop, sedan and wagon. Power came from a variety of inline 6 and V8 options, but non as sweet as the Buick 455 V8. This 1964 Buick Skylark Sportwagon with VistaRoof has been through a major restoration and modification and is for sale in San Diego, CA via ebay, currently bidding at $6,001 reserve-not-met.