I wonder how expensive these clothes are compared to the 1950s and 60s in real terms. I assume someone has done that analysis online. It seems the smaller customer base (and higher domestic manufacturing costs) would mean prices are higher now, but I suppose the college students who bought Ivy League clothes were also quite well off.
Just for fun-----------
Here are two, and only two, examples showing the prices that venerable Main Street clothiers were offering to the suburban fellow in 1965 (I cannot vouch for how "trad" the clothing was because the ads are light on the descriptions--although some of the shirts seemed to be tradly enough). And one of the stores really was on Main Street:
Haney & Holbrook (whose motto was "Things to wear for men who care") was located on South Main Street in Kannapolis, North Carolina. From its newspaper ad on December 30, 1965, announcing its winter sale:
Sport coats, regularly priced from $35.00 to $49.95, on sale for $29.88 to $39.88.
Men's and Young Men's wool slacks, ordinarily $12.95 to $18.95, reduced to $10.88 to $15.88.
Sport shirts by Arrow, Manhattan, and Enro: Regularly up to $6.95, all on sale for $1.94.
Dress shirts--both stripes and solids--reduced from $5.00 to $3.88.
Cogburn's (which evidently did not have a slogan) was on Harrison Avenue in downtown Panama City, Florida. From its newspaper ad on December 30, 1965:
"Check with us before you go back to college...the most wanted clothing at sensationally low prices."
"Famous make" suits were priced as follows:
Regularly $69.50 to $75.00, on sale for $50.00
Regularly $59.50 to $65.00, reduced to $40.00
Regularly $49.95 $55.00, now $33.00
$39.95 to $45.00, sale priced at $27.50
Sport coats and blazers:
Full price: $39.95 to $47.00, on sale for $33.00
Regularly $35.00, now $26.00
Full price: $29.95, sale: $21.00
Dress and sport shirts (buttondown collars):
Regular: $5.00 to $5.95, sale: $3.33
Regular: $6.50 to $7.95, sale: $4.75
Regular: $8.95 to $10.95, sale $6.00
Regular: $10.95, sale: $7.00
Fall slacks: Ordinarily $7.95 to $20.00, now 20% off
Online inflation calculators can readily tell you what the above dollar amounts are in current dollars. The clothing wasn't exactly cheap ($7.00 in 1965 would be around $56.00 now, and households then--unlike now--tended to have just one wage earner, and those wages would have to be spread out to support more children than is generally the case these days). On the other hand, it's likely that the clothing was made in the USA--a quality for which we pay a hefty premium now.
And since trad-ish clothing was fairly prevalent in the USA in the 1950s and '60s, it could even be found at budgety retailers such as Sears, Penney's, and Montgomery Ward.