
$20.58est. delivered
The lowest delivered 559 here, a medium wash 38x32. Ask for the fabric tag, since elastane would make it a newer stretch pair.
Levis 559 Relaxed Straight VTG Jeans Mens 38x32 Medium Wash Blue Denim Cotton
Levi's · 559 · 1990s–present
The 559 is Levi's relaxed straight. It has the extra room through the seat and thigh of a 550 but runs straight down the leg instead of tapering. We couldn't find a launch year from Levi's itself. US-made 559s from the 1990s turn up regularly, so it was in the line before Levi's closed its last American plant in 2003. Today it's sold as an everyday jean, often in stretch denim, and the vintage interest sits with the all-cotton US-made pairs from the 1990s and early 2000s. These aren't collector pieces, which keeps them easy to find. Look for MADE IN USA and 100% cotton on the tags, and buy by the thigh and leg opening measurements.
Date it from the photos
If you’ll wear it
An all-cotton US-made 1990s pair is the one to buy if you want the relaxed straight look with some age on it.
The 559 has extra room in the seat and thigh and a straight leg, so the leg opening stays wide. Ask for the waist flat and doubled, inseam, front rise, thigh and leg opening, and check the fabric tag, because a stretch pair fits smaller than its measurements suggest.
New to measuring old denim? Our measuring guide shows where to put the tape.
Measurements first, then the details
Expect worn crotches, frayed back hems and some knee wear. A reinforced crotch or a small patch is fine on a pair you'll wear.
Buying guide
For a 559 to wear, we'd take the 32x34 a seller measures at 31x33, at $22 delivered, Buy It Now. There are at least 211 for sale, all from US sellers in our sample, and most ask $25–45 delivered, mostly Y2K and 2000s skater-baggy pairs. The older all-cotton US-made pairs are the ones worth hunting, and none of these titles claims Made in USA, so ask for the fabric tag and inside tags. Elastane on the fabric tag means a newer stretch 559, which fits smaller than its measurements suggest. Ask for the thigh and leg opening along with the waist measured flat and doubled and the inseam, since the straight leg is what sets it apart from a 550. eBay's search cards don't show seller feedback for these, so check it on the item page.

$20.58est. delivered
The lowest delivered 559 here, a medium wash 38x32. Ask for the fabric tag, since elastane would make it a newer stretch pair.
Levis 559 Relaxed Straight VTG Jeans Mens 38x32 Medium Wash Blue Denim Cotton

$22.44est. delivered
The seller measured it at 31x33 against a 32x34 tag and lists it as cotton denim, Buy It Now under the band. Ask for the inside tags to see where it was made.
Vtg Levis Jeans Mens 32x34 Blue 559 Relaxed Straight Cotton Denim Measure 31x33

$32.12est. delivered
Titled 90s with the fit given as 34x30 on a 36x32 tag, mid-band. Older pairs are all cotton, so the fabric tag should back up the 90s claim.
Vintage 90s Levis 559 Jeans Men 36x32 Blue Relaxed Straight (34x30) See Photos
Delivered prices include shipping as eBay quoted it to a US address on Oct 11, 2026. Many sellers charge by distance, so your total may differ. eBay shows yours before you pay.
Snapshot
Checked . Some may have sold.
Delivered prices include shipping as eBay quoted it to a US address on Oct 11, 2026. Many sellers charge by distance, so your total may differ. eBay shows yours before you pay.
Used$20.58est. delivered
$14.55 + $6.03 shipping
Buy It Now$14.55
This seller takes offers, and many sellers accept less than the asking price.
Fine if you might miss it? Send an offer first. Someone else can still buy it while you wait for a reply.
Want it for sure? Use Buy It Now.
Good buy
Medium wash, 38x32. Cheapest here.
Seller: Seller on eBay
Check feedback on the listing
Used$22.44est. delivered
$13.94 + $8.50 shipping
Buy It Now$13.94
Good buy
Measures 31x33 (tag 32x34). Buy It Now.
Seller: Seller on eBay
Check feedback on the listing
Used$32.12est. delivered
$23.46 + $8.66 shipping
Buy It Now$23.46
This seller takes offers, and many sellers accept less than the asking price.
Fine if you might miss it? Send an offer first. Someone else can still buy it while you wait for a reply.
Want it for sure? Use Buy It Now.
Good buy
Titled 90s, fits 34x30 (tag 36x32).
Seller: Seller on eBay
Check feedback on the listing
Used$31.07est. delivered
$20.14 + $10.93 shipping
Buy It Now$20.14
This seller takes offers, and many sellers accept less than the asking price.
Fine if you might miss it? Send an offer first. Someone else can still buy it while you wait for a reply.
Want it for sure? Use Buy It Now.
Our take
Titled 100% cotton, light wash, 32x32.
Seller: Seller on eBay
Check feedback on the listing
Used$34.00est. delivered
$25.00 + $9.00 shipping
Buy It Now$25.00
This seller takes offers, and many sellers accept less than the asking price.
Fine if you might miss it? Send an offer first. Someone else can still buy it while you wait for a reply.
Want it for sure? Use Buy It Now.
Our take
Dark wash, 33x32.
Seller: Seller on eBay
Check feedback on the listing
Used$34.90est. delivered
$24.95 + $9.95 shipping
Buy It Now$24.95
This seller takes offers, and many sellers accept less than the asking price.
Fine if you might miss it? Send an offer first. Someone else can still buy it while you wait for a reply.
Want it for sure? Use Buy It Now.
Our take
Actual 32x33 (tag 32x34).
Seller: Seller on eBay
Check feedback on the listing
Used$35.09est. delivered
$21.59 + $13.50 shipping
Buy It Now$21.59
This seller takes offers, and many sellers accept less than the asking price.
Fine if you might miss it? Send an offer first. Someone else can still buy it while you wait for a reply.
Want it for sure? Use Buy It Now.
Our take
Stone wash, skater baggy, 38x29.
Seller: Seller on eBay
Check feedback on the listing
Used$60.14est. delivered
$50.15 + $9.99 shipping
Buy It Now$50.15
This seller takes offers, and many sellers accept less than the asking price.
Fine if you might miss it? Send an offer first. Someone else can still buy it while you wait for a reply.
Want it for sure? Use Buy It Now.
Our take
Titled 2002 with paint splatter, fits 33x30. Top of the range.
Seller: Seller on eBay
Check feedback on the listing
Prices change daily. The live eBay search shows everything listed now, including anything new since Oct 11, 2026.
See every listing on eBay ↗eBay search