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Deal.ai › Compare

Air Jordan 1 Retro High OG Shadow vs Air Jordan 1 Retro High OG Chicago Lost & Found

Buy the 2018 Shadow if you want a neutral grey-and-black OG that pairs with everything and you value the older, closer-to-1985 build. Buy the Chicago Lost & Found if you want the classic red Chicago look in the most recent OG retro, with a worn-in vintage treatment and a huge pool of ratings behind it. On build both are leather high-tops with Nike Air branding; the Lost & Found adds a yellowed midsole and cracked-collar styling that some owners love and some find fussy. The Shadow is the quieter, more versatile pair; the Chicago is the louder, more recognizable one.

  • Choose the Air Jordan 1 Retro High OG Shadow if you want a neutral grey-and-black OG colorway that works with almost any outfit and you prefer the 2018 generation of the retro.
  • Choose the Air Jordan 1 Retro High OG Chicago Lost & Found if you want the iconic red Chicago colorway in the newest OG retro, with a pre-aged vintage look and a large base of owner ratings.

Prices

  • Air Jordan 1 Retro High OG Shadow: $124.99 at Amazon (last seen Nov 13)
  • Air Jordan 1 Retro High OG Chicago Lost & Found: $219.00 at Grailed (last seen Nov 13)
  • Difference: the Air Jordan 1 Retro High OG Shadow is $94.01 cheaper than the Air Jordan 1 Retro High OG Chicago Lost & Found at the latest prices (Nov 13)
Jordan
Air Jordan 1 Retro High OG 'Shadow' 2018 555088-013

Air Jordan 1 Retro High OG Shadow

Air Jordan 1 Retro High OG 'Shadow' 2018 555088-013

5(8 ratings)
$124.99at AmazonChecked Nov 13
See all prices and details
Visit Amazon

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Pros
  • Original 1985 Shadow color blocking
  • Neutral grey and black works with most outfits
  • High-quality leather upper with Nike Air branding
  • OG high-top shape and sole
Cons
  • Older release, so unworn pairs are harder to find
  • Less vibrant than red-based colorways
  • Fewer recent owner ratings to check
Jordan
Jordan Air Jordan 1 Retro High OG "Chicago Lost & Found"

Air Jordan 1 Retro High OG Chicago Lost & Found

Jordan Air Jordan 1 Retro High OG "Chicago Lost & Found"

4.9(2,527 ratings)
$219.00at GrailedChecked Nov 13
See all prices and details
Visit Grailed

Store links may earn us a commission. Price via Klarna.

Pros
  • Iconic Chicago colorway in the newest OG retro
  • 4.9 out of 5 from over 2,500 ratings
  • Vintage-style aged midsole and detailing
  • Wide unisex size run and easier deadstock supply
Cons
  • Red is louder and less versatile for everyday wear
  • Pre-aged look is a matter of taste
  • Popular pair, so fakes are common and need checking

What separates them

Air Jordan 1 Retro High OG ShadowAir Jordan 1 Retro High OG Chicago Lost & Found
ColorwayBlack leather with medium grey overlays; neutral and understatedVarsity Red, black, sail and muslin; bold Chicago blocking
Release year2018 retro of the original 1985 Shadow2022 retro, the most recent OG Chicago
Build detailsStraight OG high-top with black-and-white sole and Nike Air brandingOG high-top with aged midsole and vintage-style detailing
Styling rangeGrey and black reads casual and dresses up easilyRed draws attention; harder to wear with loud outfits
Owner feedbackLong-standing favorite for its neutral look; fewer recent ratings4.9 out of 5 from over 2,500 ratings
Availability in unworn conditionOlder pair, so deadstock is scarcerNewer pair, so unworn pairs are easier to find
SizingMen's sizing on style 555088-013Unisex sizing across a wide run

Price history

  • Air Jordan 1 Retro High OG Shadow: lowest $124.99 on Nov 13 at Amazon.
  • Air Jordan 1 Retro High OG Chicago Lost & Found: lowest $219.00 on Nov 13 at Grailed.

Prices at every store

Air Jordan 1 Retro High OG Shadow

  • GOATNew

    In stock

    $246.00+ $14.95 shippingChecked Nov 13
    Visit GOAT
  • Stadium GoodsNew

    In stockReturn policy

    $317.00Checked Nov 13
    Visit Stadium Goods
  • Chicpouchy StoreNew

    In stockReturn policy

    $317.00Checked Nov 13
    Visit Chicpouchy Store
  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $124.99Free shippingChecked Nov 13
    Visit Amazon

Store links may earn us a commission.

All 4 stores and price history →

Air Jordan 1 Retro High OG Chicago Lost & Found

  • GrailedNew

    In stock

    $219.00+ $15.99 shippingChecked Nov 13
    Visit Grailed
  • eBayNew

    In stockSold by hypex-official-store

    $267.00Free shippingChecked Nov 13
    Visit eBay
  • KICKS CREWNew

    In stock

    $234.00+ $35.00 shippingChecked Nov 13
    Visit KICKS CREW
  • FARFETCHNew

    In stock

    $368.00Free shippingChecked Nov 13
    Visit FARFETCH

Store links may earn us a commission. Some prices via Klarna.

All 4 stores and price history →

Specs compared

SpecAir Jordan 1 Retro High OG ShadowAir Jordan 1 Retro High OG Chicago Lost & Found
Closure—Lace Up
Occasion—Casual, Activewear
Theme—Retro
Season—Spring, Summer, Fall, Winter
Upper Material—Leather
Performance / Activity—Basketball
Shoe Shaft Style—High Top
Release Year—2022
Style—Sneaker
Size (US)—13, 14, 11, 12, 9.5, 10.5, 8, 9, 11.5, 7.5, 12.…
Gore-Tex—No
Series—Nike Air Jordan 1, Nike Air Jordan
Show all 19 specsShow fewer specs
SpecAir Jordan 1 Retro High OG ShadowAir Jordan 1 Retro High OG Chicago Lost & Found
Weight (oz)—32.0
Fastening—Laced
Manufacturer Color—Varsity Red/Black/Sail/Muslin
Color—Red
Outsole—Rubber
Age Group—Adult
Gender—Unisex

What reviewers say

Air Jordan 1 Retro High OG Shadow

Owners of the 2018 Shadow praise the neutral grey-and-black look and the OG shape and branding. Many call the leather solid for a general release, though some find it stiffer than earlier OG retros. Complaints center on creasing and on paying more than for non-OG colorways.

What people mention
  • ColorwayPraisedOwners like the neutral black and grey look because it works with almost any outfit.
  • LeatherMixedMany find the leather solid for a general release, but some say it is stiffer than earlier OG retros.
  • CreasingCriticisedWearers report the toe box creases noticeably after regular use.
  • ShapePraisedBuyers say the 2018 pair keeps the OG high-top shape and Nike Air branding.

Air Jordan 1 Retro High OG Chicago Lost & Found

  • 4.9 / 52,527 ratings

Owners rate the Chicago Lost & Found very highly, calling it the most wearable Chicago 1 in years. They praise the color blocking and the leather, and most criticism is about creasing and the stiff, heavy high-top feel.

What people mention
  • ColorwayPraisedOwners say the red, black and sail blocking is the closest wearable match to the original Chicago.
  • LeatherPraisedReviewers call the leather solid and better than recent retro releases.
  • CreasingCriticisedSeveral owners report the toe box creases after a few wears.

Questions and answers

Which is better for everyday wear?
The Shadow. Grey and black go with nearly anything, while the Chicago red stands out and limits what it pairs with.
Which one lasts longer?
Both are leather OG high-tops built to similar standards. The 2018 Shadow is older, so check for yellowing, sole separation and creasing before you commit.
Is the Chicago Lost & Found worth stepping up to over the Shadow?
If you want the classic Chicago look and the newest OG retro, yes. If you want a quiet, versatile pair, the Shadow is the better fit.
Do they fit the same?
Both are Air Jordan 1 High OG, which runs true to size for most people. The Shadow is listed in men's sizing and the Lost & Found in unisex sizing, so check the size chart.
Which is more collectible?
Both are sought-after OG colorways. The Chicago is the more recognizable pair, while the 2018 Shadow is scarcer in unworn condition because it is older.

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More comparisons

  • Air Jordan 1 Retro High OG 'Shadow' 2018 555088-013 vs Air Jordan 1 Retro High OG "Chicago"
  • Jordan 1 Retro High OG SP Union LA Chicago Shadow vs Air Jordan 1 Retro High OG 'Shadow' 2018 555088-013
  • Air Jordan 1 Retro High OG "Chicago" vs Jordan Air Jordan 1 Retro High OG "Chicago Lost & Found"
  • ComfortMixedSome find it comfortable once broken in, others say the high collar rubs at first.