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Jordan 1 Retro High OG SP Union LA Chicago Shadow vs Air Jordan 1 Retro High OG Chicago

Buy the Union LA Chicago Shadow if you want a Jordan 1 that looks like nothing else in a lineup and you value a design story over a straight retro. Buy the standard Chicago if you want the classic red, white and black OG colorway and the simplest, most recognizable Jordan 1. Both are High OGs with leather uppers, a padded collar and true-to-size fit. The Union pair is the more distinctive shoe; the Chicago is the more timeless one, and its build quality draws mixed reports from owners.

  • Choose the Union LA Chicago Shadow if you want a deconstructed, mismatched-panel Jordan 1 that reads as a real collaboration and you like the Chicago and Shadow palettes spliced together.
  • Choose the Air Jordan 1 Retro High OG Chicago if you want the definitive red, white and black OG colorway and a shoe that needs no explanation.

Prices

  • Jordan 1 Retro High OG SP Union LA Chicago Shadow: $184.00 at Editorialist (last seen Nov 13)
  • Air Jordan 1 Retro High OG Chicago: $99.97 at Shoe Palace (last seen Nov 2)
  • Difference: the Air Jordan 1 Retro High OG Chicago is $84.03 cheaper than the Jordan 1 Retro High OG SP Union LA Chicago Shadow at the latest prices (Nov 2 and Nov 13)
Jordan
Jordan 1 Retro High OG SP Union LA Chicago Shadow

Jordan 1 Retro High OG SP Union LA Chicago Shadow

4.9(284 ratings)
$184.00at EditorialistChecked Nov 13
See all prices and details
Visit Editorialist
Pros
  • Distinct Union LA design with exposed layers
  • Combines two famous colorways in one shoe
  • Retro High OG silhouette
  • True-to-size fit
  • Instantly recognizable as a collab
Cons
  • Not a standard single-colorway OG release
  • Busy look is not for purists
  • Limited to what Union released
JORDAN
Air Jordan 1 Retro High OG "Chicago"

Air Jordan 1 Retro High OG Chicago

Air Jordan 1 Retro High OG "Chicago"

$99.97at Shoe PalaceChecked Nov 2
See all prices and details
Visit Shoe Palace
Pros
  • Definitive Chicago colorway
  • Original 1985 lineage
  • Padded collar and tongue
  • Comes with two sets of laces
  • True-to-size fit
Cons
  • Owners report thin insole cushioning
  • Some report dry, cracking leather
  • Some pairs arrive with scratches or a damaged box
  • Short laces reported

What separates them

Jordan 1 Retro High OG SP Union LA Chicago ShadowAir Jordan 1 Retro High OG Chicago
Design intentUnion LA collaboration with exposed layers and mismatched panelsStandard OG retro, straight colorway
ColorwayChicago and Shadow spliced into one pairClassic Chicago red, white and black
SilhouetteRetro High OG SP buildRetro High OG, original 1985 shape lineage
RecognizabilityStands out as a collab from across a roomThe most recognizable Jordan 1 colorway
Collector appealUnion followers and collab collectorsOG colorway collectors
CushioningStandard AJ1 High insoleOwners report a thin insole with little cushioning
Leather reportsCollab build, inspected pairsSome owners report dry, cracking leather
FitTrue to size for most peopleTrue to size for most people

Price history

$172.00$99.97
Nov 2Nov 13
  • Jordan 1 Retro High OG SP Union LA Chicago Shadow: lowest $172.00 on Nov 13 at Flight Club.
  • Air Jordan 1 Retro High OG Chicago: lowest $99.97 on Nov 2 at Shoe Palace; $119.95 on Nov 12.

Prices at every store

Jordan 1 Retro High OG SP Union LA Chicago Shadow

  • Flight ClubNew

    In stock

    $172.00+ $14.95 shippingChecked Nov 13
    Visit Flight Club
  • GOATNew

    In stock

    $222.00+ $14.95 shippingChecked Nov 13
    Visit GOAT
  • LystNew

    Availability unknown

    $184.00Checked Nov 13
    Visit Lyst
  • EditorialistNew

    Availability unknown

    $184.00Checked Nov 13
    Visit Editorialist
All 11 stores and price history →

Air Jordan 1 Retro High OG Chicago

  • WalmartNew

    In stock

    $119.95Checked Nov 12
    Visit Walmart
  • Shoe PalaceNew

    Availability unknown

    $99.97Checked Nov 2
    Visit Shoe Palace
  • StockXNew

    Availability unknown

    $109.00Checked Nov 2
    Visit StockX
  • eBayNew

    Availability unknown

    $109.99Checked Nov 2
    Visit eBay

Also available at

  • WalmartCheck price at Walmart

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All 8 stores and price history →

Specs compared

SpecJordan 1 Retro High OG SP Union LA Chicago ShadowAir Jordan 1 Retro High OG Chicago
Brand—Jordan
Athletic shoe type—Basketball
Color—Red
Shoe category—Men's Shoes
Shoe width—Medium
Shoe closure—Lace-Up
Sport—Basketball
Insole material—Best Quality Material
Material—Best Quality Material
Gender—Male
Age group—Adult
Shoe collar height—High
Show all 25 specsShow fewer specs
SpecJordan 1 Retro High OG SP Union LA Chicago ShadowAir Jordan 1 Retro High OG Chicago
Toe style—Closed Toe
Model—Air Jordan 1
Athlete—Michael Jordan
Casual & dress shoe style—Lace-Ups
Shoe heel style—Block
Heel height style—Flat Heel
Shoe sole material—Rubber
Pattern—Solid Print
Shoe size system—US Men's
Product line

What reviewers say

Jordan 1 Retro High OG SP Union LA Chicago Shadow

  • 4.9 / 5284 ratings

Rated 4.9 out of 5 across 284 ratings, buyers consistently praise the two-colorway design and the deconstructed build. The main reservation is that it is not a clean single-colorway OG.

What people mention
  • DesignPraisedBuyers like the spliced Chicago and Shadow panels and the reconstructed look.
  • BuildPraisedOwners describe the exposed layers and stitching as well executed.
  • FitPraisedMost buyers say the shoe fits true to size.
  • VersatilityMixedThe mismatched, busy look appeals to some and is too loud for others.

Air Jordan 1 Retro High OG Chicago

Reviewers are split on the Air Jordan 1 Chicago. Some praise the look, fit and comfort; others report poor quality, damaged pairs and thin cushioning.

What people mention
  • LookPraisedOwners say the red, white and black colorway looks better in person than in photos.
  • FitPraisedMost buyers report the shoe fits true to size.
  • ComfortMixedThe padded collar and tongue help, but the insole is thin and offers little cushioning.
  • Leather qualityCriticisedSome buyers describe the leather as dry and prone to cracking.

Questions and answers

Which is better for everyday wear?
The Chicago is the easier everyday shoe because the single colorway goes with more outfits. The Union pair is louder and reads as a statement piece.
Which one holds up longer?
Both are leather High OGs with similar construction. Union pairs are inspected before shipping, while some Chicago owners report dry, cracking leather and thin cushioning.
Is the Union pair worth stepping up to over the Chicago?
Step up if you want a collaboration with real design intent and already own a standard Chicago. If you want one classic Jordan 1, the Chicago covers it.
Do both fit the same?
Yes. Both are Jordan 1 Highs and fit true to size for most people.
Which is more collectible?
The Union LA pair appeals to collab collectors; the Chicago appeals to OG colorway collectors. Both are collectible for different reasons.
Can I wear either for basketball?
They are high-top basketball shoes by design, but the flat rubber sole and thin insole suit casual wear better than serious play.

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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"
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Air
Theme—White
Insole color—White
Color category—White