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Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)
Air Jordan 2 Retro OG Chicago (GS)

Air Jordan 2 Retro OG Chicago (GS)

$90.00

(38 reviews)

The Air Jordan 2 gets the OG 'Chicago' treatment this season, bringing back the second rendition of the celebrated court series with a classic colourway. Harking back to 1986, this one-to-one reissue is sure to appeal to a modern audience; it's the perfect shoe for fans of the retros. The colourway is instantly recognisable for this release, displaying white, red and black through the uppers, with the first colour dominating most of the build. Perforations and exposed stitching also feature, with premium leather uppers and synthetic details on the reverse. Triple-toned rubber soles carry the shoe, continuing the heritage colourway, while Air cushioning gifts you with a super soft landing and optimal support every time. DX2591-106, Leather & Synthetic Upper/ Synthetic Sole.

The Air Jordan 2 gets the OG 'Chicago' treatment this season, bringing back the second rendition of the celebrated court series with a classic colourway. Harking back to 1986, this one-to-one reissue is sure to appeal to a modern audience; it's the perfect shoe for fans of the retros. The colourway is instantly recognisable for this release, displaying white, red and black through the uppers, with the first colour dominating most of the build. Perforations and exposed stitching also feature, with premium leather uppers and synthetic details on the reverse. Triple-toned rubber soles carry the shoe, continuing the heritage colourway, while Air cushioning gifts you with a super soft landing and optimal support every time. DX2591-106, Leather & Synthetic Upper/ Synthetic Sole.

Air Jordan 2 Retro OG Chicago (GS)

(38 reviews)

The Air Jordan 2 gets the OG 'Chicago' treatment this season, bringing back the second rendition of the celebrated court series with a classic colourway. Harking back to 1986, this one-to-one reissue is sure to appeal to a modern audience; it's the perfect shoe for fans of the retros. The colourway is instantly recognisable for this release, displaying white, red and black through the uppers, with the first colour dominating most of the build. Perforations and exposed stitching also feature, with premium leather uppers and synthetic details on the reverse. Triple-toned rubber soles carry the shoe, continuing the heritage colourway, while Air cushioning gifts you with a super soft landing and optimal support every time. DX2591-106, Leather & Synthetic Upper/ Synthetic Sole.

The Air Jordan 2 gets the OG 'Chicago' treatment this season, bringing back the second rendition of the celebrated court series with a classic colourway. Harking back to 1986, this one-to-one reissue is sure to appeal to a modern audience; it's the perfect shoe for fans of the retros. The colourway is instantly recognisable for this release, displaying white, red and black through the uppers, with the first colour dominating most of the build. Perforations and exposed stitching also feature, with premium leather uppers and synthetic details on the reverse. Triple-toned rubber soles carry the shoe, continuing the heritage colourway, while Air cushioning gifts you with a super soft landing and optimal support every time. DX2591-106, Leather & Synthetic Upper/ Synthetic Sole.

$90.00 - $213.00

in 5 offers

The lowest price for Air Jordan 2 Retro OG Chicago (GS) right now is $90.00 at Novelship, compared across 5 retailers.

The all-time low was $69.46 on 27 Dec 2025 — today's price is 30% above the lowest ever. It has been notably cheaper before — worth setting a price alert.

Prices last updated 11 May 2026.

Size:

5½
6

Price comparison

Price data powered by pricesAPI.io

Last updated at 11/05/2026 00:23:46

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.
https://www.google.com/s2/favicons?domain=novelship.com&sz=64Novelship

$90.00

(Grade School) Air Jordan 2 Retro 'Chicago' 2022 DX2591-106 US 5Y

Delivery between 18–20 May $44.44

https://www.google.com/s2/favicons?domain=kickscrew.com&sz=64kickscrew.com

$97.00

(GS) Air Jordan 2 Retro 'Chicago' 2022 DX2591-106 US 5Y

Delivery $65

https://www.google.com/s2/favicons?domain=stockx.com&sz=64StockX

$106.00

Jordan 2 Retro OG Chicago (2022) (GS)

Delivery $44.53

https://www.google.com/s2/favicons?domain=goat.com&sz=64GOAT

$119.05

Air Jordan 2 Retro GS 'Chicago' 2022 | White | Kid's Size 5

Delivery between 12–19 May $25

https://www.google.com/s2/favicons?domain=sidekicks.co.uk&sz=64Side Kicks

$213.00

Jordan 2 Retro OG Chicago (2022) (GS), UK 4.5

Delivery between 15–19 May $14.99

Price history

Price history

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.

Reviews

31 March 2023Josh R.

originally posted on stockx.com

Didn't buy it for myself, but my gf really loves them

15 May 2023Nashawn S.

originally posted on stockx.com

It a great shoe. I love the colors and the Retro 2 is one of my Favorite shoe.

Best Shoe Store
21 February 2023Brandon

originally posted on shoepalace.com

Shoe Palace always has a great selection

Specification

NICKNAMEChicago 2022
COLORWAYWHITE/VARSITY RED/BLACK
RELEASE DATEDecember 30, 2022

Price comparison

Updated 4 months ago
Please note: price history and price alerts are not available for some stores, including Amazon.com.au.
https://www.google.com/s2/favicons?domain=novelship.com&sz=64
Novelship

$90.00

(Grade School) Air Jordan 2 Retro 'Chicago' 2022 DX2591-106 US 5Y

Delivery between 18–20 May $44.44

https://www.google.com/s2/favicons?domain=kickscrew.com&sz=64
kickscrew.com

$97.00

(GS) Air Jordan 2 Retro 'Chicago' 2022 DX2591-106 US 5Y

Delivery $65

https://www.google.com/s2/favicons?domain=stockx.com&sz=64
StockX

$106.00

Jordan 2 Retro OG Chicago (2022) (GS)

Delivery $44.53

https://www.google.com/s2/favicons?domain=goat.com&sz=64
GOAT

$119.05

Air Jordan 2 Retro GS 'Chicago' 2022 | White | Kid's Size 5

Delivery between 12–19 May $25

https://www.google.com/s2/favicons?domain=sidekicks.co.uk&sz=64
Side Kicks

$213.00

Jordan 2 Retro OG Chicago (2022) (GS), UK 4.5

Delivery between 15–19 May $14.99

Price history

Price history

Please note: price history and price alerts are not available for some stores, including Amazon.com.au.

Reviews

31 March 2023

Didn't buy it for myself, but my gf really loves them

Josh R. originally posted on stockx.com
15 May 2023

It a great shoe. I love the colors and the Retro 2 is one of my Favorite shoe.

Nashawn S. originally posted on stockx.com
Best Shoe Store
21 February 2023

Shoe Palace always has a great selection

Brandon originally posted on shoepalace.com
Great Find
25 May 2023

Super find, great price

Mike H originally posted on privatesneakers.com
I would buy this product
7 February 2023

I have worn it twice already and it is really good. I am trying to get a pair for my wife.

Buddha Bless originally posted on jdsports.com
Jordan Showed Out!!!!
7 April 2023

I love the look and feel of this shoe. I fought with myself trying to decide to buy or not to buy. I won!!! 🤣🤣🤣I'm so glad I bought them!!!

Mz Blaze originally posted on jdsports.com
Retro 2 Chicago
8 March 2023

I love my shoes, shipping was fast. PS just landed a new customer.

Marshel originally posted on privatesneakers.com
SHOE PALACE
22 January 2023

Always has the good jordans .easy to order an always recieve my shoes .

Rob originally posted on shoepalace.com
Shoe Palace GOATS
20 January 2023

Shipment was speedy, love the material on the shoes brought back that early 2000 nostalgia

AMR originally posted on shoepalace.com
Yes I would purchase from them again
7 February 2023

This was my first time ordering with jdsports and I love it shipping was so fast and easy

Nana originally posted on jdsports.com

Specification

NICKNAMEChicago 2022
COLORWAYWHITE/VARSITY RED/BLACK
RELEASE DATEDecember 30, 2022

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Compare 11 offers