# Hugo Boss mens clothing in the Chicago, IL area

Source: https://aislesinventory.com/chicago/categories/mens-clothing/hugo-boss
Updated Oct 22, 2026 (2026-10-22T22:12:27.114Z)
Last checked by Aisles: between Oct 22, 2026, 5:11 PM CDT and Oct 22, 2026, 5:12 PM CDT (2026-10-22T22:11:26.596Z to 2026-10-22T22:12:27.114Z); the most recent check was 34 hours before this page was generated.
Page generated: Oct 24, 2026, 3:10 AM CDT (2026-10-24T08:10:23.602Z)

Retailer-reported store availability of 116 products from Hugo Boss in Mens Clothing at stores in the Chicago, IL area, checked daily.

On this page:

- [Hugo Boss mens clothing products](https://aislesinventory.com/chicago/categories/mens-clothing/hugo-boss#products)
- [More](https://aislesinventory.com/chicago/categories/mens-clothing/hugo-boss#more)

- Products: 116
- Stores carrying them: 1
- Listings reported in stock: 116 of 116

> Availability is reported by each retailer and checked by Aisles about once a day. Each listing is verified against that store’s own inventory record, and anything not re-checked within the freshness window is shown as unknown, never as in stock. It is a check of the store’s system, not an in-person shelf count, so stock can sell out after the check.

## Hugo Boss mens clothing products

### Mens Clothing

- [Hugo Boss Boss by Hugo Boss Men's 3-Pack Classic Ribbed Tank Tops](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pack-classic-ribbed-tank-tops-simon-macys-20649363-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 3-Pack Classic Solid T-Shirts](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pack-classic-solid-t-shirts-simon-macys-14646275-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 3-Pack Classic Solid V-Neck T-Shirts](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pack-classic-solid-v-neck-t-shirts-simon-macys-14646279-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 3-Pack Icon Logo Boxer Briefs](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pack-icon-logo-boxer-briefs-simon-macys-20649366-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 3-Pack Power Tipped Logo Waistband Boxer Briefs](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pack-power-tipped-logo-waistband-simon-macys-14646269-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 3-Pack Power Trunk Underwear](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pack-power-trunk-underwear-simon-macys-14646259-3711) — in stock at 1 of 1 store · $45.00–$49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 3-Pack Solid Boxer Briefs](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pack-solid-boxer-briefs-simon-macys-14646268-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 3-Pk. Classic Solid Crewneck T-Shirts](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pk-classic-solid-crewneck-t-shirts-simon-macys-14646274-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 3-Pk. Power Stretch Assorted Color Solid Boxer Briefs](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-3-pk-power-stretch-assorted-color-simon-macys-14646272-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 5-Pack Authentic Solid Boxer Briefs](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-5-pack-authentic-solid-boxer-briefs-simon-macys-14646283-3711) — in stock at 1 of 1 store · $69.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 5-Pack Authentic Solid Cotton Undershirts](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-5-pack-authentic-solid-cotton-simon-macys-14646286-3711) — in stock at 1 of 1 store · $69.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's 5-Pack Logo Briefs](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-5-pack-logo-briefs-simon-macys-14646281-3711) — in stock at 1 of 1 store · $67.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Bubble-Jacquard Structure T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-bubble-jacquard-structure-t-shirt-simon-macys-20149033-3711) — in stock at 1 of 1 store · $99.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Button-Down Regular-Fit Oxford Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-button-down-regular-fit-oxford-shirt-simon-macys-20028489-3711) — in stock at 1 of 1 store · $129.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Contrast Logo Regular-Fit T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-contrast-logo-regular-fit-t-shirt-simon-macys-18030726-3711) — in stock at 1 of 1 store · $59.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Cotton Regular-Fit Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-cotton-regular-fit-polo-shirt-simon-macys-14039465-3711) — in stock at 1 of 1 store · $109.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Delaware Slim-Fit Bright-Blue Jeans](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-delaware-slim-fit-bright-blue-jeans-simon-macys-18282934-3711) — in stock at 1 of 1 store · $159.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Delaware Slim-Fit Jeans](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-delaware-slim-fit-jeans-simon-macys-18282933-3711) — in stock at 1 of 1 store · $159.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Logo Patch Tracksuit Bottoms](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-logo-patch-tracksuit-bottoms-simon-macys-19013368-3711) — in stock at 1 of 1 store · $58.00–$129.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Logo Patch Zip-Neck Sweatshirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-logo-patch-zip-neck-sweatshirt-simon-macys-18201420-3711) — in stock at 1 of 1 store · $149.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Logo Print Relaxed-Fit T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-logo-print-relaxed-fit-t-shirt-simon-macys-20334714-3711) — in stock at 1 of 1 store · $59.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Logo Print Tracksuit Bottoms](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-logo-print-tracksuit-bottoms-simon-macys-18030710-3711) — in stock at 1 of 1 store · $159.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Performance-Stretch Twill Slim-Fit Dress Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-performance-stretch-twill-slim-fit-simon-macys-23560775-3711) — in stock at 1 of 1 store · $149.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Regular-Fit Cotton-Jersey T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-regular-fit-cotton-jersey-t-shirt-simon-macys-14026201-3711) — in stock at 1 of 1 store · $69.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Slim-Fit Mercerized-Cotton T-shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-slim-fit-mercerized-cotton-t-shirt-simon-macys-17941448-3711) — in stock at 1 of 1 store · $99.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Slim-Fit Performance-Stretch Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-slim-fit-performance-stretch-shirt-simon-macys-20028593-3711) — in stock at 1 of 1 store · $129.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Slim-Fit Rollneck Merino Wool Sweater](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-slim-fit-rollneck-merino-wool-sweater-simon-macys-20334710-3711) — in stock at 1 of 1 store · $199.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Slim-Fit Stretch-Cotton Logo Patch Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-slim-fit-stretch-cotton-logo-patch-simon-macys-19309320-3711) — in stock at 1 of 1 store · $99.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Slim-Fit Striped Collar Polo](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-slim-fit-striped-collar-polo-simon-macys-16559303-3711) — in stock at 1 of 1 store · $119.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Slim-Fit Tuxedo Jacket](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-slim-fit-tuxedo-jacket-simon-macys-14039512-3711) — in stock at 1 of 1 store · $749.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Slub-Cotton Logo Detail T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-slub-cotton-logo-detail-t-shirt-simon-macys-19013363-3711) — in stock at 1 of 1 store · $59.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Stretch-Cotton Satin Slim-Fit Chinos](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-stretch-cotton-satin-slim-fit-chinos-simon-macys-18030739-3711) — in stock at 1 of 1 store · $159.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Stretch-Cotton Slim-Fit Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-stretch-cotton-slim-fit-polo-shirt-simon-macys-26202955-3711) — in stock at 1 of 1 store · $99.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Stretch-Cotton Slim-Fit Polo Shirt - Dark Blue, Yellow](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-stretch-cotton-slim-fit-polo-shirt-simon-macys-18201437-3711) — in stock at 1 of 1 store · $109.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss by Hugo Boss Men's Tropical Print 5" Swim Shorts](https://aislesinventory.com/chicago/products/hugo-boss-boss-by-hugo-boss-mens-tropical-print-5-swim-shorts-simon-macys-25458567-3711) — in stock at 1 of 1 store · $34.50 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss Hugo Boss Men's 5" Tropical Print Swim Trunks](https://aislesinventory.com/chicago/products/hugo-boss-boss-hugo-boss-mens-5-tropical-print-swim-trunks-simon-macys-25458565-3711) — in stock at 1 of 1 store · $34.50 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Boss Men's Goldeye 3" Swim Trunks](https://aislesinventory.com/chicago/products/hugo-boss-boss-mens-goldeye-3-swim-trunks-simon-macys-25458598-3711) — in stock at 1 of 1 store · $31.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's 3-Pack Logo Briefs](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-3-pack-logo-briefs-simon-macys-20716876-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's 5-Pack Authentic Solid Cotton V-Neck T-Shirts](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-5-pack-authentic-solid-cotton-v-neck-simon-macys-14646284-3711) — in stock at 1 of 1 store · $69.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Baken2435 Slim-Fit Satin Bomber Jacket](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-baken2435-slim-fit-satin-bomber-simon-macys-18936027-3711) — in stock at 1 of 1 store · $199.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Cino261 Regular-Fit Pants](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-cino261-regular-fit-pants-simon-macys-24403144-3711) — in stock at 1 of 1 store · $71.40 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Cotton Jacquard Short-Sleeve Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-cotton-jacquard-short-sleeve-polo-simon-macys-25940079-3711) — in stock at 1 of 1 store · $54.50 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Cotton Logo Graphic Crewneck T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-cotton-logo-graphic-crewneck-t-shirt-simon-macys-25938805-3711) — in stock at 1 of 1 store · $29.50 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Cotton-Blend Tipping Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-cotton-blend-tipping-polo-shirt-simon-macys-25940077-3711) — in stock at 1 of 1 store · $65.40 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dabinpant Pants](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dabinpant-pants-simon-macys-27681135-3711) — in stock at 1 of 1 store · $104.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dalombi Button-Placket Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dalombi-button-placket-polo-shirt-simon-macys-23463334-3711) — in stock at 1 of 1 store · $69.30 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dapolino Heavy Single Jersey Logo T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dapolino-heavy-single-jersey-logo-t-simon-macys-27681131-3711) — in stock at 1 of 1 store · $48.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dapolino Logo T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dapolino-logo-t-shirt-simon-macys-21268124-3711) — in stock at 1 of 1 store · $41.30–$48.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Darise T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-darise-t-shirt-simon-macys-26592897-3711) — in stock at 1 of 1 store · $48.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Darislong Sweatshirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-darislong-sweatshirt-simon-macys-26592899-3711) — in stock at 1 of 1 store · $111.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dayono Cotton Drawstring Shorts](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dayono-cotton-drawstring-shorts-simon-macys-26580530-3711) — in stock at 1 of 1 store · $62.30 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Detzi Graphic Crewneck Regular-Fit T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-detzi-graphic-crewneck-regular-fit-t-simon-macys-27681137-3711) — in stock at 1 of 1 store · $55.30 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Difluro Oversized Short-Sleeve Crewneck Graphic T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-difluro-oversized-short-sleeve-simon-macys-23649608-3711) — in stock at 1 of 1 store · $41.40 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dinkee Oversized-Fit Logo T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dinkee-oversized-fit-logo-t-shirt-simon-macys-27681133-3711) — in stock at 1 of 1 store · $55.30 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Diragolino Ribbed Crewneck T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-diragolino-ribbed-crewneck-t-shirt-simon-macys-27681130-3711) — in stock at 1 of 1 store · $41.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dirunn T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dirunn-t-shirt-simon-macys-26592901-3711) — in stock at 1 of 1 store · $48.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Distressed Logo Quarter-Zip Sweater](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-distressed-logo-quarter-zip-sweater-simon-macys-24000701-3711) — in stock at 1 of 1 store · $77.40 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dolos Drawstring Pants](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dolos-drawstring-pants-simon-macys-25370834-3711) — in stock at 1 of 1 store · $74.50 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Donos Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-donos-polo-shirt-simon-macys-24403141-3711) — in stock at 1 of 1 store · $62.30 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Doreston T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-doreston-t-shirt-simon-macys-25370838-3711) — in stock at 1 of 1 store · $39.50 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dulivio Cotton Logo Crewneck T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dulivio-cotton-logo-crewneck-t-shirt-simon-macys-26580527-3711) — in stock at 1 of 1 store · $34.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dulivio Logo Crewneck T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dulivio-logo-crewneck-t-shirt-simon-macys-27681139-3711) — in stock at 1 of 1 store · $41.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Durectee Graphic Crewneck T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-durectee-graphic-crewneck-t-shirt-simon-macys-27681209-3711) — in stock at 1 of 1 store · $41.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Durectee Graphic T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-durectee-graphic-t-shirt-simon-macys-27681140-3711) — in stock at 1 of 1 store · $41.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Durose Graphic T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-durose-graphic-t-shirt-simon-macys-26592900-3711) — in stock at 1 of 1 store · $41.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Dwild Football Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-dwild-football-shirt-simon-macys-26347823-3711) — in stock at 1 of 1 store · $59.50 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Ebaffino Relaxed-Fit Short-Sleeve Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-ebaffino-relaxed-fit-short-sleeve-simon-macys-24420127-3711) — in stock at 1 of 1 store · $83.40 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Ekyzone Heavy Cotton Canvas Zip-Closure Shirt Jacket](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-ekyzone-heavy-cotton-canvas-zip-simon-macys-27681159-3711) — in stock at 1 of 1 store · $104.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Kenno Slim-Fit Solid Dress Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-kenno-slim-fit-solid-dress-shirt-simon-macys-27557243-3711) — in stock at 1 of 1 store · $119.00–$129.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Dress Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-dress-shirt-simon-macys-26540441-3711) — in stock at 1 of 1 store · $99.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Patterned Dress Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-patterned-dress-shirt-simon-macys-26217872-3711) — in stock at 1 of 1 store · $31.63–$99.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Solid Suit Jacket (Burgundy)](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-solid-suit-jacket-simon-macys-26592861-3711) — in stock at 1 of 1 store · $449.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Solid Suit Jacket (Tan)](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-solid-suit-jacket-simon-macys-26592853-3711) — in stock at 1 of 1 store · $449.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Solid Suit Pant](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-solid-suit-pant-simon-macys-26592856-3711) — in stock at 1 of 1 store · $199.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Solid Suit Pants](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-solid-suit-pants-simon-macys-26592862-3711) — in stock at 1 of 1 store · $199.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Solid Wool-Blend Suit Separate Jacket](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-solid-wool-blend-suit-simon-macys-22380893-3711) — in stock at 1 of 1 store · $449.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Solid Wool-Blend Suit Separate Pants](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-solid-wool-blend-suit-simon-macys-22380884-3711) — in stock at 1 of 1 store · $199.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Suit Jacket](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-suit-jacket-simon-macys-28229690-3711) — in stock at 1 of 1 store · $449.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Modern-Fit Suit Pant](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-modern-fit-suit-pant-simon-macys-28229715-3711) — in stock at 1 of 1 store · $199.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nalftro Drawstring Pants](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nalftro-drawstring-pants-simon-macys-25423924-3711) — in stock at 1 of 1 store · $59.50 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nemodo T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nemodo-t-shirt-simon-macys-26592955-3711) — in stock at 1 of 1 store · $29.40 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nerberri T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nerberri-t-shirt-simon-macys-26592956-3711) — in stock at 1 of 1 store · $29.40 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nerpient Graphic Crewneck T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nerpient-graphic-crewneck-t-shirt-simon-macys-27681160-3711) — in stock at 1 of 1 store · $34.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nerpient T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nerpient-t-shirt-simon-macys-26593137-3711) — in stock at 1 of 1 store · $34.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nolitos Polo Shirt (Dark Blue)](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nolitos-polo-shirt-simon-macys-26592951-3711) — in stock at 1 of 1 store · $59.40 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nolitos Polo Shirt (Open Green)](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nolitos-polo-shirt-simon-macys-26593136-3711) — in stock at 1 of 1 store · $69.30 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nolitos Polo Shirt (White)](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nolitos-polo-shirt-simon-macys-26593135-3711) — in stock at 1 of 1 store · $69.30 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Noxwash Graphic Crewneck T-Shirt (Black)](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-noxwash-graphic-crewneck-t-shirt-simon-macys-27681161-3711) — in stock at 1 of 1 store · $48.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Noxwash Graphic Crewneck T-Shirt (White)](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-noxwash-graphic-crewneck-t-shirt-simon-macys-27681162-3711) — in stock at 1 of 1 store · $48.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nufotee Graphic T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nufotee-graphic-t-shirt-simon-macys-26347780-3711) — in stock at 1 of 1 store · $34.50 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Nuwaffle T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-nuwaffle-t-shirt-simon-macys-26592945-3711) — in stock at 1 of 1 store · $47.40 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-polo-shirt-simon-macys-16539553-3711) — in stock at 1 of 1 store · $62.30 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Power 3-Pk. Trunk Underwear](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-power-3-pk-trunk-underwear-simon-macys-14646256-3711) — in stock at 1 of 1 store · $32.20 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Regular-Fit Logo Patch T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-regular-fit-logo-patch-t-shirt-simon-macys-17699114-3711) — in stock at 1 of 1 store · $40.60 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Relaxed Fit Canada Football Polo Jersey](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-relaxed-fit-canada-football-polo-simon-macys-26726492-3711) — in stock at 1 of 1 store · $77.40 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Relaxed-Fit Canada Football T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-relaxed-fit-canada-football-t-shirt-simon-macys-26726495-3711) — in stock at 1 of 1 store · $41.40 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Relaxed-Fit Football T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-relaxed-fit-football-t-shirt-simon-macys-26726496-3711) — in stock at 1 of 1 store · $41.40 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's San Knit Regular-Fit Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-san-knit-regular-fit-polo-shirt-simon-macys-27681190-3711) — in stock at 1 of 1 store · $104.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Sholton Colorblock Zipper Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-sholton-colorblock-zipper-polo-shirt-simon-macys-26864627-3711) — in stock at 1 of 1 store · $107.40 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Short Sleeve Crewneck Logo Graphic T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-short-sleeve-crewneck-logo-graphic-t-simon-macys-17699118-3711) — in stock at 1 of 1 store · $33.60 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Siablo Polo Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-siablo-polo-shirt-simon-macys-26593134-3711) — in stock at 1 of 1 store · $104.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Slim-Fit Crewneck T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-slim-fit-crewneck-t-shirt-simon-macys-26580539-3711) — in stock at 1 of 1 store · $53.40 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Sranger Henley Sweatshirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-sranger-henley-sweatshirt-simon-macys-26864570-3711) — in stock at 1 of 1 store · $104.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Valerio Modern-Fit Dress Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-valerio-modern-fit-dress-shirt-simon-macys-27695764-3711) — in stock at 1 of 1 store · $99.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Valerio Modern-Fit Patterned Dress Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-valerio-modern-fit-patterned-dress-simon-macys-27695765-3711) — in stock at 1 of 1 store · $119.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Waffled Jersey Long-Sleeve T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-waffled-jersey-long-sleeve-t-shirt-simon-macys-25938746-3711) — in stock at 1 of 1 store · $44.50 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Hugo by Hugo Boss Men's Wave Applique T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-hugo-by-hugo-boss-mens-wave-applique-t-shirt-simon-macys-25442278-3711) — in stock at 1 of 1 store · $29.50 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Men's 3-Pack Boss One Hip Briefs](https://aislesinventory.com/chicago/products/hugo-boss-hugo-boss-mens-3-pack-boss-one-hip-briefs-simon-macys-20716877-3711) — in stock at 1 of 1 store · $49.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Men's Baver Modern Collared Jacket](https://aislesinventory.com/chicago/products/hugo-boss-mens-baver-modern-collared-jacket-simon-macys-25093926-3711) — in stock at 1 of 1 store · $239.40 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Men's Colas Cargo Pants](https://aislesinventory.com/chicago/products/hugo-boss-mens-colas-cargo-pants-simon-macys-26347817-3711) — in stock at 1 of 1 store · $89.50 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Men's Mini Iconic Print Logo Socks, 2-Pack](https://aislesinventory.com/chicago/products/hugo-boss-hugo-boss-mens-mini-iconic-print-logo-socks-2-pack-simon-macys-24365220-3711) — in stock at 1 of 1 store · $25.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Men's Nayonix Crewneck T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-mens-nayonix-crewneck-t-shirt-simon-macys-25823547-3711) — in stock at 1 of 1 store · $34.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Men's San Pippo Long-Sleeve Ribbed Polo Sweater](https://aislesinventory.com/chicago/products/hugo-boss-mens-san-pippo-long-sleeve-ribbed-polo-sweater-simon-macys-24403142-3711) — in stock at 1 of 1 store · $104.30 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Men's Valerio Long Sleeve Button-Front Geo Print Shirt (style 18800545)](https://aislesinventory.com/chicago/products/hugo-boss-hugo-boss-mens-valerio-long-sleeve-button-front-geo-print-simon-macys-18800545-3711) — in stock at 1 of 1 store · $99.00 · checked Oct 22, 2026, 5:12 PM CDT
- [Hugo Boss Men's Valerio Long Sleeve Button-Front Geo Print Shirt (style 27013977)](https://aislesinventory.com/chicago/products/hugo-boss-mens-valerio-long-sleeve-button-front-geo-print-shirt-simon-macys-27013977-3711) — in stock at 1 of 1 store · $119.00 · checked Oct 22, 2026, 5:11 PM CDT
- [Hugo Boss Porsche x Boss Men's Regular-Fit T-Shirt](https://aislesinventory.com/chicago/products/hugo-boss-porsche-x-boss-mens-regular-fit-t-shirt-simon-macys-20028534-3711) — in stock at 1 of 1 store · $129.00 · checked Oct 22, 2026, 5:11 PM CDT

## More

- [All Hugo Boss products in the Chicago, IL area](https://aislesinventory.com/chicago/brands/hugo-boss)
- [All Mens Clothing](https://aislesinventory.com/chicago/categories/mens-clothing)

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