# Which men's shoes are on sale in the Chicago, IL area?

Source: https://aislesinventory.com/chicago/answers/mens-shoes-on-sale
Updated Oct 20, 2026 (2026-10-20T21:19:13.955Z)
Last checked by Aisles: between Oct 18, 2026, 1:55 AM CDT and Oct 20, 2026, 4:19 PM CDT (2026-10-18T06:55:02.270Z to 2026-10-20T21:19:13.955Z); the most recent check was 36 hours before this page was generated.
Page generated: Oct 22, 2026, 3:49 AM CDT (2026-10-22T08:49:11.372Z)

As of Aisles' last check (Oct 20, 2026, 4:19 PM CDT), 329 products in men's shoes were reported in stock below their regular price in the Chicago, IL area. The deepest was J. Ferrar Lennox Mens Round Closed Toe Oxford Shoes at JCPenney Woodfield Mall: $25.00 (regular $90.00), 72% off. Prices and regular prices are as each store reported them.

On this page:

- [Mens Shoes on sale, deepest discount first](https://aislesinventory.com/chicago/answers/mens-shoes-on-sale#on-sale)
- [Related](https://aislesinventory.com/chicago/answers/mens-shoes-on-sale#related)
- [Questions shoppers ask](https://aislesinventory.com/chicago/answers/mens-shoes-on-sale#questions)

> Availability is reported by each retailer and checked by Aisles about once a day. It can change at any time, and Aisles does not physically verify stock. Confirm with the store before making a special trip.

## Mens Shoes on sale, deepest discount first

| Product | Store | Price | Regular | Discount |
| --- | --- | --- | --- | --- |
| [J. Ferrar Lennox Mens Round Closed Toe Oxford Shoes](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/j-ferrar-j-ferrar-lennox-mens-round-closed-toe-oxford-shoes-simon-jcpenney-ppr5008797640-2774) | JCPenney Woodfield Mall | $25.00 | $90.00 | 72% off |
| [J. Ferrar Mens Sutton Round Closed Toe Slip-On Shoe](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/j-ferrar-mens-sutton-round-closed-toe-slip-on-shoe-simon-jcpenney-ppr5008478224-2774) | JCPenney Woodfield Mall | $23.99 | $90.00 | 70% off |
| [St. John\`s Bay Mens Norwood Boat Shoes](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/st-john-s-bay-st-johns-bay-mens-norwood-boat-shoes-simon-jcpenney-ppr5008478228-2774) | JCPenney Woodfield Mall | $23.99 | $80.00 | 70% off |
| [St. John\`s Bay Mens Mills Flat Heel Chukka Boots](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/st-john-s-bay-mens-mills-flat-heel-chukka-boots-simon-jcpenney-ppr5008423374-2774) | JCPenney Woodfield Mall | $26.99 | $90.00 | 70% off |
| [Allsaints Slix Loafer](https://aislesinventory.com/chicago/schaumburg/nordstrom-woodfield-mall-schaumburg-woodfield-mall/allsaints-allsaints-slix-loafer-simon-nordstrom-8919752-4217) | Nordstrom Woodfield Mall | $73.63 | $199.00 | 63% off |
| [Dockers Mens Adjustable Strap Footbed Sandals](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/dockers-dockers-mens-adjustable-strap-footbed-sandals-simon-jcpenney-ppr5008650635-2774) | JCPenney Woodfield Mall | $14.99 | $38.00 | 61% off |
| [Calvin Klein Men's Adeso Lace Up Dress Shoe](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/calvin-klein-mens-adeso-lace-up-dress-shoe-simon-macys-25586232-3711) | Macy's Woodfield Mall | $51.93 | $130.00 | 60% off |
| [The Children's Place Boys Minecraft™ Shoelaces & Shoe Charm 5-Piece Set](https://aislesinventory.com/chicago/schaumburg/the-childrens-place-woodfield-mall-schaumburg-woodfield-mall/the-childrens-place-boys-minecrafttm-shoelaces-shoe-charm-5-piece-set-simon-the-childrens-place-3062398bq-5506) | The Children's Place Woodfield Mall | $7.98 | $19.95 | 60% off |
| [The Children's Place Boys Ombre Perforated Water Sneakers](https://aislesinventory.com/chicago/schaumburg/the-childrens-place-woodfield-mall-schaumburg-woodfield-mall/the-childrens-place-boys-ombre-perforated-water-sneakers-simon-the-childrens-place-306082841-5506) | The Children's Place Woodfield Mall | $9.98 | $24.95 | 60% off |
| [Vince Fulton Low Top Sneaker in White/white](https://aislesinventory.com/chicago/schaumburg/nordstrom-woodfield-mall-schaumburg-woodfield-mall/vince-vince-fulton-low-top-sneaker-in-white-white-simon-nordstrom-7513986-4217) | Nordstrom Woodfield Mall | $88.99 | $198.00 | 55% off |
| [Allen Edmonds Luka Sneaker](https://aislesinventory.com/chicago/schaumburg/nordstrom-woodfield-mall-schaumburg-woodfield-mall/allen-edmonds-allen-edmonds-luka-sneaker-simon-nordstrom-8972595-4217) | Nordstrom Woodfield Mall | $168.74 | $375.00 | 55% off |
| [Saucony Ride Millennium Casual Sneakers from Finish Line - Silver, Grey](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/saucony-saucony-ride-millennium-casual-sneakers-from-finish-line-simon-macys-28427436-3711) | Macy's Woodfield Mall | $50.00 | $110.00 | 55% off |
| [Puma Mens Cool Cat 2.0 Slide Sandals](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/puma-puma-mens-cool-cat-2-0-slide-sandals-simon-jcpenney-ppr5008609435-2774) | JCPenney Woodfield Mall | $15.99 | $35.00 | 54% off |
| [Puma Rebound Layup Mens Basketball Shoes](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/puma-rebound-layup-mens-basketball-shoes-simon-jcpenney-ppr5008480101-2774) | JCPenney Woodfield Mall | $33.99 | $73.00 | 53% off |
| [adidas Mens Adilette Comfort Afa/Argentina Slide Sandals](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/adidas-adidas-mens-adilette-comfort-afa-argentina-slide-sandals-simon-jcpenney-ppr5008706170-2774) | JCPenney Woodfield Mall | $20.99 | $45.00 | 53% off |
| [Nsd Amble Mens Walking Shoes](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/nsd-nsd-amble-mens-walking-shoes-simon-jcpenney-ppr5008485637-2774) | JCPenney Woodfield Mall | $30.49 | $65.00 | 53% off |
| [Nsd Dasher Mens Walking Shoes](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/nsd-dasher-mens-walking-shoes-simon-jcpenney-ppr5008485636-2774) | JCPenney Woodfield Mall | $30.49 | $65.00 | 53% off |
| [New Balance Men's ABZORB 2000 Casual Shoes](https://aislesinventory.com/chicago/schaumburg/jd-woodfield-mall-schaumburg-woodfield-mall/new-balance-new-balance-mens-abzorb-2000-casual-shoes-simon-jd-prod2877791-29553) | JD Woodfield Mall | $80.00 | $170.00 | 53% off |
| [Nordstrom Cody Driving Loafer](https://aislesinventory.com/chicago/schaumburg/nordstrom-woodfield-mall-schaumburg-woodfield-mall/nordstrom-cody-driving-loafer-simon-nordstrom-8431279-4217) | Nordstrom Woodfield Mall | $44.96 | $89.95 | 50% off |
| [Saucony Men's Ride Millennium Sneakers from Finish Line](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/saucony-mens-ride-millennium-sneakers-from-finish-line-simon-macys-23025832-3711) | Macy's Woodfield Mall | $55.00 | $110.00 | 50% off |
| [Stacy Adams Men's Brinkley Moc Toe Metal Bit Slip On Shoe](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/stacy-adams-stacy-adams-mens-brinkley-moc-toe-metal-bit-slip-on-shoe-simon-macys-20866270-3711) | Macy's Woodfield Mall | $72.50 | $145.00 | 50% off |
| [Steve Madden Men's Hamden Chelsea Slip-On Boots](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/steve-madden-mens-hamden-chelsea-slip-on-boots-simon-macys-23882464-3711) | Macy's Woodfield Mall | $100.00 | $200.00 | 50% off |
| [Ted Baker Men's Brixham Slip On Sandals](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/ted-baker-ted-baker-mens-brixham-slip-on-sandals-simon-macys-20729810-3711) | Macy's Woodfield Mall | $70.00 | $140.00 | 50% off |
| [Tommy Hilfiger Men's Marmo Fashion Pool Slides](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/tommy-hilfiger-tommy-hilfiger-mens-marmo-fashion-pool-slides-simon-macys-17498928-3711) | Macy's Woodfield Mall | $32.50 | $65.00 | 50% off |
| [Tommy Hilfiger Men's Marson Fashion Slides - White, Navy multi](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/tommy-hilfiger-mens-marson-fashion-slides-white-navy-multi-simon-macys-20649272-3711) | Macy's Woodfield Mall | $32.50 | $65.00 | 50% off |
| [Tommy Hilfiger Men's Winner Casual Lace Up Oxfords](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/tommy-hilfiger-mens-winner-casual-lace-up-oxfords-simon-macys-28107238-3711) | Macy's Woodfield Mall | $54.50 | $109.00 | 50% off |
| [Alfani Men's Shannonn Slip-On Sandals, Macy's Exclusive](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/alfani-alfani-mens-shannonn-slip-on-sandals-macys-exclusive-simon-macys-24835999-3711) | Macy's Woodfield Mall | $30.00 | $59.99 | 50% off |
| [Nike Men's Air Griffey Max 1 Casual Shoes](https://aislesinventory.com/chicago/schaumburg/jd-woodfield-mall-schaumburg-woodfield-mall/nike-nike-mens-air-griffey-max-1-casual-shoes-simon-jd-prod2823712-29553) | JD Woodfield Mall | $92.00 | $180.00 | 49% off |
| [Nike Men's Ava Edge Casual Shoes](https://aislesinventory.com/chicago/schaumburg/jd-woodfield-mall-schaumburg-woodfield-mall/nike-nike-mens-ava-edge-casual-shoes-simon-jd-prod30142171-29553) | JD Woodfield Mall | $80.00 | $155.00 | 48% off |
| [Creative Recreation Men's Rec Classic Brazil Casual Sneakers from Finish Line - White, Green, Blue](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/creative-recreation-mens-rec-classic-brazil-casual-sneakers-from-simon-macys-26877917-3711) | Macy's Woodfield Mall | $35.00 | $65.00 | 46% off |
| [Creative Recreation Men's Rec Classic Usa Casual Sneakers from Finish Line - White, Navy, Red](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/creative-recreation-creative-recreation-mens-rec-classic-usa-casual-simon-macys-26348388-3711) | Macy's Woodfield Mall | $35.00 | $65.00 | 46% off |
| [The Children's Place Boys Teddy Slip Ons](https://aislesinventory.com/chicago/schaumburg/the-childrens-place-woodfield-mall-schaumburg-woodfield-mall/the-childrens-place-boys-teddy-slip-ons-simon-the-childrens-place-306301801-5506) | The Children's Place Woodfield Mall | $19.99 | $36.95 | 46% off |
| [The Children's Place Boys Teddy Slip Ons](https://aislesinventory.com/chicago/schaumburg/the-childrens-place-woodfield-mall-schaumburg-woodfield-mall/the-childrens-place-boys-teddy-slip-ons-simon-the-childrens-place-3063018wj-5506) | The Children's Place Woodfield Mall | $19.99 | $36.95 | 46% off |
| [Vans Boys Old Skool](https://aislesinventory.com/chicago/schaumburg/foot-locker-woodfield-mall-schaumburg-woodfield-mall/vans-vans-boys-old-skool-simon-foot-locker-vnecuqpt-2000) | Foot Locker Woodfield Mall | $29.99 | $55.00 | 45% off |
| [Wembley Contrast Microsuede Venetian Mens Moccasin Slippers](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/wembley-wembley-contrast-microsuede-venetian-mens-moccasin-slippers-simon-jcpenney-ppr5008759742-2774) | JCPenney Woodfield Mall | $21.99 | $40.00 | 45% off |
| [Wembley Sherpa Collar Microsuede Mens Memory Foam Clog Slippers](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/wembley-wembley-sherpa-collar-microsuede-mens-memory-foam-clog-simon-jcpenney-ppr5008759735-2774) | JCPenney Woodfield Mall | $21.99 | $40.00 | 45% off |
| [Asics® Gender Inclusive GT-2160™ Sneaker in Piedmont Grey/glacier Grey](https://aislesinventory.com/chicago/schaumburg/nordstrom-woodfield-mall-schaumburg-woodfield-mall/asics-asics-gender-inclusive-gt-2160tm-sneaker-in-piedmont-grey-simon-nordstrom-7756215-4217) | Nordstrom Woodfield Mall | $74.25 | $135.00 | 45% off |
| [Ecco Metropole London Derby](https://aislesinventory.com/chicago/schaumburg/nordstrom-woodfield-mall-schaumburg-woodfield-mall/ecco-metropole-london-derby-simon-nordstrom-7364986-4217) | Nordstrom Woodfield Mall | $110.00 | $200.00 | 45% off |
| [Reebok Men's Classic Leather Casual Sneakers from Finish Line - Chalk, Gray](https://aislesinventory.com/chicago/schaumburg/macys-woodfield-mall-schaumburg-woodfield-mall/reebok-reebok-mens-classic-leather-casual-sneakers-from-finish-line-simon-macys-20809207-3711) | Macy's Woodfield Mall | $50.00 | $90.00 | 44% off |
| [Hoodrich Men's Recon Crystal Casual Shoes](https://aislesinventory.com/chicago/schaumburg/jd-woodfield-mall-schaumburg-woodfield-mall/hoodrich-mens-recon-crystal-casual-shoes-simon-jd-prod30135591-29553) | JD Woodfield Mall | $56.00 | $100.00 | 44% off |
| [adidas Men's Climacool Casual Shoes](https://aislesinventory.com/chicago/schaumburg/jd-woodfield-mall-schaumburg-woodfield-mall/adidas-mens-climacool-casual-shoes-simon-jd-prod2876470-29553) | JD Woodfield Mall | $80.00 | $140.00 | 43% off |
| [Nike Court Vision Low Mens Sneakers](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/nike-nike-court-vision-low-mens-sneakers-simon-jcpenney-ppr5008513910-2774) | JCPenney Woodfield Mall | $48.99 | $85.00 | 42% off |
| [St. John\`s Bay Puffer Scuff Mens Moccasin Slippers](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/st-john-s-bay-st-johns-bay-puffer-scuff-mens-moccasin-slippers-simon-jcpenney-ppr5008808368-2774) | JCPenney Woodfield Mall | $21.99 | $38.00 | 42% off |
| [Dockers Jensen Mens Round Closed Toe Slip-On Shoe](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/dockers-dockers-jensen-mens-round-closed-toe-slip-on-shoe-simon-jcpenney-ppr5008547294-2774) | JCPenney Woodfield Mall | $34.99 | $60.00 | 42% off |
| [New Balance Mens 2000](https://aislesinventory.com/chicago/schaumburg/foot-locker-woodfield-mall-schaumburg-woodfield-mall/new-balance-new-balance-mens-2000-simon-foot-locker-42130208-2000) | Foot Locker Woodfield Mall | $99.99 | $170.00 | 41% off |
| [New Balance Mens 2000](https://aislesinventory.com/chicago/schaumburg/foot-locker-woodfield-mall-schaumburg-woodfield-mall/new-balance-new-balance-mens-2000-simon-foot-locker-42130220-2000) | Foot Locker Woodfield Mall | $99.99 | $170.00 | 41% off |
| [New Balance Mens 2000](https://aislesinventory.com/chicago/schaumburg/foot-locker-woodfield-mall-schaumburg-woodfield-mall/new-balance-new-balance-mens-2000-simon-foot-locker-u200082i-2000) | Foot Locker Woodfield Mall | $99.99 | $170.00 | 41% off |
| [New Balance Mens 2000 Abzorb](https://aislesinventory.com/chicago/schaumburg/foot-locker-woodfield-mall-schaumburg-woodfield-mall/new-balance-mens-2000-abzorb-simon-foot-locker-42200077-2000) | Foot Locker Woodfield Mall | $99.99 | $170.00 | 41% off |
| [Arizona Jean Co Mens Footbed Sandals](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/arizona-arizona-jean-co-mens-footbed-sandals-simon-jcpenney-ppr5008636478-2774) | JCPenney Woodfield Mall | $25.99 | $44.00 | 41% off |
| [Arizona Jean Co Mens Round Closed Toe Mules](https://aislesinventory.com/chicago/schaumburg/jcpenney-woodfield-mall-schaumburg-woodfield-mall/arizona-arizona-jean-co-mens-round-closed-toe-mules-simon-jcpenney-ppr5008759246-2774) | JCPenney Woodfield Mall | $25.99 | $44.00 | 41% off |

## Related

- [Where can I find men's shoes near Chicago?](https://aislesinventory.com/chicago/answers/where-to-find-mens-shoes)
- [Where are the cheapest men's shoes in the Chicago, IL area?](https://aislesinventory.com/chicago/answers/cheapest-mens-shoes)
- [All men's shoes in the area](https://aislesinventory.com/chicago/categories/mens-shoes)
- [All questions for this area](https://aislesinventory.com/chicago/answers)

## Questions shoppers ask

### Which men's shoes are on sale in the Chicago, IL area?

As of Aisles' last check (Oct 20, 2026, 4:19 PM CDT), 329 products in men's shoes were reported in stock below their regular price in the Chicago, IL area. The deepest was J. Ferrar Lennox Mens Round Closed Toe Oxford Shoes at JCPenney Woodfield Mall: $25.00 (regular $90.00), 72% off. Prices and regular prices are as each store reported them.

### How are discounts worked out?

From the regular price each store reported next to its current price, for items in stock at the last check. Discounts are "up to" because sizes and colors can differ.

If you cite this page, please link to it and keep any purchase link as supplied. Methodology: https://aislesinventory.com/methodology