A New Season in Chicago

Explore everything that Chicago has to offer this Fall Season. From the Daley Plaza City Market to the Jacks Pumpkin Pop Up. Get ready for new art exhibits or watching the game. And don't forget to visit our new shop at 107 E Oat Street.

39 Items
  1. Refine by Category: FEATURED SHOPS
    1. Selected Refinement – Category: A New Season in Chicago
  1. Refine by Category: Sport Shirts
  2. Refine by Category: Sweaters
  3. Refine by Category: Casual Pants
  4. Refine by Category: Dress Pants
  5. Refine by Category: Outerwear
  6. Refine by Category: Vests
  7. Refine by Category: Footwear
  8. Refine by Category: Coats
  1. Refine by Color: brown
  2. Refine by Color: blue
  3. Refine by Color: green
  4. Refine by Color: grey
  5. Refine by Color: orange
  6. Refine by Color: yellow
  7. Refine by Color: purple
  8. Refine by Color: white
  9. Refine by Color: beige
  10. Refine by Color: black
  11. Refine by Color: red
  1. Refine by Length: Regular
  1. Refine by Size: S
  2. Refine by Size: M
  3. Refine by Size: L
  4. Refine by Size: XL
  5. Refine by Size: 2XL
  6. Refine by Size: 3XL
  7. Refine by Size: 7
  8. Refine by Size: 7.5
  9. Refine by Size: 8
  10. Refine by Size: 8.5
  11. Refine by Size: 9
  12. Refine by Size: 9.5
  13. Refine by Size: 10
  14. Refine by Size: 10.5
  15. Refine by Size: 11
  16. Refine by Size: 11.5
  17. Refine by Size: 12
  18. Refine by Size: 13
  19. Refine by Size: 15
  20. Refine by Size: 16
  21. Refine by Size: 17
  22. Refine by Size: 32
  23. Refine by Size: 33
  24. Refine by Size: 34
  25. Refine by Size: 35
  26. Refine by Size: 36
  27. Refine by Size: 38
  28. Refine by Size: 40
  29. Refine by Size: 42
  30. Refine by Size: 44
  31. Refine by Size: 46
  32. Refine by Size: 48
Paul Stuart Cashmere Flannel Trouser Paul Stuart Cashmere Flannel Trouser
QUICK ADD +

Paul Stuart

Cashmere Flannel Trouser

$1,495.00
Paul Stuart Giordano Leather Monk Strap Paul Stuart Giordano Leather Monk Strap
QUICK ADD +

Paul Stuart Footwear

Giordano Leather Monk Strap

$995.00 $695.75 $292.21
  • Clearance 70% Off - Final Sale
Paul Stuart Olive Suede Field Jacket Paul Stuart Olive Suede Field Jacket
QUICK ADD +

Paul Stuart

Olive Suede Field Jacket

$2,475.00 $1,732.75 $727.75
  • Clearance 70% Off - Final Sale
Paul Stuart Ribbed Quarter Zip Sweater with Suede Paul Stuart Ribbed Quarter Zip Sweater with Suede
QUICK ADD +

Paul Stuart

Ribbed Quarter Zip Sweater with Suede

$695.00 $485.75 $204.01
  • Clearance 70% Off - Final Sale
Paul Stuart Flannel Plaid Sport Shirt Paul Stuart Flannel Plaid Sport Shirt
QUICK ADD +

Paul Stuart

Flannel Plaid Sport Shirt

$350.00 $244.75 $102.79
  • Clearance 70% Off - Final Sale
Paul Stuart Cotton Corduroy Newton Pant Paul Stuart Cotton Corduroy Newton Pant
QUICK ADD +

Paul Stuart

Cotton Corduroy Newton Pant

$445.00 $310.75 $130.51
  • Clearance 70% Off - Final Sale
Paul Stuart Wool Jersey Peacoat Paul Stuart Wool Jersey Peacoat
QUICK ADD +

Paul Stuart

Wool Jersey Peacoat

$1,995.00 $1,396.75 $586.63
  • Clearance 70% Off - Final Sale
Paul Stuart Wool & Cashmere Mock Neck Zip Sweater Paul Stuart Wool & Cashmere Mock Neck Zip Sweater
QUICK ADD +

Paul Stuart

Wool & Cashmere Mock Neck Zip Sweater

$985.00 $688.75 $289.27
  • Clearance 70% Off - Final Sale
Paul Stuart Cotton Corduroy Newton Pant Paul Stuart Cotton Corduroy Newton Pant
QUICK ADD +

Paul Stuart

Cotton Corduroy Newton Pant

$445.00 $310.75 $130.51
  • Clearance 70% Off - Final Sale
Paul Stuart Leather Chelsea Boot Paul Stuart Leather Chelsea Boot
QUICK ADD +

Paul Stuart Footwear

Leather Chelsea Boot

$495.00 $345.75 $245.48
  • Semi-Annual Sale 50% Off
Paul Stuart Soft Corduroy Dress Trouser Paul Stuart Soft Corduroy Dress Trouser
QUICK ADD +

Paul Stuart

Soft Corduroy Dress Trouser

$695.00 $485.75 $204.01
  • Clearance 70% Off - Final Sale
Paul Stuart Bastion Leather Loafer Paul Stuart Bastion Leather Loafer
QUICK ADD +

Paul Stuart Footwear

Bastion Leather Loafer

$875.00 $611.75 $256.93
  • Clearance 70% Off - Final Sale
Paul Stuart Wool & Cashmere Herringbone Coat Paul Stuart Wool & Cashmere Herringbone Coat
QUICK ADD +

Paul Stuart

Wool & Cashmere Herringbone Coat

$2,295.00 $1,605.75 $674.41
  • Clearance 70% Off - Final Sale
Paul Stuart Medallion Print Cotton Sport Shirt Paul Stuart Medallion Print Cotton Sport Shirt
QUICK ADD +

Paul Stuart

Medallion Print Cotton Sport Shirt

$315.00 $219.75 $92.29
  • Clearance 70% Off - Final Sale
Paul Stuart Classic Five-Pocket Corduroy Trouser Paul Stuart Classic Five-Pocket Corduroy Trouser
QUICK ADD +

Paul Stuart

Classic Five-Pocket Corduroy Trouser

$450.00 $314.75 $132.19
  • Clearance 70% Off - Final Sale
Paul Stuart Flannel Plaid Sport Shirt Paul Stuart Flannel Plaid Sport Shirt
QUICK ADD +

Paul Stuart

Flannel Plaid Sport Shirt

$350.00 $244.75 $102.79
  • Clearance 70% Off - Final Sale
Paul Stuart James Horizontal Corduroy Trouser Paul Stuart James Horizontal Corduroy Trouser
QUICK ADD +

Paul Stuart

James Horizontal Corduroy Trouser

$495.00 $345.75 $145.21
  • Clearance 70% Off - Final Sale
Paul Stuart Flannel Plaid Sport Shirt Paul Stuart Flannel Plaid Sport Shirt
QUICK ADD +

Paul Stuart

Flannel Plaid Sport Shirt

$350.00 $244.75 $102.79
  • Clearance 70% Off - Final Sale
Paul Stuart Shetland Wool French Pleat Trouser Paul Stuart Shetland Wool French Pleat Trouser
QUICK ADD +

Paul Stuart

Shetland Wool French Pleat Trouser

$625.00 $436.75 $183.43
  • Clearance 70% Off - Final Sale
Paul Stuart Hooded Plaid Coat Paul Stuart Hooded Plaid Coat
QUICK ADD +

Paul Stuart

Hooded Plaid Coat

$2,995.00 $2,096.75 $880.63
  • Clearance 70% Off - Final Sale
Paul Stuart Shetland Wool French Pleat Trouser Paul Stuart Shetland Wool French Pleat Trouser
QUICK ADD +

Paul Stuart

Shetland Wool French Pleat Trouser

$625.00 $436.75 $183.43
  • Clearance 70% Off - Final Sale
Paul Stuart Barcelona Leather Boot Paul Stuart Barcelona Leather Boot
QUICK ADD +

Paul Stuart Footwear

Barcelona Leather Boot

$625.00 $436.75 $183.43
  • Clearance 70% Off - Final Sale
Paul Stuart Quilted Wool Jacket Paul Stuart Quilted Wool Jacket
QUICK ADD +

Paul Stuart

Quilted Wool Jacket

$2,295.00 $1,606.75 $674.83
  • Clearance 70% Off - Final Sale
Paul Stuart Reindeer & Snowflake Turtleneck Paul Stuart Reindeer & Snowflake Turtleneck
QUICK ADD +

Paul Stuart

Reindeer & Snowflake Turtleneck

$765.00 $534.75 $224.59
  • Clearance 70% Off - Final Sale
Paul Stuart Brushed Cotton Plain Front Newton Pant Paul Stuart Brushed Cotton Plain Front Newton Pant
QUICK ADD +

Paul Stuart

Brushed Cotton Plain Front Newton Pant

$445.00 $310.75 $130.51
  • Clearance 70% Off - Final Sale
Paul Stuart Ski Motif Quarter Zip Sweater Paul Stuart Ski Motif Quarter Zip Sweater
QUICK ADD +

Paul Stuart

Ski Motif Quarter Zip Sweater

$875.00 $611.75 $256.93
  • Clearance 70% Off - Final Sale
Paul Stuart Flannel Plaid Sport Shirt Paul Stuart Flannel Plaid Sport Shirt
QUICK ADD +

Paul Stuart

Flannel Plaid Sport Shirt

$350.00 $244.75 $102.79
  • Clearance 70% Off - Final Sale
Paul Stuart Wool Plaid Overshirt Paul Stuart Wool Plaid Overshirt
QUICK ADD +

Paul Stuart

Wool Plaid Overshirt

$575.00 $402.75 $169.15
  • Clearance 70% Off - Final Sale
Paul Stuart Cotton Flannel Plaid Sport Shirt Paul Stuart Cotton Flannel Plaid Sport Shirt
QUICK ADD +

Paul Stuart

Cotton Flannel Plaid Sport Shirt

$295.00 $205.75 $86.41
  • Clearance 70% Off - Final Sale
Paul Stuart Brushed Newton Trouser Paul Stuart Brushed Newton Trouser
QUICK ADD +

Paul Stuart

Brushed Newton Trouser

$445.00 $310.75 $130.51
  • Clearance 70% Off - Final Sale
Paul Stuart Flannel Plaid Sport Shirt Paul Stuart Flannel Plaid Sport Shirt
QUICK ADD +

Paul Stuart

Flannel Plaid Sport Shirt

$350.00 $244.75 $102.79
  • Clearance 70% Off - Final Sale
Paul Stuart Brushed Cotton Plain Front Newton Pant Paul Stuart Brushed Cotton Plain Front Newton Pant
QUICK ADD +

Paul Stuart

Brushed Cotton Plain Front Newton Pant

$445.00 $310.75 $130.51
  • Clearance 70% Off - Final Sale
New
Paul Stuart Boston Leather Derby Paul Stuart Boston Leather Derby
QUICK ADD +

Paul Stuart Footwear

Boston Leather Derby

$325.00
Paul Stuart Puffer Jacket Paul Stuart Puffer Jacket
QUICK ADD +

Paul Stuart

Puffer Jacket

$1,995.00 $1,396.75 $586.63
  • Clearance 70% Off - Final Sale
Paul Stuart Wool & Cashmere Shawl Collar Sweater Paul Stuart Wool & Cashmere Shawl Collar Sweater
QUICK ADD +

Paul Stuart

Wool & Cashmere Shawl Collar Sweater

$1,475.00 $1,031.75 $433.33
  • Clearance 70% Off - Final Sale
New
Paul Stuart Boston Leather Derby Paul Stuart Boston Leather Derby
QUICK ADD +

Paul Stuart Footwear

Boston Leather Derby

$325.00
Paul Stuart Diamond Quilted Vest Paul Stuart Diamond Quilted Vest
QUICK ADD +

Paul Stuart

Diamond Quilted Vest

$1,075.00 $752.75 $316.15
  • Clearance 70% Off - Final Sale
Paul Stuart Gingham Check Twill Sport Shirt Paul Stuart Gingham Check Twill Sport Shirt
QUICK ADD +

Paul Stuart

Gingham Check Twill Sport Shirt

$395.00 $275.75 $115.81
  • Clearance 70% Off - Final Sale
Paul Stuart Classic Five-Pocket Corduroy Trouser Paul Stuart Classic Five-Pocket Corduroy Trouser
QUICK ADD +

Paul Stuart

Classic Five-Pocket Corduroy Trouser

$450.00 $314.75 $132.19
  • Clearance 70% Off - Final Sale