Low 1 | Chicago

Low 1 Chicago features white and red Italian distressed leather, red cotton laces, and a durable cushioned sole.

Regular price $199.99 Sale price $60.00
70% OFF
Color: Men's / Chicago

Color
Size: 5

Size

size

Size Guide
size ×

Size Guide

Premium Italian-leather sneakers, German-army-trainer styles, drivers and loafers.

Available in whole sizes only. Wear a half size? Most customers size up for the perfect fit.

Women's Sneakers

US Women EU UK Foot Length (cm) Foot Length (in) Foot Width (cm)
5 35 3.5 22.8 9.0 7.60
6 36 4.5 23.5 9.3 7.75
7 37 5.5 24.1 9.5 7.90
8 38 6.5 24.8 9.8 8.05
9 39 7.5 25.4 10.0 8.20
10 40 8.5 26.0 10.2 8.35
Whole sizes only. If between sizes, size up. Leather molds to foot over time.

Men's Sneakers

US Men EU UK Foot Length (cm) Foot Length (in) Foot Width (cm)
5 38 4.5 25.5 10.0 8.25
6 39 5.5 26.2 10.3 8.40
7 40 6.5 26.8 10.6 8.55
8 41 7.5 27.5 10.8 8.70
9 42 8.5 28.2 11.1 8.85
10 43 9.5 28.8 11.3 9.00
11 44 10.5 29.5 11.6 9.15
12 45 11.5 30.2 11.9 9.30
13 46 12.5 30.5 12.0 9.45
14 47 13.5 31.8 12.5 9.60
15 48 14.5 31.8 12.5 9.60
Standard D width on most sneakers. Removable molded footbed, rubber-EVA outsole, 3mm heel drop on classic low sneakers.

Fit by Style

Low sneaker
Streamlined, slightly narrow toe box.
Whole sizes only.
Half size → size up.
GAT / army trainer
A bit more structured in the forefoot.
Between sizes → usually size up.
Leather/suede molds over time.
Driver
Hand-stitched slip-on.
Wear thin/no-show socks.
Soft suede stretches with wear.
Loafer
Dress-shoe logic: often ~1 size down from athletic sneakers.
Snug out of the box is normal.
Leather relaxes after break-in.
Wide / orthopedic
Wider toe box, orthotic footbed.
Good for swelling / plantar fascia discomfort.
Still whole sizes only.
Boots
Thick socks? Go up if between sizes.
Ankle should be snug, toes not cramped.
Check each product note.
Different uppers and lasts fit differently — always check the individual product's fit note before ordering.

How to Measure

  • Place a sheet of paper against a wall on a hard floor.
  • Stand naturally, heel against the wall, weight on the foot.
  • Mark the tip of the longest toe (big toe or second toe).
  • Measure wall → mark in cm; repeat for the other foot.
  • Use the larger foot to pick your size.
  • Wear the socks you'll actually use with the shoes.
  • Measure later in the day — feet swell slightly by evening.
  • Whole size only: if you're between sizes, size up.
Removable insoles mean you can add custom orthotics, but sizing should still be based on bare/socked foot length.

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Low 1 | Chicago

Low 1 | Chicago

Low 1 Chicago features white and red Italian distressed leather, red cotton laces, and a durable cushioned sole.

Old school materials coupled with modern techniques bring the Low 1 to a space of its own. Its elevated design looks great, while the unique material usage makes it comfortable from the moment you put them on.

  • Upper: Premium 3oz full-grain Italian leather, delivering unmatched softness and durability.
  • Outsole: C—Base™ technology combines high-traction rubber with lightweight EVA, delivering a steady grip while absorbing impact for lasting comfort.
  • Custom Footbed: Removable molded insole wrapped in anti-bacterial textile for enhanced comfort and freshness.
  • Lining: Luxurious organic Italian textile, designed for all-day breathability and effortless wear.
  • Counters: Reinforced with 3oz full-grain calfskin leather from Italy.
  • Laces: Crafted from premium organic Italian cotton.
  • Fit: True to size. This style is available in whole sizes only and runs true to size. Wear a half size? Most customers size up for the perfect fit.
  • Comfort: High
  • Width: Standard (D)
  • Weight: 11.4 oz
  • Heel Drop: 3mm
  • Product Care: Keep your shoes looking their best: Brush off dirt with a dry cloth or soft brush, then clean gently with a damp cloth and Oliver Cabell Premium Shoe Cleaner. Avoid machine washing. Store with wooden shoe trees to maintain shape, and finish with Oliver Cabell Repel Spray for lasting protection.