ChatGPT SearchOct 7, 2026
If you mean men’s dress shirts, my top pick is Proper Cloth.
Ledbury White Signature Fine Twill Custom Shirt
$175.00
My ranking
| Service | Best for | Typical price | Why I’d choose it |
|---|---|---|---|
| Proper Cloth |
Data as of Oct 7, 2026A topic in Online Custom Tailored Menswear.
Reviewed by Dimitry Apollonsky
Mentioned in · Jul 6 – Oct 7, 2026
ChatGPT SearchOct 7, 2026
If you mean men’s dress shirts, my top pick is Proper Cloth.
$175.00
| Service | Best for | Typical price | Why I’d choose it |
|---|---|---|---|
| Proper Cloth |
Google AI ModeSep 20, 2026
I need to find a website where I can order dress shirts that are custom made-to-measure. Which ones are recommended?
Where is the best place to buy custom dress shirts online that are made to my measurements?
| Best overall |
| ~$125–$200+ |
| Excellent fit system, huge fabric/style selection, strong remake guarantee |
| MTailor | Easiest measuring | From ~$69 | Uses your phone to measure you; excellent if you hate taking measurements |
| Ledbury Custom | Premium fabrics/style | ~$135–$175 | Particularly good-looking traditional American dress shirts |
| Black Lapel | More luxurious MTM | ~$150+ | Strong customization and a more traditional tailoring orientation |
| Ratio | Tech-forward custom fit | ~$100–$200 | Good balance of online convenience and customization |
Why Proper Cloth wins: its system builds a custom size around numerous shirt dimensions rather than simply putting you into an S/M/L template. It lets you fine-tune measurements in 0.1-inch increments, save your shirt profile, and order future shirts without starting over. Most importantly, its Perfect Fit Guarantee means they'll alter or remake the shirt if the initial fit isn't right.
It also has an unusually broad range of collars, cuffs, fabrics, pockets and other details, with shirts currently starting around $125.
Proper Cloth now has a Chicago showroom, where you can have a fit expert measure you in person in about 30 minutes. They then save those measurements to your online account, so subsequent shirts can be ordered entirely online. Their current listed custom-shirt price starts at $125, with delivery generally under two weeks.
That makes Proper Cloth especially compelling: get measured once professionally, then order custom shirts online forever.
If convenience is your priority, MTailor is very interesting. Its app measures you using your phone, and shirts start at $69. It offers a 90-day perfect-fit guarantee with free remakes/returns.
So my recommendation is:
Best quality + customization: Proper Cloth
Best easiest/cheapest entry: MTailor
Best premium traditional look: Ledbury / Black Lapel
Best overall for someone in Chicago: Proper Cloth, with the showroom fitting
If you tell me your budget (e.g. <$100, $100–150, $150–250, $250+) and whether you prioritize fit, fabric quality, or ease of ordering, I can narrow this down to the best 2–3 services for you.
The consensus among menswear critics, style publications, and consumer reviews widely points to Proper Cloth as the best overall online service for custom, made-to-measure dress shirts.
However, the "best" service actually depends on your budget and how you prefer to get measured. The top online custom shirtmakers break down as follows:
If you want to narrow this down, let me know: