One Size Doesn't Fit All
All measurements are in inches and reflect body measurements. If you are in between sizes, size up for comfort. Got questions? Email us at info@freeflyapparel.com.
Men
Women
Toddler
Youth
| Alpha Sizes | Numeric Sizes | Chest | Waist | Hip | Sleeve |
|---|---|---|---|---|---|
| S | 30–31 | 36–38 | 30–32 | 34–37 | 32–33 |
| M | 32–33 | 38–40 | 32–34 | 37–39 | 33–34 |
| L | 34–35 | 41–43 | 35–37 | 40–42 | 34–35 |
| XL | 36–38 | 44–46 | 38–40 | 43–45 | 35–36 |
| XXL | 40 | 47–49 | 41–43 | 46–48 | 36–37 |
| 3XL | 50–52 | 44–46 | 49–51 | 36–37 |
How to Measure Yourself
-
CHEST
Measure circumference from the widest part around chest, about 1” down from armpit.
-
SLEEVE
With arm slightly bent, measure from center back neck to shoulder, down arm to wrist bone.
-
TRUE WAIST
Measure around your natural waist, narrowest part of your torso.
-
HIP
Measure around the fullest part of your hips.
Free Returns & Exchanges
If you try it and it doesn't fit, no problem. Returns and exchanges are free and easy. Learn More
Men's Tradewind Short
Why You'll Love It
Feels like sweats, looks like you tried. The Tradewind Short combines the best of both worlds—a timeless chino fit and a super soft, organic cotton blend finished with DWR for unbeatable comfort in hot, humid, and near-the-water destinations. Perfect for travel, golf, or casual everyday wear, it’s packed with freedom-granting stretch that won’t hold you back. Pair it with our Elevate Polo when you’re meeting buddies on the course, or try it with the Motion Tee for a go-to weekend look.
One Size Doesn't Fit All
All measurements are in inches and reflect body measurements. If you are in between sizes, size up for comfort. Got questions? Email us at info@freeflyapparel.com.
Men
Women
Toddler
Youth
| Alpha Sizes | Numeric Sizes | Chest | Waist | Hip | Sleeve |
|---|---|---|---|---|---|
| S | 30–31 | 36–38 | 30–32 | 34–37 | 32–33 |
| M | 32–33 | 38–40 | 32–34 | 37–39 | 33–34 |
| L | 34–35 | 41–43 | 35–37 | 40–42 | 34–35 |
| XL | 36–38 | 44–46 | 38–40 | 43–45 | 35–36 |
| XXL | 40 | 47–49 | 41–43 | 46–48 | 36–37 |
| 3XL | 50–52 | 44–46 | 49–51 | 36–37 |
How to Measure Yourself
-
CHEST
Measure circumference from the widest part around chest, about 1” down from armpit.
-
SLEEVE
With arm slightly bent, measure from center back neck to shoulder, down arm to wrist bone.
-
TRUE WAIST
Measure around your natural waist, narrowest part of your torso.
-
HIP
Measure around the fullest part of your hips.
Free Returns & Exchanges
If you try it and it doesn't fit, no problem. Returns and exchanges are free and easy. Learn More
UPF 50+ Sun
Protection
Quick-Dry
Moisture-Wicking
- Andrew W.Verified BuyerRated 5 out of 5 stars3 minutes agoReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 30Great everyday shorts
Bought these for my son after I bought a pair for myself and enjoyed them. He is going to get good wear out of these shorts.
What is your height? 5'10-6'0What is your weight? 120-140What size did you purchase? 30For what activity do you recommend this product? Casual Wear, Travel - John T.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Cement Cement / 30Awesome
Fit great. Bought several colors
What is your height? 6'1-6'3What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Travel - John T.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 30Awesome
Well made. Very comfortable. Soft pockets. Right about of flex
What is your height? 6'1-6'3What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Travel - John T.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Smoke Smoke / 30Awesome Shorts
Great. Bought in several colors. Fit great. Very comfortable
What is your height? 6'1-6'3What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Travel, Casual Wear - John T.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Smoke Smoke / 32Awesome
Great shorts. Bought several colors.
What is your height? 6'1-6'3What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Travel - John T.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 30Great
Bought several colors
What is your height? 6'1-6'3What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Work - John T.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Chestnut Chestnut / 32Fits Great
Super soft and comfortable. Bought several colors
What is your height? 6'1-6'3What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Travel - Daniel K.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 34Nice shorts
Nice shorts and a nice material
What is your height? 5'10-6'0What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear