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
Final sale not eligible for return or exchange
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
- John G.Verified BuyerRated 3 out of 5 stars5 days agoReviewingMen's Tradewind Short - Chestnut Chestnut / 40Pretty good
Pretty nicely cut & comfortable although I'm not a fan of the color as much as I thought I would be. It has a little more red in the brown then I care for. Very lightweight of course. I will throw them in the mix once in awhile. I have a 42/43 inch waist and the size 40 fit perfectly
What is your height? 5'10-6'0What is your weight? 240-260What size did you purchase? 40x32 - Kevin G.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Cement Cement / 38Tradewind short r
Love them comfortable and lightweight
What is your height? 5'10-6'0What is your weight? 200-220What size did you purchase? 36For what activity do you recommend this product? Casual Wear - Brandt M.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Cement Cement / 38Best shorts ever
Comfortable shorts for all day in hot weather.
What is your height? 5'10-6'0What is your weight? 240-260What size did you purchase? 38For what activity do you recommend this product? Fishing, Hiking, Work, Travel - Joseph M.Verified BuyerRated 5 out of 5 stars2 weeks agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 38Tradewinds Short
Perfect for the hot weather. Slightly more ‘dressed up’. I definitely like the number of belt loops. Keeps the waistline from sagging. Probably need another pair in a different color to fill out my wardrobe.
What is your height? 5'10-6'0What is your weight? 180-200What size did you purchase? 38For what activity do you recommend this product? Casual Wear, Fishing, Hiking, Travel - Marc I.Verified BuyerRated 5 out of 5 stars1 month agoReviewingMen's Tradewind Short - Smoke Smoke / 382nd pair
Purchased second based on the first review.
What is your height? 5'7-5'9What is your weight? 220-240What size did you purchase? 38For what activity do you recommend this product? Fishing, Casual Wear - William D.Verified BuyerRated 5 out of 5 stars1 month agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 40Trading Shorts
Look great. Fit well.
What is your height? 5'7-5'9What is your weight? 200-220What size did you purchase? 40For what activity do you recommend this product? Casual Wear - William D.Verified BuyerRated 5 out of 5 stars1 month agoReviewingMen's Tradewind Short - Sandbar Sandbar / 40Trading Shorts
Fit perfect. Look great.
What is your height? 5'7-5'9What is your weight? 200-220What size did you purchase? 40For what activity do you recommend this product? Casual Wear - daniel b.Verified BuyerRated 5 out of 5 stars1 month agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 38Incredible
Incredible shorts wish they made a five pocket pant out of this material, catering to the coastal crowd at affordable price
What is your height? 6'1-6'3What is your weight? 200-220What size did you purchase? 38x32