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
- JaredRated 5 out of 5 stars5 minutes agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 385 Stars
Great fit, comfort and flexibility
- MelissaRated 5 out of 5 stars6 days agoReviewingMen's Tradewind Short - Vintage Khaki Vintage Khaki / 345 Stars
Perfect length shorts. Love them.
- Stefan C.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Chestnut Chestnut / 36Excellent fit and comfort
Great colors and comfortable for athletic legs
What is your height? 5'10-6'0What is your weight? 200-220What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Hiking, Travel - Timothy L. F.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Smoke Smoke / 32Feeling casual
A go-to for the summer that fits most occasions.
What is your height? 5'10-6'0What is your weight? 140-160What size did you purchase? 33For what activity do you recommend this product? Casual Wear, Travel, Hiking - Pete G.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Cement Cement / 34Great Fit
I am 5’11” and weigh 195 lbs. I love all of Free Flies products, but the fit and comfort of these Tradewind shorts are the best yet!
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, Fishing, Hiking - Ray S.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Slate Blue Slate Blue / 36Great Shorts. Love the fabric!
Will be a staple moving forward!
What is your height? 5'7-5'9What is your weight? 200-220What size did you purchase? 36For what activity do you recommend this product? Casual Wear - David B.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Smoke Smoke / 34Great fit again
I have lost 30+ pounds and needed a 34” pair of shorts fast. Nice casual look.
What is your height? 5'7-5'9What is your weight? 180-200What size did you purchase? 34For what activity do you recommend this product? Casual Wear, Travel - Harry D.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Short - Chestnut Chestnut / 36Shorts
Good color and fit
What is your height? 5'4-5'6What is your weight? 180-200What size did you purchase? 36For what activity do you recommend this product? Casual Wear