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 Pant
Why You'll Love It
Feels like sweats, looks like you tried. The Tradewind Pant 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. An awesome choice for golf or travel, this pant is packed with freedom-granting stretch and pairs well with everything in your carry-on. Bonus points for the DWR finish that repels coffee, water, beer, or anything else you normally order from your favorite airport lounge.
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
Ultra-Lightweight Construction
Quick-Dry
UPF 50+ Sun
Protection
- John G.Verified BuyerRated 5 out of 5 stars1 week agoReviewingMen's Tradewind Pant - Sandbar Sandbar / 32x32Unfortunately…
Now I Need More of Them
I bought the Tradewind Pants thinking I was buying pants.
That was my first mistake.
Apparently I purchased some sort of socially acceptable pajama pants that can be worn to dinner, on the boat, to church, through an airport, or while pretending I have my life together.
They’re ridiculously comfortable, they actually look good, and now every other pair of pants in my closet feels like punishment.
My only complaint is financial: one pair has somehow created the need for six more.
Free Fly, if you’re reading this, I’m not asking for free pants. I’m just saying I own a charter company in Florida, pastor a church, have eight kids, and possess legs. That feels like an untapped brand partnership.
10/10. Would accidentally reorganize my entire wardrobe around them again.
What is your height? 5'10-6'0What is your weight? 180-200What size did you purchase? 32x32For what activity do you recommend this product? Casual Wear, Fishing, Hiking, Work, Travel - William W.Verified BuyerRated 5 out of 5 stars1 month agoReviewingMen's Tradewind Pant - Sandbar Sandbar / 32x30Love these pants
Bought them for Travel and for my first trip to Montana. They were perfect for the airplane and hiking. They even washed up nicely in the sink.!
They fit great and are so comfortable!
What is your height? 5'4-5'6What is your weight? 140-160What size did you purchase? 32For what activity do you recommend this product? Casual Wear, Hiking, Travel - Daniel K.Verified BuyerRated 5 out of 5 stars1 month agoReviewingMen's Tradewind Pant - Cement Cement / 34x30Fit great
These pants are perfect for the office , hanging out or fishing. I’ll never need to buy another pair of dress pants for work
What is your height? 5'7-5'9What is your weight? 180-200What size did you purchase? 34x30For what activity do you recommend this product? Casual Wear, Fishing, Hiking, Work, Travel - John S.Verified BuyerRated 5 out of 5 stars2 months agoReviewingMen's Tradewind Pant - Smoke Smoke / 34x30Perfect for travel
Love these pants - lightweight and comfy.
Wash and hang dry better than my other performance brand pants and shorts.
Great for travel - long hours on the plane , packs well and great for activities like golf and hiking,
What is your height? 5'7-5'9What is your weight? 180-200What size did you purchase? 34x30For what activity do you recommend this product? Travel - Noah R.Rated 3 out of 5 stars3 months agoReviewingMen's Tradewind Pant - Sandbar Sandbar / 30x30Almost perfect
I really like these pants but they are very slim fitting, almost skinny jean like. I'm 5'11 165lbs and do not have big legs - yet these are very snug in the thigh and calf. I received one on my last shipment that fit decent, and the other I could barely get on despite them both being the same size. Its a lovely feeling material I just wish they offered it in a more relaxed fit.
What is your height? 5'10-6'0What is your weight? 160-180What size did you purchase? 30x30For what activity do you recommend this product? Casual Wear, Fishing - Ross E.Verified BuyerRated 5 out of 5 stars4 months agoReviewingMen's Tradewind Pant - Smoke Smoke / 34x302nd pair I've bought!
These are my go too pants for travel, work, (business casual) date night and time in the boat. Love the fit and the material. Home run and I might buy the last color and have three pairs.
What is your height? 5'7-5'9What is your weight? 180-200What size did you purchase? 34x30For what activity do you recommend this product? Casual Wear, Travel, Work, Fishing - gary t.Verified BuyerRated 5 out of 5 stars5 months agoReviewingMen's Tradewind Pant - Cement Cement / 36x32Gary T
Fit great
What is your height? 5'10-6'0What is your weight? 200-220What size did you purchase? 36x32For what activity do you recommend this product? Casual Wear - gary t.Verified BuyerRated 5 out of 5 stars5 months agoReviewingMen's Tradewind Pant - Sandbar Sandbar / 36x32Gary T
Fit great
What is your height? 5'10-6'0What is your weight? 200-220What size did you purchase? 36x32For what activity do you recommend this product? Casual Wear