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

*Learn how to find your true waist below.

Please find inseam length on specific product detail page.

Select Your Size

How to Measure Yourself

Use the guide below with a fabric tape measure to find your measurements.

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

Brooks has 32" waist wearing size 32

final sale

Men's Tradewind Short

Name: Men's Tradewind Short - Sandbar
Brand: Free Fly Apparel
Price: 28.0 USD
Availability: InStock
Rating: 4.7 (224 reviews)

$28 ~~$88~~

4.7

Rated 4.7 out of 5 stars

224

$28 ~~$88~~

Not eligible for return or exchange

Size

If you're in between sizes, we recommend sizing down

Hurry! Only 114 left in stock!

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

*Learn how to find your true waist below.

Please find inseam length on specific product detail page.

Select Your Size

How to Measure Yourself

Use the guide below with a fabric tape measure to find your measurements.

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

Materials & Care

Material Description: Ultra-soft, stretch woven with DWR
Material Contents: 73% Repreve Polyester / 19% Organic Cotton / 8% Spandex + DWR
Fabric Weight (GSM): 150

Features

• Soft to the touch thanks to an organic cotton blend
• UPF 50+ offers serious sun protection
• Fixed waist will belt loops
• Button closure with zipper fly
• Chino-style hand pockets
• Back drop-in pockets for stashing phone, wallet, or keys

Size & Fit

True to size with added stretch that moves with you
Classic chino fit
Straight leg
7.5” Inseam / 18.5” Outseam

Shipping & Returns

Free standard shipping on all orders $150+
Free 30-day returns and 60-day exchanges on U.S. orders for unwashed, unworn items.
Final sale styles are not eligible for return or exchange.
Send gifts wrapped by adding on gift wrap at cart. We also offer free gift messaging.

Tradewind Short

4.7

Rated 4.7 out of 5 stars

Based on 224 reviews

Total 5 star reviews: 196 Total 4 star reviews: 9 Total 3 star reviews: 8 Total 2 star reviews: 4 Total 1 star reviews: 7

FitRated 0.2 on a scale of minus 2 to 2

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224 reviews

Sort

Mark O.
Verified Buyer
Rated 5 out of 5 stars
4 minutes ago
Reviewing
Men's Tradewind Short - Vintage Khaki Vintage Khaki / 34
Tradewind
Nice shorts. Good weight and fit.
Was this helpful?
What is your height? 5'10-6'0
What is your weight? 160-180
What size did you purchase? 34
For what activity do you recommend this product? Casual Wear
Glenn D.
Verified Buyer
Rated 5 out of 5 stars
22 hours ago
Reviewing
Men's Tradewind Short - Slate Blue Slate Blue / 36
Shorts 2
Fits perfectly
Was this helpful?
What is your height? 5'7-5'9
What is your weight? 180-200
What size did you purchase? 36
For what activity do you recommend this product? Casual Wear
Glenn D.
Verified Buyer
Rated 5 out of 5 stars
22 hours ago
Reviewing
Men's Tradewind Short - Smoke Smoke / 36
Shorts
Fits perfectly.
Was this helpful?
What is your height? 5'7-5'9
What is your weight? 180-200
What size did you purchase? 36
For what activity do you recommend this product? Casual Wear
John T.
Verified Buyer
Rated 5 out of 5 stars
Yesterday
Reviewing
Men's Tradewind Short - Smoke Smoke / 34
Great shorts
Well made. Great material. Soft pockets.
Was this helpful?
What is your height? 6'1-6'3
What is your weight? 180-200
What size did you purchase? 34
For what activity do you recommend this product? Casual Wear
Jackson W.
Verified Buyer
Rated 4 out of 5 stars
Yesterday
Reviewing
Men's Tradewind Short - Cement Cement / 34
Overall, very nice
They're soft, and overall really confortable, but they are a little tight around my legs, so they run a little small
Was this helpful?
What is your height? 5'10-6'0
What is your weight? 180-200
What size did you purchase? 34
For what activity do you recommend this product? Casual Wear, Fishing
Gerald P.
Verified Buyer
Rated 5 out of 5 stars
2 days ago
Reviewing
Men's Tradewind Short - Vintage Khaki Vintage Khaki / 36
Shorts
Perfect length, great color
Was this helpful?
What is your height? 6'1-6'3
What is your weight? 180-200
What size did you purchase? 36
For what activity do you recommend this product? Casual Wear
Brandi B.
Verified Buyer
Rated 5 out of 5 stars
1 week ago
Reviewing
Men's Tradewind Short - Vintage Khaki Vintage Khaki / 32
Love love love
Best shorts
Was this helpful?
What is your height? 6'1-6'3
What is your weight? 140-160
What size did you purchase? 32
For what activity do you recommend this product? Casual Wear, Travel, Fishing
Brandi B.
Verified Buyer
Rated 5 out of 5 stars
1 week ago
Reviewing
Men's Tradewind Short - Cement Cement / 32
Great shorts
Love how they wear don’t wrinkle
Was this helpful?
What is your height? 6'1-6'3
What is your weight? 140-160
What size did you purchase? 32
For what activity do you recommend this product? Casual Wear, Fishing, Travel

Alpha Sizes	Numeric Sizes	Bust	Waist	Hip
XS	0–2	32–33	25–26	35–36
S	4–6	34–35	27–28	37–38
M	8–10	36–37	29–30	39–40
L	12–14	38 1/2–40	31 1/2–33	41 1/2–43
XL	16	41 1/2–43	34 1/2–36	44 1/2–46
XXL		44 1/2–46	37 1/2–39	47 1/2–49

US Size	Height (IN)	Weight (LB)
2T	33–36	27–30
3T	36–39	30–34
4T	39–42	34–38
5T	42–44	38–44

US Size	Height (IN)	Weight (LB)
XS/6–7	45–48	45–50
S/8–9	49–52	51–65
M/10–12	53–57	66–80
L/13–14	58–62	81–95
XL/15–16	63–66	96–110

Alpha Sizes	Numeric Sizes	Bust	Waist	Hip
XS	0–2	32–33	25–26	35–36
S	4–6	34–35	27–28	37–38
M	8–10	36–37	29–30	39–40
L	12–14	38 1/2–40	31 1/2–33	41 1/2–43
XL	16	41 1/2–43	34 1/2–36	44 1/2–46
XXL		44 1/2–46	37 1/2–39	47 1/2–49

US Size	Height (IN)	Weight (LB)
2T	33–36	27–30
3T	36–39	30–34
4T	39–42	34–38
5T	42–44	38–44

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