3.7 / 5.0
189 Reviews
5 Stars
4 Stars
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1 Star
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Runs Large
Y Front Midway Could be Longer
The staycool midways finally bring the Y front to a midway that comes up a little short in the back. They do start to loose their shape on me after a full day of activity. After wearing for an hour I can get them up in the back far enough to stay put. The cotton feel from these is amazing, so much softer than my last set of pouch midways. If they would lengthen the legs on these I would move exclusively to this model. Ones that are not use to the Y front be mindful of where everything sits.
May 10, 2011
These actually kept me warm
I don't typically wear long midway briefs like this but I needed something to wear under my running pants. These offer a good range of motion and held their shape well (don't ride up or stretch out) and despite the name Staycool, keep me warm during frigid Wisconsin mornings in winter. They felt cool like the t-shirts when I first put them on but after a workout I could feel a noticable difference on my upper leg muscles (they weren't ice cold). I actually felt warmer (never had any running gear do this before).

Quality seems pretty good after a couple long runs and washings. Wish these came in a brief as well, as I won't be wearing these come summer.
March 7, 2011
Comfortable and Cooler!
Summers are HOT here in AZ! So, underwear that can keep you cooler is definitely a winner. While there are many other wicking undies on the market (mostly utilizing microfiber), these underwear are 100% COTTON and therefore much more comfortable to me than the others. With normal shrinkage...these midways are more like boxerbriefs than midways...but this is not a problem for me. My only complaint- I would prefer regular rise vs low rise with these midways(similar to the pouch midways I wear in the winter time).
Improved fit, but poor waist band!
I bought a three pack with a store credit from a department store when these were first introduced a couple years ago. . . they didn't hold the shape, etc. Then a buddy I officiate with was wearing them in our locker room and said they work great for him. I tried again. The fit and support is much improved. . . but now the waist band is poor. It shrivels and shrinks up after a couple washing trips or so. Very disappointed. I was all up for the Coopers version as I heard they have a better waist band, and they are no longer available. Darn. Waste of money for this waist. . .
December 23, 2013
June 3, 2013
Finally a Y Front Midway
I thought Jockey had a product in Midways (the only Jockey fit that is not really a trunk or very short boxer brief) that had a Y front that wouldn't stretch out. Not so. I'm athletic with a healthy upper thigh and backside. They were a good fit for a couple hours before losing shape. . . they even stretched too much in the crotch for no reason, just walking and wear. How about some support instead of excess stretch? Will continue wearing Go Mesh for comfort and support---how about a model with a FLY?
April 11, 2011
Real Disappointment
I only have the Jockey Brand in my underwear draw and nothing else.But there will be no staycool midway boxers in that draw. I will keep my GO Stretch Classics, 3D Innovations, Sport Performance Midway Boxers ONLY. All these are extra comfortable and keep their shape. But totally
disappointment with the staycool midway boxers.
August 27, 2011
Bad product
I wear the original mid-way friefs every day, and love them. I thought these might help keep a little cooler in warm months. I never had the chance to try them now that it is warm because they fit so terrible. The lenght in the leg is not the same, lenght in the seat is not the same, material stretches out and feel like wearing a boxer not a brief. Over all cut is much smaller. and way over priced. Jockey needs to take these of the market. If Im going to pay that much for underwear I might as well buy UnderArmour.
April 19, 2011
Not up to Jockey's standards
These boxers have the feel of cheap FTL's or Hanes boxer-briefs. I felt no cooling sensation and after an hour of wear the fabric was not even touching my skin because they were so stretched out. The fit is way too large. I really like Jockey but I was really disappointed with the quality of this product.
July 21, 2011
September 14, 2011

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Browse 9 questions Browse 9 questions and 69 answers
Why did you choose this? Store
Karen Z on May 20, 2017
Husband loves them.
Dawn G on Apr 8, 2017
Karen Z on May 20, 2017
Great value for workout shorts
Micah H on Apr 13, 2017
Husband loves them.
Dawn G on Apr 8, 2017
The long legs
Debbie J on Jan 28, 2017
to be hot
Keith V on Dec 6, 2016
always buy jockey for quality
Eugene S on Nov 28, 2016
fit and comfort
John P on Oct 19, 2016
sale price
Marques B on Oct 8, 2016
Anmar A on Jul 16, 2016
Price is very reasonable
Wayne B on Jun 17, 2016
I like the fit and feel
Hilary M on Jun 17, 2016
I wanted to see how they fit.
Louis M on Apr 30, 2016
fits great and works for me
E D on Apr 14, 2016
Jamel L on Apr 13, 2016
pamela b on Apr 11, 2016
prella hollie h on Mar 29, 2016
Just to try
Robert B on Mar 20, 2016
why don't you carry this anymore ?
D A on Mar 14, 2016
Everyday wear
Barton P on Mar 6, 2016
good price
David K on Feb 14, 2016
It's what my husband wears and they were on sale
Mary E on Feb 7, 2016
fit, style, and comfort.
william w on Jan 30, 2016
Son requested
Melissa C on Jan 15, 2016
the hold true to the sales pitch - they keep me cool
robert h on Jan 15, 2016
PHYLLIS D on Dec 31, 2015
They are very comfortable to wear!!!
David C. L on Dec 31, 2015
been using this style for several years. Very comfy.
Sam K on Dec 30, 2015
I wanted to try the Y-front fly.
Michelle B on Nov 25, 2015
great for working out in the gym
Mark H on Nov 25, 2015
On sale.
Tulio Q on Nov 24, 2015
my husband always like this style and brand
Sylvia G on Nov 22, 2015
Sonia F on Nov 22, 2015
my son likes the stay cool fabric for working in 95 degree weather
Margaret B on Nov 22, 2015
There Jockey
Mrquest1 on Nov 21, 2015
to see if they were more comfortable than the adidas brand we purchased earlier.
Kandi T on Nov 21, 2015
Ronnie C on Nov 21, 2015
Very comfortable.... and ON SALE
Douglas H on Nov 21, 2015
the fit and inseam
Derrell E on Nov 20, 2015
Louise T on Nov 20, 2015
good price
D E on Nov 20, 2015
SKIP S on Nov 19, 2015
Never had the stay cool brief looks to be very comfortable at a good price
Kenneth S on Nov 19, 2015
basically free
Benjamin L on Nov 18, 2015
Because I like the quality of Jockey brand.
James F on Nov 18, 2015
Excellent price and neeed Midway cotton comfort
Tj T on Nov 18, 2015
Great fit and quality! Best Brand on the market.
SCOT G on Nov 18, 2015
For my son
M I on Nov 18, 2015
Great price and great fit!
J A on Nov 18, 2015
Radcliffe F on Nov 18, 2015
Because of the quality of Jockey men's underwear and the price.
Lucia C on Nov 18, 2015
Great value for workout shorts
Micah H on Apr 13, 2017
The long legs
Debbie J on Jan 28, 2017
Where are they made?
Vincent C on Oct 14, 2017
Jockey® Staycool Midway® Brief - 3 Pack
Jockey® Staycool Midway® Brief - 3 Pack
Jockey® Wild Woods Trunk
Jockey® Wild Woods Trunk
Jockey® Seamless Waistband Midway® Brief - 2 Pack
Jockey® Seamless Waistband Midway® Brief - 2 Pack
Jockey® Low-Rise Cotton Stretch Trunk - 2 Pack
Jockey® Low-Rise Cotton Stretch Trunk - 2 Pack
Jockey® The Great Lakes Solid Brief
Jockey® The Great Lakes Solid Brief
BEST ANSWER: Hi, Thank you for your inquiry. Because our products are made in multiple countries, we have no way of guaranteeing (or in many cases identifying) a country of origin for any product you may purchase. Thank you and have a good day.
When will this item be back in stock?
Seth B on May 16, 2016
BEST ANSWER: Hi Seth, the staycool Midway Brief went through a slight redesign and is better then ever. The new style number is 8852 and can be found at the following link:
Are these a "mesh" or solid fabric?
A shopper on Nov 25, 2015
BEST ANSWER: Thank you for your question. Our Staycool Collection features a "solid" fabric design and does not feature a mesh offering. Hope this helps!
Opening for fly?
A shopper on Jul 9, 2015
BEST ANSWER: Thank you very much for your question regarding our Jockey Staycool Midway Brief. This style features our traditional inverted Y fly, with an opening on the right hand side. Hope this helps.
How long are these midway briefs? I prefer longer, under armour has 9" ones that work good.
Tyler C on Apr 6, 2015
BEST ANSWER: Thank you for your question! Our Jockey Staycool Midway Brief features an inseam of eight inches. Hope this helps!
Are these traditional/classic rise or low rise?
Bruslaguna on Mar 27, 2015
BEST ANSWER: Thank you for your question! Our Jockey Staycool Midway Brief features the traditional full rise waistband you’ve come to love from Jockey. If you had any other questions about this or any other Jockey style, please do not hesitate to ask!
Why does it say "in stock" but when you try to add it to my bag it says "item not available"?
A shopper on Mar 22, 2015
BEST ANSWER: I'm sorry that inventory in our Stay Cool Athletic Midway has been depleted.

I checked with our inventory planner, and she expects to have stock replenished within the next four weeks, but it could be sooner.

Please rest assured that we're learning from this situation. We carefully track consumer demand for each out-of-stock product to help us create better forecasts. This does a lot to help ensure that we won't run out like this again.
why can‘t buy it?
A shopper on Mar 16, 2015
BEST ANSWER: I wish we could have found more people like you, who enjoyed our Stay Cool Athletic Midway. It was, alas, discontinued due to poor sales performance. I ran a quick scan on inventory in our warehouse and our outlet stores (sometimes we can find discontinued products there). But no luck: there's not a single piece to be found. Sorry about that.

I wish I could refer you to something else, but unfortunately, we have nothing else quite like it. It was unique (which no doubt also explains your determination to find it amid our array of other products).
Meanwhile, we will pass your feedback on to our merchandising and sales staff as products are often brought back when consumer demand is great enough.