Heartbreak Hill Running Company

Both highly functional & down to party. Put it on your head and go about your business. 

"Halsted" is a reference to our first Chicago community hub at 2148 N Halsted St. in Lincoln Park.

Product Details:

A rubber stamp logo centers the front. On the back, is a small red embroidered heart and bartacks in black, red, and white that symbolize road, blood, & spirit, respectively. Logo-printed interior taping, nylon strap closure & plastic buckle, and a reflective "Heartbreak" word mark on the side round out the package.

90% Nylon, 10% spandex

Polka dots are timeless — a pattern woven into sport, fashion, and culture for generations. From the mountains of the Tour de France to the energy of the runway, the polka has remained bold, playful, and unmistakably iconic.

The Polka Collection reimagines this classic symbol through three unique styles that blend performance with expression. Designed to feel both fashionable and fast, this capsule celebrates movement, individuality, and confidence on the run.

Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The line that "breaks" the heart is the elevation profile of the world-famous Heartbreak Hill. Designed by runners, made for runners. Train, run long distances, or take a walk with no worries about your socks causing any discomfort. 

Product Details:

• 200 needle count
• Heel tab for no-slip
• Seamless toe
• Moisture-managing
• Y-heel construction

80% Dry-Release, 17% Nylon, 3% Spandex

Polka dots are timeless — a pattern woven into sport, fashion, and culture for generations. From the mountains of the Tour de France to the energy of the runway, the polka has remained bold, playful, and unmistakably iconic.

The Polka Collection reimagines this classic symbol through three unique styles that blend performance with expression. Designed to feel both fashionable and fast, this capsule celebrates movement, individuality, and confidence on the run.

Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The line that "breaks" the heart is the elevation profile of the world-famous Heartbreak Hill. Designed by runners, made for runners. Train, run long distances, or take a walk with no worries about your socks causing any discomfort. 

Product Details:

• 200 needle count
• Heel tab for no-slip
• Seamless toe
• Moisture-managing
• Y-heel construction
• Amber blend

80% Dry-Release, 17% Nylon, 3% Spandex

Inspired by the connection and energy that running creates, the Wildstack Collection features three runners hand in hand, displayed horizontally and mirrored to symbolize unity, momentum, and shared strength. Bold and expressive, the collection reflects the idea that while running is often an individual pursuit, growth and success are built through the support of a community. Wildstack is a reminder to move fearlessly, stay connected, and draw strength from the people running beside you. Be wild. Be courageous. Be connected.

Run Hard, Risk Heartbreak. Represent Heartbreak wherever you go. The line that "breaks" the heart is the elevation profile of the world-famous Heartbreak Hill. Designed by runners, made for runners. Train, run long distances, or take a walk with no worries about your socks causing any discomfort. 

Product Details:

• 200 needle count
• Heel tab for no-slip
• Seamless toe
• Moisture-managing
• Y-heel construction

80% Dry-Release, 17% Nylon, 3% Spandex

Inspired by the connection and energy that running creates, the Wildstack Collection features three runners hand in hand, displayed horizontally and mirrored to symbolize unity, momentum, and shared strength. Bold and expressive, the collection reflects the idea that while running is often an individual pursuit, growth and success are built through the support of a community. Wildstack is a reminder to move fearlessly, stay connected, and draw strength from the people running beside you. Be wild. Be courageous. Be connected.

Both highly functional & down to party. Put it on your head and go about your business.

Product Details:

A rubber stamp logo centers the front. On the back is a small red embroidered heart and bartacks in black, red, and white that symbolize road, blood, & spirit, respectively. Logo-printed interior taping, nylon strap closure & plastic buckle, and a reflective "Heartbreak" word mark on the side round out the package.

90% Nylon, 10% spandex

Heartbreak is the accepted risk of great love. In racing, in love, and in life, we take the risk and go big. Our motto: “Run Hard and Risk Heartbreak". Represent Heartbreak wherever you go with this everyday essential. 

The Firehouse is Heartbreak’s minimalist staple running shirt. Its lightweight wicking fabric makes you feel light & cool while you’re tackling miles. Heartbreak’s ethos of “make it matter, make it fun” is imbued in design touches throughout the garment. The name comes from our signature training run from our flagship store at Mile 20 of the Boston Marathon.

Product Details:

• Fits true to size
  
• Left chest reflective Heartbreak logo 
  
• Black, red, & white bartack stitches at the side seam represent road, blood, and spirit
  
• Reflective Heartbreak wordmark center back.
  
• Heartbreak flag logo at side seam.
  
• 90% Polyester, 10% Spandex

The Firehouse is Heartbreak’s minimalist staple long-sleeve running shirt. Its lightweight wicking fabric is perfect for tackling miles in cool weather. Thumbholes in the cuff add a little extra warmth or comfort when needed. Heartbreak’s ethos of “make it matter, make it fun” is imbued in design touches throughout the garment. The name comes from our signature training run from our flagship store at Mile 20 of the Boston Marathon. 

Product Details:

• Fits true to size
• Moisture wicking fabric
• Left chest raised Heartbreak patch
• Black, red, & white bartack stitches at the side seam represent road, blood, and spirit
• Reflective Heartbreak wordmark center back.
• Heartbreak flag logo at side seam.
• Thumbholes in the cuffs
• 90% Polyester, 10% Spandex
  

The Deerfoot 2-in-1 5” short is a combination of our two best shorts — the Deerfoot 5” Short and the Good Times Half Tight. Designed for both heavy training or post-run coffee trips, these shorts meet all your needs.

Built for comfort and performance, the lightweight outer, stretch-woven shorts feature two large zip-closure hip pockets, a zip-closure back pocket, and a drawcord for a secure fit. The internal compression shorts provide added support, coverage, and carrying capacity with large hidden pockets on each thigh.

“Deerfoot” pays homage to the origin story of Heartbreak Hill. Ellison "Tarzan" Brown, known as "Deerfoot" by his Narragansett Tribe, got out hot in the 1936 running of Boston leaving the field in the dust with a blistering pace. In the hills of Newton, the legend of the day, Johnny Kelley, gave Brown a little pat on the behind as he caught and passed him. The condescending gesture no doubt lit a fire in Brown who won back the lead while Kelley fell back to 5th. Boston Globe writer Jerry Nason dubbed the final hill of that Newton series "Heartbreak Hill" since that's where Brown ultimately broke Kelley's heart. 

Product Details:

• 5 pockets: 2 large side-seam zip pockets for personal storage on the go; 2 gel pockets built into the brief for nutrition on the run; 1 center back large pocket for a phone or personal item
• Raised Heartbreak patch at left hem.
• Red Heartbreak branded drawcord
• Heartbreak flag logo at side seam.
• Breathable mesh waistband
• Short: 94% Polyester, 6% Spandex 
• Lining: 90% Nylon, 10% Spandex

The Triple Pocket Short is our signature women’s half-tight. Designed for performance on the go, we loaded it with pockets so you can load it up with essentials. The Triple Pocket Short features large pockets on each hip for your phone, gels, sunglasses, or other quick-access necessities. Stash valuables like your credit card or keys in the secure zip pocket at the back. Its high waist and 2" inseam make it a flattering short that feels comfortable at any speed. 

Product Details: 

• 2” inseam
• High waist
• Two large hip pockets (one on each hip)
• One large zip-back pocket
• Heartbreak rubber stamp logo at left hem
• Heartbreak flag logo at right side seam
• Red internal drawcord to keep them in place
• Right pocket Black, red, & white bartack stitches represent road, blood, & spirit
• Center back reflective Heartbreak wordmark
• Heartbreak flag logo at right side seam
• Fabric content 90% nylon, 10% spandex

The Madison Short is an everyday run short built for women. Clean classic lines make this a flattering fit on a variety of body types. Its stretch woven fabirc is comfortable at every speed. This is is your new favorite short!

Product Details: 

• Large back zipper pocket 
  
• Two interior gel pockets 
• Heartbreak reflective wordmark logo on the side seam.
• Raised Heartbreak patch at left hem.
• Red Heartbreak branded drawcord

Be the first to know about restocks & new drops. Register for our Speed Shop Restock List here.

Weather-ready upper and ZoomX foam help you tackle wet, muddy terrain.
Don't let the elements stop you. Built to handle the weather, the Dragonfly XC 2 features an updated upper that reduces weight and improves comfort compared to the previous model. A ZoomX foam midsole adds a jolt of responsive cushioning. And the full-length, ultralight plate is fused to the outsole for stability and traction when tackling tough terrain.

VaporWeave upper helps keep the shoe light even when wet. It's fully connected to the stretchy tongue to help keep debris out and give you a locked-in feel.
Ultra-responsive ZoomX foam works with a lightweight plate to optimize energy return without weighing you down.
The upper is lighter than the upper on the original Dragonfly XC

More Details

• Weight: Approx. 142g (M8.5/W10)

Neutral & Racing | Medium Cushion | 6.5mm Heel Drop

Neutral & Racing | Medium Cushion |  5mm Heel Drop

Neutral & Racing | High Cushion | 8mm Heel Drop

Fine-tuned for marathon speed, the Alphafly 3 helps push you beyond what you thought possible. Three innovative technologies power your run: A double dose of Air Zoom units helps launch you into your next step; a full-length carbon fiber plate helps propel you forward with ease; and a heel-to-toe ZoomX foam midsole helps keep you fresh from start to 26.2. Time to leave your old personal records in the dust.

Energy Return for Your Marathon
Two forefoot Air Zoom units combine with ZoomX foam to store and return the energy back to you, powering every step.
Propulsive Feeling
A full-length carbon fiber plate delivers a propulsive sensation that helps you smoothly transition through every stride and tackle turns with confidence.
Cushioned Ride
Fully connected ZoomX foam creates an ultralight and cushioned feel, helping you stay fresh and comfortable from mile 1 to 26.2.
What's New About the Alphafly 3?
The Alphafly 3 is our lightest Alphafly ever, featuring a slightly wider carbon fiber plate for increased stability, a fully connected ZoomX foam midsole for smoother transitions and an all-new Atomknit upper designed for improved multidirectional containment and breathability.
Notched laces offer a secure but soft lace-up.
An integrated knit tongue with lofted padding helps alleviate lace pressure.