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Running Through the Windy City: Chicago Marathon History, Tips, and Gear Every Runner Needs

Running Through the Windy City: Chicago Marathon History, Tips, and Gear Every Runner Needs

The Chicago Marathon is one of the six Abbott World Marathon Majors—and for good reason. Known for its flat, fast course and legendary crowd support, the Chicago Marathon draws tens of thousands of runners from around the world to the streets of the Windy City each October.

Whether you're training for your first marathon or you're a seasoned 26.2-mile vet, preparing for Chicago is as much about soaking in the history as it is about pacing your miles. And of course, there’s no better way to celebrate than with marathon-inspired gear that honors your journey.

A Brief History of the Chicago Marathon

The first Chicago Marathon was held in 1977, starting with fewer than 5,000 runners. Fast forward to today, and it’s now one of the world’s premier marathons, with over 45,000 participants each year and millions lining the streets to cheer them on.

What makes Chicago special?

  • A fast, flat course that weaves through 29 neighborhoods
  • Unbeatable crowd energy and iconic city views
  • A reputation for PRs and first-time finishers alike

Runners pass landmarks like Grant Park, the Magnificent Mile, and the Willis Tower, all while feeling the heartbeat of the city under their feet.

Tips for Running the Chicago Marathon

Whether you’re aiming for a PR or just want to finish with a smile, here are a few Chicago-specific tips to get you across the finish line:

1. Train for the Weather
Chicago in October is unpredictable—expect anything from crisp 40s to humid 70s. Practice running in variable temps and plan race-day gear accordingly.
2. Mind the Crowds
With tens of thousands of runners, the early miles can be tight. Start smart, stay relaxed, and don’t weave too much. The course opens up quickly.
3. Take Advantage of the Flat Course
Chicago’s lack of hills makes it perfect for negative splits. Hold steady in the first half, then turn it up when the legs are ready.
4. Use Landmarks as Mental Checkpoints
From Boystown to Chinatown, break the race into sections based on neighborhoods to stay mentally fresh.
5. Celebrate Your Journey
After crossing the finish line, don’t just grab a banana and head home—commemorate the achievement! Every step deserves to be remembered.

Show Off Your Chicago Marathon Pride

Once you’ve trained, run, and conquered the Windy City streets, it’s time to celebrate in style. Our Chicago Marathon Collection has everything you need to remember the race that made you fall in love with running all over again.

Chicago Race Tees

Soft, breathable, and designed to inspire. These aren’t just shirts—they’re wearable finish lines.

Shop Tees ›

Performance Running Socks

Your feet did the hard work—treat them to comfort and marathon-worthy style.

Shop Socks ›

Race Bib & Medal Frames

Turn your bib and medal into framed art you’ll treasure for years. Every runner’s story deserves to be displayed.

Shop Frames ›

Whether It’s Your First or Fastest – Run it. Frame it. Wear it.

The Chicago Marathon isn’t just a race—it’s a rite of passage. Make every mile count and every memory last with gear that tells your 26.2-mile story. From the start line in Grant Park to the celebration after, Gone For a Run is with you every step of the way.

Explore the full Chicago collection here:

Chicago Marathon Gifts & Gear

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