Trailhead Apartments Chicago

Trailhead Apartments Chicago Trailhead on the 606 is built for every type of vibrant lifestyle.

Featuring 109 apartments, a gym, amenities deck and lounge, and retail on the first and second floor, with direct access to the 606.

Five reasons to love living at Trailhead... and honestly, we could've kept going.Find your next home on the Trail. 🚲
07/14/2026

Five reasons to love living at Trailhead... and honestly, we could've kept going.

Find your next home on the Trail. 🚲

Rarely available. 🏡 We currently have one 2-bedroom, 1.5-bath townhouse, giving you a unique opportunity to enjoy two le...
07/06/2026

Rarely available. 🏡 We currently have one 2-bedroom, 1.5-bath townhouse, giving you a unique opportunity to enjoy two levels of living, all just steps from the 606.

Inquire for more info!

There’s no better place to spend the Summer Solstice than right here at Trailhead! Perched right along The 606, where bi...
06/21/2026

There’s no better place to spend the Summer Solstice than right here at Trailhead! Perched right along The 606, where biking, running, walking, and city living all come together in one of Chicago’s most active neighborhoods.

The kind of studio apartment that changes your mind about studios.Find your next home on the trail. 🚴🏡
06/11/2026

The kind of studio apartment that changes your mind about studios.

Find your next home on the trail. 🚴🏡

Outdoor dinner plans are a lot easier when is downstairs. ⛱️
05/18/2026

Outdoor dinner plans are a lot easier when is downstairs. ⛱️

With just 5 units available (3 studios and 2 one-bedrooms), spring availability is limited and moving fast! Studios are ...
05/01/2026

With just 5 units available (3 studios and 2 one-bedrooms), spring availability is limited and moving fast! Studios are currently leading the demand thanks to their unbeatable price point, making them the most sought-after option right now.

Don’t wait, schedule your tour today 🗝️

When people say they’ll miss living here, you know it’s different. ⭐️ Thank you for another 5 star review!
04/21/2026

When people say they’ll miss living here, you know it’s different. ⭐️ Thank you for another 5 star review!

Spring hits different with your own outdoor space 🌿Windows open, coffee outside, fresh air back.Balcony season is almost...
04/08/2026

Spring hits different with your own outdoor space 🌿
Windows open, coffee outside, fresh air back.
Balcony season is almost here ✨

Your home base for movement, happy hour, and everything in between! Who are you inviting first?
03/16/2026

Your home base for movement, happy hour, and everything in between! Who are you inviting first?

When your backyard just happens to be the 606 Trail. Now leasing for trail-side living. 🚴🏽‍♀️
03/04/2026

When your backyard just happens to be the 606 Trail. Now leasing for trail-side living. 🚴🏽‍♀️

Address

1744 North Western
Chicago, IL
60647

Telephone

+17732696072

Website

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