Small Lake – Skokie Valley Bikeway loop from Fort Sheridan

If you're looking to log some serious miles on a smooth, mostly flat surface, the Small Lake – Skokie Valley Bikeway loop from Fort Sheridan is a solid choice. This moderate touring cycling route covers 26.9 miles (43.2 km) with a gentle 422 feet (128 metres) of elevation gain, taking about 2 hours and 31 minutes. It's perfect for cyclists who enjoy connecting paths and appreciate a mix of open trail and scenic lakeside views, making it one of the best cycling routes near Fort Sheridan for distance.

What to expect on Small Lake – Skokie Valley Bikeway loop from Fort Sheridan

The route offers a tale of two trails. Much of the Skokie Valley Trail is a well-maintained, smooth asphalt path, notably straight and flat, making it easy to maintain consistent speeds. While some sections run beneath power lines with commercial views, the southern part can be lined with trees, and you might spot rabbits, deer, or hawks. The real scenic highlight comes with the loop's connection to Fort Sheridan Forest Preserve and Openlands Lakeshore Preserve, where you'll find more natural beauty and likely glimpses of Lake Michigan. This relatively gentle gradient makes it ideal for touring cyclists looking for a relaxed, long-distance ride rather than a strenuous climb.

Planning your visit

This loop is easily accessible, with parking available at Fort Sheridan. While the Skokie Valley Trail itself is largely straightforward, be aware of several major road crossings that are generally well-marked with crosswalks; always exercise caution. The trail is suitable for most of the year, but spring and fall offer pleasant temperatures for cycling. Remember to bring enough water, especially on warmer days, as amenities might be sparse on certain sections of the Skokie Valley Trail.

Trail details

• Distance: 26.9 miles (43.2 km)
• Elevation gain: 422 feet (128 metres)
• Difficulty: moderate
• Estimated time: 2 hours and 31 minutes