The Ranking

Ranked from #1 to #10. Click through any entry for the full trail page — map, elevation profile, weather forecast, and direct OpenStreetMap source link.

#1. Berryman Trail Loop

Berryman Trail Loop near Potosi in Washington County is one of the better-tagged dog-friendly hikes in Illinois, landing at #1. Expect dirt surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. The natural-surface tread can get slick after rain and muddy in spring — pick a dry weather window if you have the flexibility. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Berryman Trail Loop trail page →Map, elevation profile, current weather, and OSM source.

#2. Campground Pass

Campground Pass near Penfield in Champaign County is one of the better-tagged dog-friendly hikes in Illinois, landing at #2. Expect gravel surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. A gravel-and-dirt tread holds up well after rain, though loose surface on descents calls for trekking poles or careful footing. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Campground Pass trail page →Map, elevation profile, current weather, and OSM source.

#3. Chicago Riverwalk

Chicago Riverwalk near Chicago in Cook County is one of the better-tagged dog-friendly hikes in Illinois, landing at #3. Expect asphalt surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Chicago Riverwalk trail page →Map, elevation profile, current weather, and OSM source.

#4. Chicago Riverwalk

Chicago Riverwalk near Chicago in Cook County is one of the better-tagged dog-friendly hikes in Illinois, landing at #4. Expect concrete surface on a forgiving grade. Compared to similar trails in Illinois, this route trades difficulty for either solitude or scenery — sometimes both. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Chicago Riverwalk trail page →Map, elevation profile, current weather, and OSM source.

#5. Chicago Riverwalk

Chicago Riverwalk near Chicago in Cook County is one of the better-tagged dog-friendly hikes in Illinois, landing at #5. Expect concrete surface on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Chicago Riverwalk trail page →Map, elevation profile, current weather, and OSM source.

#6. Chicago Riverwalk

Chicago Riverwalk near Chicago in Cook County is one of the better-tagged dog-friendly hikes in Illinois, landing at #6. Expect concrete surface on a forgiving grade. Local trail-association reports tend to agree this is one of the better-maintained options in the area, which matters more on a hike of this length than on a quick walk. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Chicago Riverwalk trail page →Map, elevation profile, current weather, and OSM source.

#7. Chicago Riverwalk

Chicago Riverwalk near Chicago in Cook County is one of the better-tagged dog-friendly hikes in Illinois, landing at #7. Expect concrete surface on a forgiving grade. The route is well documented in OpenStreetMap, which is what put it on our radar — community-mapped routes tend to be the ones that get hiked enough to stay open. A paved surface makes this one of the more accessible options on the list — good for strollers, mobility aids, and wet-weather days. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Chicago Riverwalk trail page →Map, elevation profile, current weather, and OSM source.

#8. Chicago Riverwalk

Chicago Riverwalk near Chicago in Cook County is one of the better-tagged dog-friendly hikes in Illinois, landing at #8. Expect metal surface on a forgiving grade. It earns its ranking on the data, but trail conditions can change quickly after storms or fire seasons, so verify before you commit a full day. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Chicago Riverwalk trail page →Map, elevation profile, current weather, and OSM source.

#9. Chicago Riverwalk

Chicago Riverwalk near Chicago in Cook County is one of the better-tagged dog-friendly hikes in Illinois, landing at #9. Expect metal surface on a forgiving grade. Compared to similar trails in Illinois, this route trades difficulty for either solitude or scenery — sometimes both. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Chicago Riverwalk trail page →Map, elevation profile, current weather, and OSM source.

#10. Chicago Riverwalk

Chicago Riverwalk near Chicago in Cook County is one of the better-tagged dog-friendly hikes in Illinois, landing at #10. Expect metal surface on a forgiving grade. What makes this one earn its spot on the list is the combination of mapped detail and the kind of through-and-through experience that justifies a longer drive. Pack 2x more water than you think the dog needs in heat, plus a collapsible bowl. Hot pavement and exposed rock can burn paw pads in minutes. See full trail details, map, and current weather on OutsideAtlas for the most current information.

Open the Chicago Riverwalk trail page →Map, elevation profile, current weather, and OSM source.

Planning your Illinois trip

A few pieces of context are worth keeping in mind specifically for Illinois. Spring and fall are best; summer is muggy and tick-heavy in the south; winter sees ice in Shawnee's sandstone canyons. Copperheads in the Shawnee uplands, ticks statewide, and flash floods in slot canyons after thunderstorms.

Always cross-reference the official land-manager page before driving out — closures, fire restrictions, and seasonal road access can change quickly. Our trail pages link directly back to the OpenStreetMap source so you can see the tags we're working from.

If you're new to hiking generally, our beginner's guide covers footwear, layering, and the day-pack basics. For safety planning on bigger objectives, the ten essentials guide is worth twenty minutes of reading.

More Illinois hiking guides

If you found this useful, the rest of our Illinois coverage continues below.