diff --git a/fuzz/regressions/clusterfuzz-testcase-minimized-ast_fuzz_regex-4596093180313600 b/fuzz/regressions/clusterfuzz-testcase-minimized-ast_fuzz_regex-4596093180313600
new file mode 100644
index 000000000..711817e4e
Binary files /dev/null and b/fuzz/regressions/clusterfuzz-testcase-minimized-ast_fuzz_regex-4596093180313600 differ
diff --git a/regex-syntax/Cargo.toml b/regex-syntax/Cargo.toml
index f14298299..b0ba658b8 100644
--- a/regex-syntax/Cargo.toml
+++ b/regex-syntax/Cargo.toml
@@ -1,6 +1,6 @@
 [package]
 name = "regex-syntax"
-version = "0.8.0"  #:version
+version = "0.8.1"  #:version
 authors = ["The Rust Project Developers", "Andrew Gallant <jamslam@gmail.com>"]
 license = "MIT OR Apache-2.0"
 repository = "https://github.com/rust-lang/regex/tree/master/regex-syntax"
diff --git a/regex-syntax/src/hir/interval.rs b/regex-syntax/src/hir/interval.rs
index e3051bf31..de614d39f 100644
--- a/regex-syntax/src/hir/interval.rs
+++ b/regex-syntax/src/hir/interval.rs
@@ -94,32 +94,30 @@ impl<I: Interval> IntervalSet<I> {
         // Find the first range that is not greater than the new interval.
         // This is the first range that could possibly be unioned with the
         // new interval.
-        let mut drain_end = self.ranges.len();
-        while drain_end > 0
-            && self.ranges[drain_end - 1].lower() > interval.upper()
-            && !self.ranges[drain_end - 1].is_contiguous(&interval)
-        {
-            drain_end -= 1;
-        }
-
-        // Try to union the new interval with old intervals backwards.
-        if drain_end > 0 && self.ranges[drain_end - 1].is_contiguous(&interval)
-        {
-            self.ranges[drain_end - 1] =
-                self.ranges[drain_end - 1].union(&interval).unwrap();
-            for i in (0..drain_end - 1).rev() {
-                if let Some(union) =
-                    self.ranges[drain_end - 1].union(&self.ranges[i])
-                {
-                    self.ranges[drain_end - 1] = union;
-                } else {
-                    self.ranges.drain(i + 1..drain_end - 1);
-                    break;
+        for i in 0..self.ranges.len() {
+            if self.ranges[i].is_contiguous(&interval) {
+                self.ranges[i] = self.ranges[i].union(&interval).unwrap();
+                // Try to union the new interval with all subsequent ranges.
+                // When it's no longer possible to union, remove the remaining
+                // ranges and return.
+                for j in i + 1..self.ranges.len() {
+                    if let Some(union) = self.ranges[i].union(&self.ranges[j])
+                    {
+                        self.ranges[i] = union;
+                    } else {
+                        self.ranges.drain(i + 1..j);
+                        return;
+                    }
                 }
+                self.ranges.drain(i + 1..);
+                return;
+            } else if self.ranges[i].lower() > interval.upper() {
+                self.ranges.insert(i, interval);
+                return;
             }
-        } else {
-            self.ranges.insert(drain_end, interval);
         }
+
+        self.ranges.push(interval);
     }
 
     /// Return an iterator over all intervals in this set.
diff --git a/testdata/regression.toml b/testdata/regression.toml
index 09b2b1d1c..2954c9118 100644
--- a/testdata/regression.toml
+++ b/testdata/regression.toml
@@ -800,3 +800,16 @@ name = "non-prefix-literal-quit-state"
 regex = '.+\b\n'
 haystack = "β77\n"
 matches = [[0, 5]]
+
+# This is a regression test for some errant HIR interval set operations that
+# were made in the regex-syntax 0.8.0 release and then reverted in 0.8.1. The
+# issue here is that the HIR produced from the regex had out-of-order ranges.
+#
+# See: https://github.com/rust-lang/regex/issues/1103
+# Ref: https://github.com/rust-lang/regex/pull/1051
+# Ref: https://github.com/rust-lang/regex/pull/1102
+[[test]]
+name = "hir-optimization-out-of-order-class"
+regex = '^[[:alnum:]./-]+$'
+haystack = "a-b"
+matches = [[0, 3]]