diff --git a/llvm/utils/lit/lit/run.py b/llvm/utils/lit/lit/run.py
index 62070e824e87f..ea280e3ce3521 100644
--- a/llvm/utils/lit/lit/run.py
+++ b/llvm/utils/lit/lit/run.py
@@ -7,6 +7,14 @@
 import lit.util
 import lit.worker
 
+# Windows has a limit of 60 workers per pool.
+# This is defined in the multiprocessing module implementation.
+# See: https://github.com/python/cpython/blob/6bc65c30ff1fd0b581a2c93416496fc720bc442c/Lib/concurrent/futures/process.py#L669-L672
+WINDOWS_MAX_WORKERS_PER_POOL = 60
+
+
+def _ceilDiv(a, b):
+    return (a + b - 1) // b
 
 class MaxFailuresError(Exception):
     pass
@@ -72,25 +80,65 @@ def _execute(self, deadline):
             if v is not None
         }
 
-        pool = multiprocessing.Pool(
-            self.workers, lit.worker.initialize, (self.lit_config, semaphores)
+        # Windows has a limit of 60 workers per pool, so we need to use multiple pools
+        # if we have more workers requested than the limit.
+        # Also, allow to override the limit with the LIT_WINDOWS_MAX_WORKERS_PER_POOL environment variable.
+        max_workers_per_pool = (
+            WINDOWS_MAX_WORKERS_PER_POOL if os.name == "nt" else self.workers
+        )
+        max_workers_per_pool = int(
+            os.getenv("LIT_WINDOWS_MAX_WORKERS_PER_POOL", max_workers_per_pool)
         )
 
-        async_results = [
-            pool.apply_async(
-                lit.worker.execute, args=[test], callback=self.progress_callback
+        num_pools = max(1, _ceilDiv(self.workers, max_workers_per_pool))
+
+        # Distribute self.workers across num_pools as evenly as possible
+        workers_per_pool_list = [self.workers // num_pools] * num_pools
+        for pool_idx in range(self.workers % num_pools):
+            workers_per_pool_list[pool_idx] += 1
+
+        if num_pools > 1:
+            self.lit_config.note(
+                "Using %d pools balancing %d workers total distributed as %s (Windows worker limit workaround)"
+                % (num_pools, self.workers, workers_per_pool_list)
             )
-            for test in self.tests
-        ]
-        pool.close()
+
+        # Create multiple pools
+        pools = []
+        for pool_size in workers_per_pool_list:
+            pool = multiprocessing.Pool(
+                pool_size, lit.worker.initialize, (self.lit_config, semaphores)
+            )
+            pools.append(pool)
+
+        # Distribute tests across pools
+        tests_per_pool = _ceilDiv(len(self.tests), num_pools)
+        async_results = []
+
+        for pool_idx, pool in enumerate(pools):
+            start_idx = pool_idx * tests_per_pool
+            end_idx = min(start_idx + tests_per_pool, len(self.tests))
+            for test in self.tests[start_idx:end_idx]:
+                ar = pool.apply_async(
+                    lit.worker.execute, args=[test], callback=self.progress_callback
+                )
+                async_results.append(ar)
+
+        # Close all pools
+        for pool in pools:
+            pool.close()
 
         try:
             self._wait_for(async_results, deadline)
         except:
-            pool.terminate()
+            # Terminate all pools on exception
+            for pool in pools:
+                pool.terminate()
             raise
         finally:
-            pool.join()
+            # Join all pools
+            for pool in pools:
+                pool.join()
 
     def _wait_for(self, async_results, deadline):
         timeout = deadline - time.time()
diff --git a/llvm/utils/lit/lit/util.py b/llvm/utils/lit/lit/util.py
index ce4c3c2df3436..518c1a3029b86 100644
--- a/llvm/utils/lit/lit/util.py
+++ b/llvm/utils/lit/lit/util.py
@@ -113,11 +113,6 @@ def usable_core_count():
     except AttributeError:
         n = os.cpu_count() or 1
 
-    # On Windows with more than 60 processes, multiprocessing's call to
-    # _winapi.WaitForMultipleObjects() prints an error and lit hangs.
-    if platform.system() == "Windows":
-        return min(n, 60)
-
     return n
 
 def abs_path_preserve_drive(path):
diff --git a/llvm/utils/lit/tests/windows-pools.py b/llvm/utils/lit/tests/windows-pools.py
new file mode 100644
index 0000000000000..67dd852955248
--- /dev/null
+++ b/llvm/utils/lit/tests/windows-pools.py
@@ -0,0 +1,27 @@
+# Create a directory with 20 files and check the number of pools and workers per pool that lit will use.
+
+# RUN: rm -Rf %t.dir && mkdir -p %t.dir
+# RUN: python -c "for i in range(20): open(f'%t.dir/file{i}.txt', 'w').write('RUN:')"
+
+# RUN:  echo "import lit.formats" > %t.dir/lit.cfg
+# RUN:  echo "config.name = \"top-level-suite\"" >> %t.dir/lit.cfg
+# RUN:  echo "config.suffixes = [\".txt\"]" >> %t.dir/lit.cfg
+# RUN:  echo "config.test_format = lit.formats.ShTest()" >> %t.dir/lit.cfg
+
+
+# 15 workers per pool max, 100 workers total max: we expect lit to cap the workers to the number of files
+# RUN: env "LIT_WINDOWS_MAX_WORKERS_PER_POOL=15" %{lit} -s %t.dir/ -j100 > %t.out 2>&1
+# CHECK: Using 2 pools balancing 20 workers total distributed as [10, 10]
+# CHECK: Passed: 20
+
+# 5 workers per pool max, 17 workers total max
+# RUN: env "LIT_WINDOWS_MAX_WORKERS_PER_POOL=5" %{lit} -s %t.dir/ -j17 >> %t.out 2>&1
+# CHECK: Using 4 pools balancing 17 workers total distributed as [5, 4, 4, 4]
+# CHECK: Passed: 20
+
+# 19 workers per pool max, 19 workers total max
+# RUN: env "LIT_WINDOWS_MAX_WORKERS_PER_POOL=19" %{lit} -s %t.dir/ -j19 >> %t.out 2>&1
+# CHECK-NOT: workers total distributed as
+# CHECK: Passed: 20
+
+# RUN: cat %t.out | FileCheck %s