diff --git a/extra_tests/snippets/stdlib_itertools.py b/extra_tests/snippets/stdlib_itertools.py
index 8a230ec096..0fe51bb82f 100644
--- a/extra_tests/snippets/stdlib_itertools.py
+++ b/extra_tests/snippets/stdlib_itertools.py
@@ -182,6 +182,8 @@ with assert_raises(TypeError):
 
 
 # itertools.takewhile tests
+def underten(x):
+    return x<10
 
 from itertools import takewhile as tw
 
@@ -224,6 +226,34 @@ with assert_raises(StopIteration):
 with assert_raises(StopIteration):
     next(t)
 
+it = tw(underten, [1, 3, 5, 20, 2, 4, 6, 8])
+assert pickle.dumps(it, 0) == b'citertools\ntakewhile\np0\n(c__main__\nunderten\np1\nc__builtin__\niter\np2\n((lp3\nI1\naI3\naI5\naI20\naI2\naI4\naI6\naI8\natp4\nRp5\nI0\nbtp6\nRp7\nI0\nb.'
+assert pickle.dumps(it, 1) == b'citertools\ntakewhile\nq\x00(c__main__\nunderten\nq\x01c__builtin__\niter\nq\x02(]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08etq\x04Rq\x05K\x00btq\x06Rq\x07K\x00b.'
+assert pickle.dumps(it, 2) == b'\x80\x02citertools\ntakewhile\nq\x00c__main__\nunderten\nq\x01c__builtin__\niter\nq\x02]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85q\x04Rq\x05K\x00b\x86q\x06Rq\x07K\x00b.'
+assert pickle.dumps(it, 3) == b'\x80\x03citertools\ntakewhile\nq\x00c__main__\nunderten\nq\x01cbuiltins\niter\nq\x02]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85q\x04Rq\x05K\x00b\x86q\x06Rq\x07K\x00b.'
+assert pickle.dumps(it, 4) == b'\x80\x04\x95i\x00\x00\x00\x00\x00\x00\x00\x8c\titertools\x94\x8c\ttakewhile\x94\x93\x94\x8c\x08__main__\x94\x8c\x08underten\x94\x93\x94\x8c\x08builtins\x94\x8c\x04iter\x94\x93\x94]\x94(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85\x94R\x94K\x00b\x86\x94R\x94K\x00b.'
+assert pickle.dumps(it, 5) == b'\x80\x05\x95i\x00\x00\x00\x00\x00\x00\x00\x8c\titertools\x94\x8c\ttakewhile\x94\x93\x94\x8c\x08__main__\x94\x8c\x08underten\x94\x93\x94\x8c\x08builtins\x94\x8c\x04iter\x94\x93\x94]\x94(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85\x94R\x94K\x00b\x86\x94R\x94K\x00b.'
+next(it)
+next(it)
+next(it)
+try:
+    next(it)
+except StopIteration:
+    pass
+assert pickle.dumps(it, 0) == b'citertools\ntakewhile\np0\n(c__main__\nunderten\np1\nc__builtin__\niter\np2\n((lp3\nI1\naI3\naI5\naI20\naI2\naI4\naI6\naI8\natp4\nRp5\nI4\nbtp6\nRp7\nI1\nb.'
+assert pickle.dumps(it, 1) == b'citertools\ntakewhile\nq\x00(c__main__\nunderten\nq\x01c__builtin__\niter\nq\x02(]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08etq\x04Rq\x05K\x04btq\x06Rq\x07K\x01b.'
+assert pickle.dumps(it, 2) == b'\x80\x02citertools\ntakewhile\nq\x00c__main__\nunderten\nq\x01c__builtin__\niter\nq\x02]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85q\x04Rq\x05K\x04b\x86q\x06Rq\x07K\x01b.'
+assert pickle.dumps(it, 3) == b'\x80\x03citertools\ntakewhile\nq\x00c__main__\nunderten\nq\x01cbuiltins\niter\nq\x02]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85q\x04Rq\x05K\x04b\x86q\x06Rq\x07K\x01b.'
+assert pickle.dumps(it, 4) == b'\x80\x04\x95i\x00\x00\x00\x00\x00\x00\x00\x8c\titertools\x94\x8c\ttakewhile\x94\x93\x94\x8c\x08__main__\x94\x8c\x08underten\x94\x93\x94\x8c\x08builtins\x94\x8c\x04iter\x94\x93\x94]\x94(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85\x94R\x94K\x04b\x86\x94R\x94K\x01b.'
+assert pickle.dumps(it, 5) == b'\x80\x05\x95i\x00\x00\x00\x00\x00\x00\x00\x8c\titertools\x94\x8c\ttakewhile\x94\x93\x94\x8c\x08__main__\x94\x8c\x08underten\x94\x93\x94\x8c\x08builtins\x94\x8c\x04iter\x94\x93\x94]\x94(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85\x94R\x94K\x04b\x86\x94R\x94K\x01b.'
+for proto in range(pickle.HIGHEST_PROTOCOL + 1):
+    try:
+        next(pickle.loads(pickle.dumps(it, proto)))
+        assert False
+    except StopIteration:
+        pass
+
+
 
 # itertools.islice tests
 
@@ -280,9 +310,6 @@ assert 1 == next(it)
 with assert_raises(StopIteration):
     next(it)
 
-def underten(x):
-    return x<10
-
 it = itertools.dropwhile(underten, [1, 3, 5, 20, 2, 4, 6, 8])
 assert pickle.dumps(it, 0) == b'citertools\ndropwhile\np0\n(c__main__\nunderten\np1\nc__builtin__\niter\np2\n((lp3\nI1\naI3\naI5\naI20\naI2\naI4\naI6\naI8\natp4\nRp5\nI0\nbtp6\nRp7\nI0\nb.'
 assert pickle.dumps(it, 1) == b'citertools\ndropwhile\nq\x00(c__main__\nunderten\nq\x01c__builtin__\niter\nq\x02(]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08etq\x04Rq\x05K\x00btq\x06Rq\x07K\x00b.'
@@ -290,6 +317,15 @@ assert pickle.dumps(it, 2) == b'\x80\x02citertools\ndropwhile\nq\x00c__main__\nu
 assert pickle.dumps(it, 3) == b'\x80\x03citertools\ndropwhile\nq\x00c__main__\nunderten\nq\x01cbuiltins\niter\nq\x02]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85q\x04Rq\x05K\x00b\x86q\x06Rq\x07K\x00b.'
 assert pickle.dumps(it, 4) == b'\x80\x04\x95i\x00\x00\x00\x00\x00\x00\x00\x8c\titertools\x94\x8c\tdropwhile\x94\x93\x94\x8c\x08__main__\x94\x8c\x08underten\x94\x93\x94\x8c\x08builtins\x94\x8c\x04iter\x94\x93\x94]\x94(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85\x94R\x94K\x00b\x86\x94R\x94K\x00b.'
 assert pickle.dumps(it, 5) == b'\x80\x05\x95i\x00\x00\x00\x00\x00\x00\x00\x8c\titertools\x94\x8c\tdropwhile\x94\x93\x94\x8c\x08__main__\x94\x8c\x08underten\x94\x93\x94\x8c\x08builtins\x94\x8c\x04iter\x94\x93\x94]\x94(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85\x94R\x94K\x00b\x86\x94R\x94K\x00b.'
+next(it)
+assert pickle.dumps(it, 0) == b'citertools\ndropwhile\np0\n(c__main__\nunderten\np1\nc__builtin__\niter\np2\n((lp3\nI1\naI3\naI5\naI20\naI2\naI4\naI6\naI8\natp4\nRp5\nI4\nbtp6\nRp7\nI1\nb.'
+assert pickle.dumps(it, 1) == b'citertools\ndropwhile\nq\x00(c__main__\nunderten\nq\x01c__builtin__\niter\nq\x02(]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08etq\x04Rq\x05K\x04btq\x06Rq\x07K\x01b.'
+assert pickle.dumps(it, 2) == b'\x80\x02citertools\ndropwhile\nq\x00c__main__\nunderten\nq\x01c__builtin__\niter\nq\x02]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85q\x04Rq\x05K\x04b\x86q\x06Rq\x07K\x01b.'
+assert pickle.dumps(it, 3) == b'\x80\x03citertools\ndropwhile\nq\x00c__main__\nunderten\nq\x01cbuiltins\niter\nq\x02]q\x03(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85q\x04Rq\x05K\x04b\x86q\x06Rq\x07K\x01b.'
+assert pickle.dumps(it, 4) == b'\x80\x04\x95i\x00\x00\x00\x00\x00\x00\x00\x8c\titertools\x94\x8c\tdropwhile\x94\x93\x94\x8c\x08__main__\x94\x8c\x08underten\x94\x93\x94\x8c\x08builtins\x94\x8c\x04iter\x94\x93\x94]\x94(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85\x94R\x94K\x04b\x86\x94R\x94K\x01b.'
+assert pickle.dumps(it, 5) == b'\x80\x05\x95i\x00\x00\x00\x00\x00\x00\x00\x8c\titertools\x94\x8c\tdropwhile\x94\x93\x94\x8c\x08__main__\x94\x8c\x08underten\x94\x93\x94\x8c\x08builtins\x94\x8c\x04iter\x94\x93\x94]\x94(K\x01K\x03K\x05K\x14K\x02K\x04K\x06K\x08e\x85\x94R\x94K\x04b\x86\x94R\x94K\x01b.'
+for proto in range(pickle.HIGHEST_PROTOCOL + 1):
+    assert next(pickle.loads(pickle.dumps(it, proto))) == 2
 
 
 # itertools.accumulate
diff --git a/vm/src/stdlib/itertools.rs b/vm/src/stdlib/itertools.rs
index 5d5682f2f5..e4b47afae5 100644
--- a/vm/src/stdlib/itertools.rs
+++ b/vm/src/stdlib/itertools.rs
@@ -471,12 +471,20 @@ mod decl {
     #[pyclass(with(IterNext, Constructor), flags(BASETYPE))]
     impl PyItertoolsTakewhile {
         #[pymethod(magic)]
-        fn reduce(zelf: PyRef<Self>) -> (PyTypeRef, (PyObjectRef, PyIter)) {
+        fn reduce(zelf: PyRef<Self>) -> (PyTypeRef, (PyObjectRef, PyIter), BigInt) {
             (
                 zelf.class().clone(),
                 (zelf.predicate.clone(), zelf.iterable.clone()),
+                (if zelf.stop_flag.load() { 1 } else { 0 }).into(),
             )
         }
+        #[pymethod(magic)]
+        fn setstate(zelf: PyRef<Self>, state: PyObjectRef, vm: &VirtualMachine) -> PyResult<()> {
+            if let Ok(obj) = ArgIntoBool::try_from_object(vm, state) {
+                zelf.stop_flag.store(*obj);
+            }
+            Ok(())
+        }
     }
     impl IterNextIterable for PyItertoolsTakewhile {}
     impl IterNext for PyItertoolsTakewhile {