Index: llvm/include/llvm/IR/ConstantRange.h
===================================================================
--- llvm/include/llvm/IR/ConstantRange.h
+++ llvm/include/llvm/IR/ConstantRange.h
@@ -277,7 +277,8 @@
   /// elements of both sets, but may contain more.  For example, [3, 9) union
   /// [12,15) is [3, 15), which includes 9, 10, and 11, which were not included
   /// in either set before.
-  ConstantRange unionWith(const ConstantRange &CR) const;
+  ConstantRange unionWith(const ConstantRange &CR,
+                          PreferredRangeType Type = Smallest) const;
 
   /// Return a new range representing the possible values resulting
   /// from an application of the specified cast operator to this range. \p
Index: llvm/lib/IR/ConstantRange.cpp
===================================================================
--- llvm/lib/IR/ConstantRange.cpp
+++ llvm/lib/IR/ConstantRange.cpp
@@ -593,23 +593,26 @@
   return getPreferredRange(*this, CR, Type);
 }
 
-ConstantRange ConstantRange::unionWith(const ConstantRange &CR) const {
+ConstantRange ConstantRange::unionWith(const ConstantRange &CR,
+                                       PreferredRangeType Type) const {
   assert(getBitWidth() == CR.getBitWidth() &&
          "ConstantRange types don't agree!");
 
   if (   isFullSet() || CR.isEmptySet()) return *this;
   if (CR.isFullSet() ||    isEmptySet()) return CR;
 
-  if (!isUpperWrapped() && CR.isUpperWrapped()) return CR.unionWith(*this);
+  if (!isUpperWrapped() && CR.isUpperWrapped())
+    return CR.unionWith(*this, Type);
 
   if (!isUpperWrapped() && !CR.isUpperWrapped()) {
-    if (CR.Upper.ult(Lower) || Upper.ult(CR.Lower)) {
-      // If the two ranges are disjoint, find the smaller gap and bridge it.
-      APInt d1 = CR.Lower - Upper, d2 = Lower - CR.Upper;
-      if (d1.ult(d2))
-        return ConstantRange(Lower, CR.Upper);
-      return ConstantRange(CR.Lower, Upper);
-    }
+    //        L---U  and  L---U        : this
+    //  L---U                   L---U  : CR
+    // result in one of
+    //  L---------U
+    // -----U L-----
+    if (CR.Upper.ult(Lower) || Upper.ult(CR.Lower))
+      return getPreferredRange(
+          ConstantRange(Lower, CR.Upper), ConstantRange(CR.Lower, Upper), Type);
 
     APInt L = CR.Lower.ult(Lower) ? CR.Lower : Lower;
     APInt U = (CR.Upper - 1).ugt(Upper - 1) ? CR.Upper : Upper;
@@ -633,22 +636,21 @@
 
     // ----U       L---- : this
     //       L---U       : CR
-    //    <d1>  <d2>
-    if (Upper.ule(CR.Lower) && CR.Upper.ule(Lower)) {
-      APInt d1 = CR.Lower - Upper, d2 = Lower - CR.Upper;
-      if (d1.ult(d2))
-        return ConstantRange(Lower, CR.Upper);
-      return ConstantRange(CR.Lower, Upper);
-    }
+    // results in one of
+    // ----------U L----
+    // ----U L----------
+    if (Upper.ult(CR.Lower) && CR.Upper.ult(Lower))
+      return getPreferredRange(
+          ConstantRange(Lower, CR.Upper), ConstantRange(CR.Lower, Upper), Type);
 
     // ----U     L----- : this
     //        L----U    : CR
-    if (Upper.ult(CR.Lower) && Lower.ult(CR.Upper))
+    if (Upper.ult(CR.Lower) && Lower.ule(CR.Upper))
       return ConstantRange(CR.Lower, Upper);
 
     // ------U    L---- : this
     //    L-----U       : CR
-    assert(CR.Lower.ult(Upper) && CR.Upper.ult(Lower) &&
+    assert(CR.Lower.ule(Upper) && CR.Upper.ult(Lower) &&
            "ConstantRange::unionWith missed a case with one range wrapped");
     return ConstantRange(Lower, CR.Upper);
   }
Index: llvm/unittests/IR/ConstantRangeTest.cpp
===================================================================
--- llvm/unittests/IR/ConstantRangeTest.cpp
+++ llvm/unittests/IR/ConstantRangeTest.cpp
@@ -501,6 +501,17 @@
       });
 }
 
+TEST_F(ConstantRangeTest, UnionWithExhaustive) {
+  testBinarySetOperationExhaustive(
+      [](const ConstantRange &CR1, const ConstantRange &CR2,
+         ConstantRange::PreferredRangeType Type) {
+        return CR1.unionWith(CR2, Type);
+      },
+      [](const ConstantRange &CR1, const ConstantRange &CR2, const APInt &N) {
+        return CR1.contains(N) || CR2.contains(N);
+      });
+}
+
 TEST_F(ConstantRangeTest, UnionWith) {
   EXPECT_EQ(Wrap.unionWith(One),
             ConstantRange(APInt(16, 0xaaa), APInt(16, 0xb)));