diff --git a/src/main/java/ch/njol/skript/classes/data/DefaultOperations.java b/src/main/java/ch/njol/skript/classes/data/DefaultOperations.java
index 1588d31ece8..48bf82939fd 100644
--- a/src/main/java/ch/njol/skript/classes/data/DefaultOperations.java
+++ b/src/main/java/ch/njol/skript/classes/data/DefaultOperations.java
@@ -32,26 +32,53 @@ public class DefaultOperations {
 	static {
 		// Number - Number
 		Arithmetics.registerOperation(Operator.ADDITION, Number.class, (left, right) -> {
-			if (Utils.isInteger(left, right))
-				return left.longValue() + right.longValue();
+			if (Utils.isInteger(left, right)) {
+				long result = left.longValue() + right.longValue();
+				// catches overflow, from Math.addExact(long, long)
+				if (((left.longValue() ^ result) & (right.longValue() ^ result)) >= 0)
+					return result;
+			}
 			return left.doubleValue() + right.doubleValue();
 		});
 		Arithmetics.registerOperation(Operator.SUBTRACTION, Number.class, (left, right) -> {
-			if (Utils.isInteger(left, right))
-				return left.longValue() - right.longValue();
+			if (Utils.isInteger(left, right)) {
+				long result = left.longValue() - right.longValue();
+				// catches overflow, from Math.addExact(long, long)
+				if (((left.longValue() ^ result) & (right.longValue() ^ result)) >= 0)
+					return result;
+			}
 			return left.doubleValue() - right.doubleValue();
 		});
 		Arithmetics.registerOperation(Operator.MULTIPLICATION, Number.class, (left, right) -> {
-			if (Utils.isInteger(left, right))
-				return left.longValue() * right.longValue();
-			return left.doubleValue() * right.doubleValue();
+			if (!Utils.isInteger(left, right))
+				return left.doubleValue() * right.doubleValue();
+
+			// catch overflow, from Math.multiplyExact(long, long)
+			long longLeft = left.longValue();
+			long longRight = right.longValue();
+			long ax = Math.abs(longLeft);
+			long ay = Math.abs(longRight);
+
+			long result = left.longValue() * right.longValue();
+
+			if (((ax | ay) >>> 31 != 0)) {
+				// Some bits greater than 2^31 that might cause overflow
+				// Check the result using the divide operator
+				// and check for the special case of Long.MIN_VALUE * -1
+				if (((longRight != 0) && (result / longRight != longLeft)) ||
+					(longLeft == Long.MIN_VALUE && longRight == -1)) {
+					return left.doubleValue() * right.doubleValue();
+				}
+			}
+			return result;
 		});
 		Arithmetics.registerOperation(Operator.DIVISION, Number.class, (left, right) -> left.doubleValue() / right.doubleValue());
 		Arithmetics.registerOperation(Operator.EXPONENTIATION, Number.class, (left, right) -> Math.pow(left.doubleValue(), right.doubleValue()));
 		Arithmetics.registerDifference(Number.class, (left, right) -> {
-			if (Utils.isInteger(left, right))
-				return Math.abs(left.longValue() - right.longValue());
-			return Math.abs(left.doubleValue() - right.doubleValue());
+			double result = Math.abs(left.doubleValue() - right.doubleValue());
+			if (Utils.isInteger(left, right) && result < Long.MAX_VALUE && result > Long.MIN_VALUE)
+				return (long) result;
+			return result;
 		});
 		Arithmetics.registerDefaultValue(Number.class, () -> 0L);
 
diff --git a/src/test/skript/tests/regressions/7209-long overflow.sk b/src/test/skript/tests/regressions/7209-long overflow.sk
new file mode 100644
index 00000000000..bff56f0f57f
--- /dev/null
+++ b/src/test/skript/tests/regressions/7209-long overflow.sk	
@@ -0,0 +1,34 @@
+test "long overflow, addition":
+	set {_double-const} to 9000000000000000000.0
+	set {_long-const} to 9000000000000000000
+
+	loop 100 times:
+		set {_double} to {_double} + {_double-const}
+		set {_long} to {_long} + {_long-const}
+		assert {_double} is {_long} with "long value did not overflow to a double"
+
+	assert {_long} is 9000000000000000000 * 100.0 with "wrong final value"
+
+test "long underflow, subtraction":
+	set {_double-const} to 9000000000000000000.0
+	set {_long-const} to 9000000000000000000
+
+	loop 100 times:
+		set {_double} to {_double} - {_double-const}
+		set {_long} to {_long} - {_long-const}
+		assert {_double} is {_long} with "long value did not overflow to a double"
+
+	assert {_long} is 9000000000000000000 * -100.0 with "wrong final value"
+
+test "long overflow, multiplication":
+	set {_double} to 10.0
+	set {_long} to 10
+
+	loop 100 times:
+		set {_double} to {_double} * 10
+		set {_long} to {_long} * 10
+		assert {_double} is {_long} with "long value did not overflow to a double"
+
+	# the 6 is due to floating point error
+	assert {_long} is 100000000000000060000000000000000000000000000000000000000000000000000000000000000000000000000000000000 with "wrong final value"
+