Java lambdas 20 times slower than anonymous classes

You are obviously encountering the first-time initialization overhead of lambda expressions. As already mentioned in the comments, the classes for lambda expressions are generated at runtime rather than being loaded from your class path.

However, being generated isn’t the cause for the slowdown. After all, generating a class having a simple structure can be even faster than loading the same bytes from an external source. And the inner class has to be loaded too. But when the application hasn’t used lambda expressions before¹, even the framework for generating the lambda classes has to be loaded (Oracle’s current implementation uses ASM under the hood). This is the actual cause of the slowdown, loading and initialization of a dozen internally used classes, not the lambda expression itself².

You can easily verify this. In your current code using lambda expressions, you have two identical expressions (i1, i2) -> Integer.compare(i1.start, i2.start). The current implementation doesn’t recognize this (actually, the compiler doesn’t provide a hint neither). So here, two lambda instances, having even different classes, are generated. You can refactor the code to have only one comparator, similar to your inner class variant:

final Comparator<? super Interval> comparator
  = (i1, i2) -> Integer.compare(i1.start, i2.start);
int start = Collections.binarySearch(intervals, newInterval, comparator);
int skip = start >= 0 ? start : -start - 1;
int end = Collections.binarySearch(intervals.subList(skip, intervals.size()),
                                   new Interval(newInterval.end, 0),
                                   comparator);

You won’t notice any significant performance difference, as it’s not the number of lambda expressions that matters, but just the class loading and initialization of the framework, which happens exactly once.

You can even max it out by inserting additional lambda expressions like

final Comparator<? super Interval> comparator1
    = (i1, i2) -> Integer.compare(i1.start, i2.start);
final Comparator<? super Interval> comparator2
    = (i1, i2) -> Integer.compare(i1.start, i2.start);
final Comparator<? super Interval> comparator3
    = (i1, i2) -> Integer.compare(i1.start, i2.start);
final Comparator<? super Interval> comparator4
    = (i1, i2) -> Integer.compare(i1.start, i2.start);
final Comparator<? super Interval> comparator5
    = (i1, i2) -> Integer.compare(i1.start, i2.start);

without seeing any slowdown. It’s really the initial overhead of the very first lambda expression of the entire runtime you are noticing here. Since Leetcode itself apparently doesn’t use lambda expressions before entering your code, whose execution time gets measured, this overhead adds to your execution time here.

See also “How will Java lambda functions be compiled?” and “Does a lambda expression create an object on the heap every time it's executed?”

¹ This implies that JDK code that will be executed before handing control over to your application doesn’t use lambda expressions itself. Since this code stems from times before the introduction of lambda expressions, this is usually the case. With newer JDKs, modular software will be initialized by different, newer code, which seems to use lambda expressions, so the initialization of the runtime facility can’t be measured within the application anymore in these setups.

² The initialization time has been reduced significantly in newer JDKs. There are different possible causes, general performance improvements, dedicated lambda optimizations, or both. Improving initialization time in general, is an issue that the JDK developers did not forget.