diff --git a/t/t2081-parallel-checkout-collisions.sh b/t/t2081-parallel-checkout-collisions.sh
new file mode 100755
index 0000000000..3ce195b892
--- /dev/null
+++ b/t/t2081-parallel-checkout-collisions.sh
@@ -0,0 +1,115 @@
+#!/bin/sh
+
+test_description='parallel-checkout collisions'
+
+. ./test-lib.sh
+
+# When there are pathname collisions during a clone, Git should report a warning
+# listing all of the colliding entries. The sequential code detects a collision
+# by calling lstat() before trying to open(O_CREAT) the file. Then, to find the
+# colliding pair of an item k, it searches cache_entry[0, k-1].
+#
+# This is not sufficient in parallel-checkout mode since colliding files may be
+# created in a racy order. The tests in this file make sure the collision
+# detection code is extended for parallel-checkout. This is done in two parts:
+#
+# - First, two parallel workers create four colliding files racily.
+# - Then this exercise is repeated but forcing the colliding pair to appear in
+#   the second half of the cache_entry's array.
+#
+# The second item uses the fact that files with clean/smudge filters are not
+# parallel-eligible; and that they are processed sequentially *before* any
+# worker is spawned. We set a filter attribute to the last entry in the
+# cache_entry[] array, making it non-eligible, so that it is populated first.
+# This way, we can test if the collision detection code is correctly looking
+# for collision pairs in the second half of the array.
+
+test_expect_success CASE_INSENSITIVE_FS 'setup' '
+	file_hex=$(git hash-object -w --stdin </dev/null) &&
+	file_oct=$(echo $file_hex | hex2oct) &&
+
+	attr_hex=$(echo "file_x filter=logger" | git hash-object -w --stdin) &&
+	attr_oct=$(echo $attr_hex | hex2oct) &&
+
+	printf "100644 FILE_X\0${file_oct}" >tree &&
+	printf "100644 FILE_x\0${file_oct}" >>tree &&
+	printf "100644 file_X\0${file_oct}" >>tree &&
+	printf "100644 file_x\0${file_oct}" >>tree &&
+	printf "100644 .gitattributes\0${attr_oct}" >>tree &&
+
+	tree_hex=$(git hash-object -w -t tree --stdin <tree) &&
+	commit_hex=$(git commit-tree -m collisions $tree_hex) &&
+	git update-ref refs/heads/collisions $commit_hex &&
+
+	write_script logger_script <<-\EOF
+	echo "$@" >>filter.log
+	EOF
+'
+
+clone_and_check_collision()
+{
+	id=$1 workers=$2 threshold=$3 expected_workers=$4 filter=$5 &&
+
+	filter_opts=
+	if test "$filter" -eq "use_filter"
+	then
+		# We use `core.ignoreCase=0` so that only `file_x`
+		# matches the pattern in .gitattributes.
+		#
+		filter_opts='-c filter.logger.smudge="../logger_script %f" -c core.ignoreCase=0'
+	fi &&
+
+	test_path_is_missing $id.trace &&
+	GIT_TRACE2="$(pwd)/$id.trace" git \
+		-c checkout.workers=$workers \
+		-c checkout.thresholdForParallelism=$threshold \
+		$filter_opts clone --branch=collisions -- . r_$id 2>$id.warning &&
+
+	# Check that checkout spawned the right number of workers
+	workers_in_trace=$(grep "child_start\[.\] git checkout--helper" $id.trace | wc -l) &&
+	test $workers_in_trace -eq $expected_workers &&
+
+	if test $filter -eq "use_filter"
+	then
+		#  Make sure only 'file_x' was filtered
+		test_path_is_file r_$id/filter.log &&
+		echo file_x >expected.filter.log &&
+		test_cmp r_$id/filter.log expected.filter.log
+	else
+		test_path_is_missing r_$id/filter.log
+	fi &&
+
+	grep FILE_X $id.warning &&
+	grep FILE_x $id.warning &&
+	grep file_X $id.warning &&
+	grep file_x $id.warning &&
+	test_i18ngrep "the following paths have collided" $id.warning
+}
+
+test_expect_success CASE_INSENSITIVE_FS 'collision detection on parallel clone' '
+	clone_and_check_collision parallel 2 0 2
+'
+
+test_expect_success CASE_INSENSITIVE_FS 'collision detection on fallback to sequential clone' '
+	git ls-tree --name-only -r collisions >files &&
+	nr_files=$(wc -l <files) &&
+	threshold=$(($nr_files + 1)) &&
+	clone_and_check_collision sequential 2 $threshold 0
+'
+
+# The next two tests don't work on Windows because, on this system, collision
+# detection uses strcmp() (when core.ignoreCase=0) to find the colliding pair.
+# But they work on OSX, where collision detection uses inode.
+
+test_expect_success CASE_INSENSITIVE_FS,!MINGW,!CYGWIN 'collision detection on parallel clone w/ filter' '
+	clone_and_check_collision parallel-with-filter 2 0 2 use_filter
+'
+
+test_expect_success CASE_INSENSITIVE_FS,!MINGW,!CYGWIN 'collision detection on fallback to sequential clone w/ filter' '
+	git ls-tree --name-only -r collisions >files &&
+	nr_files=$(wc -l <files) &&
+	threshold=$(($nr_files + 1)) &&
+	clone_and_check_collision sequential-with-filter 2 $threshold 0 use_filter
+'
+
+test_done
