diff --git a/changelog.d/6286.bugfix b/changelog.d/6286.bugfix
new file mode 100644
index 000000000..a4bebec1c
--- /dev/null
+++ b/changelog.d/6286.bugfix
@@ -0,0 +1 @@
+Fix bug where room directory search was case sensitive.
diff --git a/synapse/storage/data_stores/main/room.py b/synapse/storage/data_stores/main/room.py
index 4428e5c55..67bb1b6f6 100644
--- a/synapse/storage/data_stores/main/room.py
+++ b/synapse/storage/data_stores/main/room.py
@@ -201,13 +201,17 @@ class RoomWorkerStore(SQLBaseStore):
             where_clauses.append(
                 """
                     (
-                        name LIKE ?
-                        OR topic LIKE ?
-                        OR canonical_alias LIKE ?
+                        LOWER(name) LIKE ?
+                        OR LOWER(topic) LIKE ?
+                        OR LOWER(canonical_alias) LIKE ?
                     )
                 """
             )
-            query_args += [search_term, search_term, search_term]
+            query_args += [
+                search_term.lower(),
+                search_term.lower(),
+                search_term.lower(),
+            ]
 
         where_clause = ""
         if where_clauses:
diff --git a/tox.ini b/tox.ini
index 3cd2c5e63..e3a53f340 100644
--- a/tox.ini
+++ b/tox.ini
@@ -114,7 +114,7 @@ skip_install = True
 basepython = python3.6
 deps =
     flake8
-    black
+    black==19.3b0  # We pin so that our tests don't start failing on new releases of black.
 commands =
     python -m black --check --diff .
     /bin/sh -c "flake8 synapse tests scripts scripts-dev scripts/hash_password scripts/register_new_matrix_user scripts/synapse_port_db synctl {env:PEP8SUFFIX:}"