diff --git a/CHANGELOG.md b/CHANGELOG.md
index 84f7bab65..f6edfef40 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -4,6 +4,8 @@
 
 * Replayed flows retain their current position in the flow list.
   ([#5227](https://github.com/mitmproxy/mitmproxy/issues/5227), @mhils)
+* Periodically send HTTP/2 ping frames to keep connections alive.
+  ([#5046](https://github.com/mitmproxy/mitmproxy/issues/5046), @EndUser509)
 * Console Performance Improvements
   ([#3427](https://github.com/mitmproxy/mitmproxy/issues/3427), @BkPHcgQL3V)
 * Warn users if server side event responses are received without streaming.
@@ -24,7 +26,8 @@
   ([#4278](https://github.com/mitmproxy/mitmproxy/issues/4278), @kjy00302)
 * Fix mitmweb export copy failed in non-secure domain.
   ([#5264](https://github.com/mitmproxy/mitmproxy/issues/5264), @Pactortester)
-* Added example script for manipulating cookies. (@WillahScott)
+* Added example script for manipulating cookies.
+  ([#5278](https://github.com/mitmproxy/mitmproxy/issues/5278), @WillahScott)
   
 ## 19 March 2022: mitmproxy 8.0.0
 
diff --git a/mitmproxy/options.py b/mitmproxy/options.py
index 14c90d220..e5716cacb 100644
--- a/mitmproxy/options.py
+++ b/mitmproxy/options.py
@@ -106,6 +106,14 @@ class Options(optmanager.OptManager):
             "Enable/disable HTTP/2 support. "
             "HTTP/2 support is enabled by default.",
         )
+        self.add_option(
+            "http2_ping_keepalive", int, 58,
+            """
+            Send a PING frame if an HTTP/2 connection is idle for more than
+            the specified number of seconds to prevent the remote site from closing it.
+            Set to 0 to disable this feature.
+            """
+        )
         self.add_option(
             "websocket", bool, True,
             "Enable/disable WebSocket support. "
diff --git a/mitmproxy/proxy/commands.py b/mitmproxy/proxy/commands.py
index 8f0799005..f95c50685 100644
--- a/mitmproxy/proxy/commands.py
+++ b/mitmproxy/proxy/commands.py
@@ -39,6 +39,16 @@ class Command:
         return f"{type(self).__name__}({repr(x)})"
 
 
+class RequestWakeup(Command):
+    """
+    Request a `Wakeup` event after the specified amount of seconds.
+    """
+    delay: float
+
+    def __init__(self, delay: float):
+        self.delay = delay
+
+
 class ConnectionCommand(Command):
     """
     Commands involving a specific connection
diff --git a/mitmproxy/proxy/events.py b/mitmproxy/proxy/events.py
index 7cbf26661..5506d34f8 100644
--- a/mitmproxy/proxy/events.py
+++ b/mitmproxy/proxy/events.py
@@ -121,3 +121,11 @@ class MessageInjected(Event, typing.Generic[T]):
     """
     flow: flow.Flow
     message: T
+
+
+@dataclass
+class Wakeup(CommandCompleted):
+    """
+    Event sent to layers that requested a wakeup using RequestWakeup.
+    """
+    command: commands.RequestWakeup
diff --git a/mitmproxy/proxy/layers/http/__init__.py b/mitmproxy/proxy/layers/http/__init__.py
index db1a5d571..47703cf71 100644
--- a/mitmproxy/proxy/layers/http/__init__.py
+++ b/mitmproxy/proxy/layers/http/__init__.py
@@ -708,6 +708,9 @@ class HttpLayer(layer.Layer):
             yield from self.event_to_child(self.connections[self.context.client], event)
             if self.mode is HTTPMode.upstream:
                 self.context.server.via = server_spec.parse_with_mode(self.context.options.mode)[1]
+        elif isinstance(event, events.Wakeup):
+            stream = self.command_sources.pop(event.command)
+            yield from self.event_to_child(stream, event)
         elif isinstance(event, events.CommandCompleted):
             stream = self.command_sources.pop(event.command)
             yield from self.event_to_child(stream, event)
@@ -765,7 +768,7 @@ class HttpLayer(layer.Layer):
             # Streams may yield blocking commands, which ultimately generate CommandCompleted events.
             # Those need to be routed back to the correct stream, so we need to keep track of that.
 
-            if command.blocking:
+            if command.blocking or isinstance(command, commands.RequestWakeup):
                 self.command_sources[command] = child
 
             if isinstance(command, ReceiveHttp):
diff --git a/mitmproxy/proxy/layers/http/_http2.py b/mitmproxy/proxy/layers/http/_http2.py
index d72b18436..362c6b0a6 100644
--- a/mitmproxy/proxy/layers/http/_http2.py
+++ b/mitmproxy/proxy/layers/http/_http2.py
@@ -20,9 +20,9 @@ from . import RequestData, RequestEndOfMessage, RequestHeaders, RequestProtocolE
     ResponseEndOfMessage, ResponseHeaders, RequestTrailers, ResponseTrailers, ResponseProtocolError
 from ._base import HttpConnection, HttpEvent, ReceiveHttp, format_error
 from ._http_h2 import BufferedH2Connection, H2ConnectionLogger
-from ...commands import CloseConnection, Log, SendData
+from ...commands import CloseConnection, Log, SendData, RequestWakeup
 from ...context import Context
-from ...events import ConnectionClosed, DataReceived, Event, Start
+from ...events import ConnectionClosed, DataReceived, Event, Start, Wakeup
 from ...layer import CommandGenerator
 from ...utils import expect
 
@@ -252,7 +252,7 @@ class Http2Connection(HttpConnection):
         self.streams.clear()
         self._handle_event = self.done  # type: ignore
 
-    @expect(DataReceived, HttpEvent, ConnectionClosed)
+    @expect(DataReceived, HttpEvent, ConnectionClosed, Wakeup)
     def done(self, _) -> CommandGenerator[None]:
         yield from ()
 
@@ -358,6 +358,8 @@ class Http2Client(Http2Connection):
     """Queue of streams that we haven't sent yet because we have reached MAX_CONCURRENT_STREAMS"""
     provisional_max_concurrency: Optional[int] = 10
     """A provisional currency limit before we get the server's first settings frame."""
+    last_activity: float
+    """Timestamp of when we've last seen network activity on this connection."""
 
     def __init__(self, context: Context):
         super().__init__(context, context.server)
@@ -407,7 +409,30 @@ class Http2Client(Http2Connection):
                 yield from self._handle_event(event)
 
     def _handle_event2(self, event: Event) -> CommandGenerator[None]:
-        if isinstance(event, RequestHeaders):
+        if isinstance(event, Wakeup):
+            send_ping_now = (
+                # add one second to avoid unnecessary roundtrip, we don't need to be super correct here.
+                time.time() - self.last_activity + 1 > self.context.options.http2_ping_keepalive
+            )
+            if send_ping_now:
+                # PING frames MUST contain 8 octets of opaque data in the payload.
+                # A sender can include any value it chooses and use those octets in any fashion.
+                self.last_activity = time.time()
+                self.h2_conn.ping(b"0" * 8)
+                data = self.h2_conn.data_to_send()
+                if data is not None:
+                    yield Log(f"Send HTTP/2 keep-alive PING to {human.format_address(self.conn.peername)}")
+                    yield SendData(self.conn, data)
+            time_until_next_ping = self.context.options.http2_ping_keepalive - (time.time() - self.last_activity)
+            yield RequestWakeup(time_until_next_ping)
+            return
+
+        self.last_activity = time.time()
+        if isinstance(event, Start):
+            if self.context.options.http2_ping_keepalive > 0:
+                yield RequestWakeup(self.context.options.http2_ping_keepalive)
+            yield from super()._handle_event(event)
+        elif isinstance(event, RequestHeaders):
             pseudo_headers = [
                 (b':method', event.request.data.method),
                 (b':scheme', event.request.data.scheme),
diff --git a/mitmproxy/proxy/server.py b/mitmproxy/proxy/server.py
index 957091a48..230e67ca7 100644
--- a/mitmproxy/proxy/server.py
+++ b/mitmproxy/proxy/server.py
@@ -76,11 +76,13 @@ class ConnectionHandler(metaclass=abc.ABCMeta):
     client: Client
     max_conns: typing.DefaultDict[Address, asyncio.Semaphore]
     layer: layer.Layer
+    wakeup_timer: typing.Set[asyncio.Task]
 
     def __init__(self, context: Context) -> None:
         self.client = context.client
         self.transports = {}
         self.max_conns = collections.defaultdict(lambda: asyncio.Semaphore(5))
+        self.wakeup_timer = set()
 
         # Ask for the first layer right away.
         # In a reverse proxy scenario, this is necessary as we would otherwise hang
@@ -120,6 +122,9 @@ class ConnectionHandler(metaclass=abc.ABCMeta):
             await asyncio.wait([handler])
 
         watch.cancel()
+        while self.wakeup_timer:
+            timer = self.wakeup_timer.pop()
+            timer.cancel()
 
         self.log("client disconnect")
         self.client.timestamp_end = time.time()
@@ -199,6 +204,13 @@ class ConnectionHandler(metaclass=abc.ABCMeta):
                 command.connection.timestamp_end = time.time()
                 await self.handle_hook(server_hooks.ServerDisconnectedHook(hook_data))
 
+    async def wakeup(self, request: commands.RequestWakeup) -> None:
+        await asyncio.sleep(request.delay)
+        task = asyncio.current_task()
+        assert task is not None
+        self.wakeup_timer.discard(task)
+        self.server_event(events.Wakeup(request))
+
     async def handle_connection(self, connection: Connection) -> None:
         """
         Handle a connection for its entire lifetime.
@@ -297,6 +309,14 @@ class ConnectionHandler(metaclass=abc.ABCMeta):
                         client=self.client.peername,
                     )
                     self.transports[command.connection] = ConnectionIO(handler=handler)
+                elif isinstance(command, commands.RequestWakeup):
+                    task = asyncio_utils.create_task(
+                        self.wakeup(command),
+                        name=f"wakeup timer ({command.delay:.1f}s)",
+                        client=self.client.peername
+                    )
+                    assert task is not None
+                    self.wakeup_timer.add(task)
                 elif isinstance(command, commands.ConnectionCommand) and command.connection not in self.transports:
                     pass  # The connection has already been closed.
                 elif isinstance(command, commands.SendData):
diff --git a/test/mitmproxy/proxy/layers/http/test_http2.py b/test/mitmproxy/proxy/layers/http/test_http2.py
index 2044b0bb1..e1464473a 100644
--- a/test/mitmproxy/proxy/layers/http/test_http2.py
+++ b/test/mitmproxy/proxy/layers/http/test_http2.py
@@ -4,13 +4,14 @@ import h2.settings
 import hpack
 import hyperframe.frame
 import pytest
+import time
 from h2.errors import ErrorCodes
 
 from mitmproxy.connection import ConnectionState, Server
 from mitmproxy.flow import Error
 from mitmproxy.http import HTTPFlow, Headers, Request
 from mitmproxy.net.http import status_codes
-from mitmproxy.proxy.commands import CloseConnection, Log, OpenConnection, SendData
+from mitmproxy.proxy.commands import CloseConnection, Log, OpenConnection, SendData, RequestWakeup
 from mitmproxy.proxy.context import Context
 from mitmproxy.proxy.events import ConnectionClosed, DataReceived
 from mitmproxy.proxy.layers import http
@@ -64,8 +65,9 @@ def decode_frames(data: bytes) -> List[hyperframe.frame.Frame]:
     return frames
 
 
-def start_h2_client(tctx: Context) -> Tuple[Playbook, FrameFactory]:
+def start_h2_client(tctx: Context, keepalive: int = 0) -> Tuple[Playbook, FrameFactory]:
     tctx.client.alpn = b"h2"
+    tctx.options.http2_ping_keepalive = keepalive
     frame_factory = FrameFactory()
 
     playbook = Playbook(http.HttpLayer(tctx, HTTPMode.regular))
@@ -679,6 +681,7 @@ def test_kill_stream(tctx):
 
 class TestClient:
     def test_no_data_on_closed_stream(self, tctx):
+        tctx.options.http2_ping_keepalive = 0
         frame_factory = FrameFactory()
         req = Request.make("GET", "http://example.com/")
         resp = {
@@ -780,3 +783,64 @@ def test_request_smuggling_te(tctx):
             << CloseConnection(tctx.client)
     )
     assert b"Connection-specific header field present" in err()
+
+
+def test_request_keepalive(tctx, monkeypatch):
+    playbook, cff = start_h2_client(tctx, 58)
+    flow = Placeholder(HTTPFlow)
+    server = Placeholder(Server)
+    initial = Placeholder(bytes)
+
+    def advance_time(_):
+        t = time.time()
+        monkeypatch.setattr(time, "time", lambda: t + 60)
+
+    assert (
+            playbook
+            >> DataReceived(tctx.client,
+                            cff.build_headers_frame(example_request_headers, flags=["END_STREAM"]).serialize())
+            << http.HttpRequestHeadersHook(flow)
+            >> reply()
+            << http.HttpRequestHook(flow)
+            >> reply()
+            << OpenConnection(server)
+            >> reply(None, side_effect=make_h2)
+            << RequestWakeup(58)
+            << SendData(server, initial)
+            >> reply(to=-2, side_effect=advance_time)
+            << SendData(server, b'\x00\x00\x08\x06\x00\x00\x00\x00\x0000000000')  # ping frame
+            << RequestWakeup(58)
+    )
+
+
+def test_keepalive_disconnect(tctx, monkeypatch):
+    playbook, cff = start_h2_client(tctx, 58)
+    playbook.hooks = False
+    sff = FrameFactory()
+    server = Placeholder(Server)
+    wakeup_command = RequestWakeup(58)
+
+    http_response = (
+        sff.build_headers_frame(example_response_headers).serialize() +
+        sff.build_data_frame(b"", flags=["END_STREAM"]).serialize()
+    )
+
+    def advance_time(_):
+        t = time.time()
+        monkeypatch.setattr(time, "time", lambda: t + 60)
+
+    assert (
+            playbook
+            >> DataReceived(tctx.client,
+                            cff.build_headers_frame(example_request_headers, flags=["END_STREAM"]).serialize())
+            << OpenConnection(server)
+            >> reply(None, side_effect=make_h2)
+            << wakeup_command
+            << SendData(server, Placeholder(bytes))
+            >> DataReceived(server, http_response)
+            << SendData(tctx.client, Placeholder(bytes))
+            >> ConnectionClosed(server)
+            << CloseConnection(server)
+            >> reply(to=wakeup_command, side_effect=advance_time)
+            << None
+    )
diff --git a/test/mitmproxy/proxy/layers/http/test_http_fuzz.py b/test/mitmproxy/proxy/layers/http/test_http_fuzz.py
index 9ca689407..c0cc0142b 100644
--- a/test/mitmproxy/proxy/layers/http/test_http_fuzz.py
+++ b/test/mitmproxy/proxy/layers/http/test_http_fuzz.py
@@ -220,6 +220,7 @@ def h2_frames(draw):
 
 def h2_layer(opts):
     tctx = context.Context(connection.Client(("client", 1234), ("127.0.0.1", 8080), 1605699329), opts)
+    tctx.options.http2_ping_keepalive = 0
     tctx.client.alpn = b"h2"
 
     layer = http.HttpLayer(tctx, HTTPMode.regular)
diff --git a/test/mitmproxy/proxy/layers/http/test_http_version_interop.py b/test/mitmproxy/proxy/layers/http/test_http_version_interop.py
index 923516854..ac214f21c 100644
--- a/test/mitmproxy/proxy/layers/http/test_http_version_interop.py
+++ b/test/mitmproxy/proxy/layers/http/test_http_version_interop.py
@@ -24,6 +24,7 @@ def event_types(events):
 
 def h2_client(tctx: Context) -> Tuple[h2.connection.H2Connection, Playbook]:
     tctx.client.alpn = b"h2"
+    tctx.options.http2_ping_keepalive = 0
 
     playbook = Playbook(http.HttpLayer(tctx, HTTPMode.regular))
     conn = h2.connection.H2Connection()
@@ -89,6 +90,7 @@ def test_h1_to_h2(tctx):
     """Test HTTP/1 -> HTTP/2 request translation"""
     server = Placeholder(Server)
     flow = Placeholder(HTTPFlow)
+    tctx.options.http2_ping_keepalive = 0
 
     playbook = Playbook(http.HttpLayer(tctx, HTTPMode.regular))
 
diff --git a/test/mitmproxy/proxy/test_commands.py b/test/mitmproxy/proxy/test_commands.py
index ead32ca3a..2ca7c23f0 100644
--- a/test/mitmproxy/proxy/test_commands.py
+++ b/test/mitmproxy/proxy/test_commands.py
@@ -13,6 +13,7 @@ def tconn() -> connection.Server:
 
 
 def test_dataclasses(tconn):
+    assert repr(commands.RequestWakeup(58))
     assert repr(commands.SendData(tconn, b"foo"))
     assert repr(commands.OpenConnection(tconn))
     assert repr(commands.CloseConnection(tconn))
diff --git a/web/src/js/ducks/_options_gen.ts b/web/src/js/ducks/_options_gen.ts
index 87c3f7bd9..26ac9f143 100644
--- a/web/src/js/ducks/_options_gen.ts
+++ b/web/src/js/ducks/_options_gen.ts
@@ -22,6 +22,7 @@ export interface OptionsState {
     content_view_lines_cutoff: number
     export_preserve_original_ip: boolean
     http2: boolean
+    http2_ping_keepalive: number
     ignore_hosts: string[]
     intercept: string | undefined
     intercept_active: boolean
@@ -110,6 +111,7 @@ export const defaultState: OptionsState = {
     content_view_lines_cutoff: 512,
     export_preserve_original_ip: false,
     http2: true,
+    http2_ping_keepalive: 58,
     ignore_hosts: [],
     intercept: undefined,
     intercept_active: false,