diff --git a/Dockerfile b/Dockerfile
index 0e7a8412bbc..910f567649c 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -33,7 +33,9 @@ RUN ls -1 dist/*.whl | head -1
 RUN pip install dist/*.whl
 
 # install dependencies as wheels
-RUN pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt
+# Note: a2a-sdk is explicitly included to ensure it's wheeled even with environment markers
+RUN pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt \
+  && pip wheel --no-cache-dir --wheel-dir=/wheels/ "a2a-sdk>=0.3.22"
 
 # ensure pyjwt is used, not jwt
 RUN pip uninstall jwt -y
diff --git a/docker/Dockerfile.alpine b/docker/Dockerfile.alpine
index ef2bb98db6e..7216ee8328d 100644
--- a/docker/Dockerfile.alpine
+++ b/docker/Dockerfile.alpine
@@ -29,7 +29,9 @@ RUN ls -1 dist/*.whl | head -1
 RUN pip install dist/*.whl
 
 # install dependencies as wheels
-RUN pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt
+# Note: a2a-sdk is explicitly included to ensure it's wheeled even with environment markers
+RUN pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt \
+  && pip wheel --no-cache-dir --wheel-dir=/wheels/ "a2a-sdk>=0.3.22"
 
 # Runtime stage
 FROM $LITELLM_RUNTIME_IMAGE AS runtime
diff --git a/docker/Dockerfile.database b/docker/Dockerfile.database
index 49655129506..60d59e15315 100644
--- a/docker/Dockerfile.database
+++ b/docker/Dockerfile.database
@@ -40,7 +40,9 @@ RUN ls -1 dist/*.whl | head -1
 RUN pip install dist/*.whl
 
 # install dependencies as wheels
-RUN pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt
+# Note: a2a-sdk is explicitly included to ensure it's wheeled even with environment markers
+RUN pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt \
+  && pip wheel --no-cache-dir --wheel-dir=/wheels/ "a2a-sdk>=0.3.22"
 
 # Runtime stage
 FROM $LITELLM_RUNTIME_IMAGE AS runtime
diff --git a/docker/Dockerfile.dev b/docker/Dockerfile.dev
index 67966f9c739..32bf8d16ee9 100644
--- a/docker/Dockerfile.dev
+++ b/docker/Dockerfile.dev
@@ -25,8 +25,10 @@ RUN apt-get update && apt-get install -y --no-install-recommends \
 COPY requirements.txt .
 
 # Install Python dependencies with cache mount for faster rebuilds
+# Note: a2a-sdk is explicitly included to ensure it's wheeled even with environment markers
 RUN --mount=type=cache,target=/root/.cache/pip \
-    pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt
+    pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt \
+    && pip wheel --no-cache-dir --wheel-dir=/wheels/ "a2a-sdk>=0.3.22"
 
 # Fix JWT dependency conflicts early
 RUN pip uninstall jwt -y || true && \
diff --git a/docker/Dockerfile.non_root b/docker/Dockerfile.non_root
index 8c795f3b17f..d9c5c6e5eb2 100644
--- a/docker/Dockerfile.non_root
+++ b/docker/Dockerfile.non_root
@@ -32,7 +32,7 @@ RUN for i in 1 2 3; do \
 # Cache Python dependencies
 COPY requirements.txt .
 RUN pip wheel --no-cache-dir --wheel-dir=/wheels/ -r requirements.txt \
-  && pip wheel --no-cache-dir --wheel-dir=/wheels/ "semantic_router==0.1.11" "aurelio-sdk==0.0.19" "PyJWT==2.9.0"
+  && pip wheel --no-cache-dir --wheel-dir=/wheels/ "semantic_router==0.1.11" "aurelio-sdk==0.0.19" "PyJWT==2.9.0" "a2a-sdk>=0.3.22"
 
 # Copy source after dependency layers
 COPY . .