diff --git a/bear-languages.yaml b/bear-languages.yaml
index b8095b55a9..762d96883e 100644
--- a/bear-languages.yaml
+++ b/bear-languages.yaml
@@ -329,6 +329,10 @@ RadonBear:
   - Python
   - Python 2
   - Python 3
+RequirementsCheckBear:
+  - Python 2 Requirements
+  - Python 3 Requirements
+  - Python Requirements
 RuboCopBear:
   - Ruby
 RubyFastererBear:
diff --git a/bear-requirements.txt b/bear-requirements.txt
index 6a30c370c8..c1517bfa8a 100644
--- a/bear-requirements.txt
+++ b/bear-requirements.txt
@@ -23,6 +23,7 @@ munkres3~=1.0
 mypy==0.590
 nbformat~=4.1
 nltk~=3.2
+pip-tools~=3.8.0
 proselint~=0.7.0
 pycodestyle~=2.2
 pydocstyle~=2.0
diff --git a/bear-requirements.yaml b/bear-requirements.yaml
index 9f860344ec..7c7a4197db 100644
--- a/bear-requirements.yaml
+++ b/bear-requirements.yaml
@@ -52,6 +52,8 @@ pip_requirements:
     version: ~=4.1
   nltk:
     version: ~=3.2
+  pip-tools:
+    version: ~=3.8.0
   proselint:
     version: ~=0.7.0
   pycodestyle:
diff --git a/bears/python/requirements/RequirementsCheckBear.py b/bears/python/requirements/RequirementsCheckBear.py
new file mode 100644
index 0000000000..e899f05bf4
--- /dev/null
+++ b/bears/python/requirements/RequirementsCheckBear.py
@@ -0,0 +1,58 @@
+import os.path
+
+from coalib.bears.GlobalBear import GlobalBear
+from coalib.results.Result import Result, RESULT_SEVERITY
+from sarge import capture_both
+
+from dependency_management.requirements.PipRequirement import PipRequirement
+
+
+class RequirementsCheckBear(GlobalBear):
+    """
+    The bear to check and find any conflicting pip dependencies.
+    """
+    LANGUAGES = {
+        'Python Requirements',
+        'Python 2 Requirements',
+        'Python 3 Requirements',
+    }
+    REQUIREMENTS = {PipRequirement('pip-tools', '3.8.0')}
+    AUTHORS = {'The coala developers'}
+    AUTHORS_EMAILS = {'coala-devel@googlegroups.com'}
+    LICENSE = 'AGPL-3.0'
+
+    def run(self, require_files: tuple):
+        """
+        :param require_files:
+            Tuple of requirements files.
+        """
+        data = ''
+        orig_file = ''
+
+        for req_file in require_files:
+            if not os.path.isfile(os.path.abspath(req_file)):
+                raise ValueError('The file \'{}\' doesn\'t exist.'
+                                 .format(req_file))
+
+            with open(req_file) as req:
+                content = req.read()
+                if not orig_file:
+                    orig_file = content
+                else:
+                    data += content
+
+        with open(require_files[0], 'a+') as temp_file:
+            temp_file.write(data)
+
+        out = capture_both('pip-compile {} -r -n --no-annotate --no-header '
+                           '--no-index --allow-unsafe'.format(require_files[0]))
+
+        if out.stderr.text and not out.stdout.text:
+            lines = out.stderr.text.splitlines()
+            yield Result(self,
+                         message=[s for s in lines if 'Could not' in s][0],
+                         severity=RESULT_SEVERITY.MAJOR,
+                         )
+
+        with open(require_files[0], 'w+') as temp_file:
+            temp_file.write(orig_file)
diff --git a/tests/python/requirements/RequirementsCheckBearTest.py b/tests/python/requirements/RequirementsCheckBearTest.py
new file mode 100644
index 0000000000..9e63902922
--- /dev/null
+++ b/tests/python/requirements/RequirementsCheckBearTest.py
@@ -0,0 +1,71 @@
+import os
+import unittest
+
+from queue import Queue
+
+from bears.python.requirements.RequirementsCheckBear import (
+    RequirementsCheckBear)
+from coalib.results.Result import Result, RESULT_SEVERITY
+from coalib.settings.Section import Section
+from coalib.settings.Setting import Setting
+
+
+def get_absolute_test_path(file):
+    return os.path.join(os.path.dirname(__file__),
+                        'requirements_test_files', file)
+
+
+def read_file(file):
+    with open(file) as _file:
+        return _file.read()
+
+
+class RequirementsCheckBearTest(unittest.TestCase):
+
+    def setUp(self):
+        self.section = Section('')
+        self.file_dict = {}
+        self.queue = Queue()
+        self.test_files = [get_absolute_test_path('conflict.txt'),
+                           get_absolute_test_path('valid.txt')]
+        self.files = [read_file(_file) for _file in self.test_files]
+
+    def test_conflicted_file(self):
+        self.section.append(Setting('require_files', self.test_files[0]))
+        self.uut = RequirementsCheckBear({}, self.section, self.queue)
+        result = list(self.uut.run_bear_from_section([], {}))
+        self.assertEqual(result[0],
+                         Result(origin='RequirementsCheckBear',
+                                message=('Could not find a version that '
+                                         'matches six<=1.11.0,==1.12.0'),
+                                severity=RESULT_SEVERITY.MAJOR))
+        self.assertEqual(read_file(self.test_files[0]), self.files[0])
+
+    def test_valid_file(self):
+        self.section.append(Setting('require_files', self.test_files[1]))
+        self.uut = RequirementsCheckBear({}, self.section, self.queue)
+        result = list(self.uut.run_bear_from_section([], {}))
+        self.assertEqual(result, [])
+        self.assertEqual(read_file(self.test_files[1]), self.files[1])
+
+    def test_multiple_require_files(self):
+        self.section.append(Setting('require_files',
+                                    ','.join(file for file in self.test_files)))
+        self.uut = RequirementsCheckBear({}, self.section, self.queue)
+        result = list(self.uut.run_bear_from_section([], {}))
+        self.assertEqual(result[0],
+                         Result(origin='RequirementsCheckBear',
+                                message=('Could not find a version that '
+                                         'matches six<=1.11.0,==1.12.0'),
+                                severity=RESULT_SEVERITY.MAJOR))
+        self.assertEqual(read_file(self.test_files[0]), self.files[0])
+        self.assertEqual(read_file(self.test_files[1]), self.files[1])
+
+    def test_no_existing_file(self):
+        invalid_test_file_path = get_absolute_test_path('invalid.txt')
+        self.section.append(Setting('require_files', invalid_test_file_path))
+        self.uut = RequirementsCheckBear({}, self.section, self.queue)
+        error = ('The file \'{}\' doesn\'t exist.'
+                 .format(invalid_test_file_path))
+        with self.assertRaisesRegex(ValueError, error):
+            list(self.uut.run_bear_from_section([], {}))
diff --git a/tests/python/requirements/requirements_test_files/conflict.txt b/tests/python/requirements/requirements_test_files/conflict.txt
new file mode 100644
index 0000000000..e13e467611
--- /dev/null
+++ b/tests/python/requirements/requirements_test_files/conflict.txt
@@ -0,0 +1,2 @@
+six==1.12.0
+six<=1.11.0
diff --git a/tests/python/requirements/requirements_test_files/valid.txt b/tests/python/requirements/requirements_test_files/valid.txt
new file mode 100644
index 0000000000..c9913d3630
--- /dev/null
+++ b/tests/python/requirements/requirements_test_files/valid.txt
@@ -0,0 +1 @@
+pytest~=3.6.4