Hiccups are usually harmless, but when they come with chest pain, they might signal an underlying issue. Doctors say painful hiccups could be caused by:

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Esophageal Irritation – Inflammation from vomiting, medications, or sharp foods can trigger diaphragm spasms. Try gently massaging your diaphragm; if pain persists, see a doctor.
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Acid Reflux (GERD) – Stomach acid flowing into the esophagus can irritate the diaphragm, causing frequent hiccups. Lifestyle changes and antacids may help.
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Strenuous Exercise – Intense physical activity increases diaphragm contractions, leading to spasms. Slow down, stay hydrated, and take breaks.
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Injury or Infection – Chest injuries, pneumonia, or bronchitis can inflame surrounding tissues, making hiccups more painful. Seek medical attention if symptoms persist.
Most hiccups fade on their own, but if they’re painful, frequent, or come with trouble swallowing or breathing, consult a doctor. Simple remedies like deep breathing, drinking water, or even sucking on a lemon slice may offer relief.
Source: New York Post