JetBlue Chicago to San Juan Roundtrip Airfare

This airfare deal from Expedia is available for JetBlue roundtrip flights between Chicago (ORD) and San Juan, Puerto Rico (SJU). Book your travel by March 31, 2026.

Travel is available on select dates:

• Departing Chicago (ORD): January 20-21, 24-27; February 2-4, 8, 10, 24-25; March 2-4, 9-10, 17, 25
• Departing San Juan (SJU): January 13-14; February 5-6, 14, 28; March 3, 10, 13, 17, 25

These are basic economy fares, which include a personal item and a carry-on bag. There is no seat selection. JetBlue’s policy states that families traveling with children will be seated together.