Fly nonstop from Chicago to San Juan, PR for $215 round-trip on JetBlue.
Searching Jetblue.com, we found seats departing ORD on Wednesday, May 4, returning from SJU on Sunday, May 8.
Other dates are also available for travel in early to mid-May only.
See our fare details for booking info.
Need a room in San Juan? Here's what's available for the above dates on Hotelwatchdog.