Deal found on September 30, 2026
Chicago to San Juan
$205$44053% off
Round trip
ORD to San Juan is running $205 on Frontier with one stop, about 43 percent below the typical fare on this route. Puerto Rico needs no passport and delivers beaches plus Old San Juan without the usual price tag, and this fare still sits well above the $128 record low we have tracked, meaning there may be room to find it even cheaper on nearby dates. One date is confirmed so far.
Travel dates
Dates in December
e.g. Dec 8 – Dec 17 · 9 nights
Date options
21 at this price
Lowest we've seen
$128
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