Cheap Flights from Chicago to Ponce

View €150 flight on Sun, 9 Nov 2025Opens in a new window

Popular airlines from Chicago to Ponce

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Cheap flights from Chicago to Ponce (CHI-SJU)

Prices were available within the past 7 days and start at €150 for one-way flights and €307 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 15 Sep - Tue, 23 Sep
ORD
Chicago
SJU
San Juan
€307 Return, found 3 days ago
€307
Return
found 3 days ago
Select Delta flight, departing Mon, 15 Sep from Chicago to San Juan, returning Tue, 23 Sep, priced at €307 found 3 days ago
JetBlue Airways
Mon, 15 Sep - Tue, 23 Sep
ORD
Chicago
SJU
San Juan
€317 Return, found 3 days ago
€317
Return
found 3 days ago
Select JetBlue Airways flight, departing Mon, 15 Sep from Chicago to San Juan, returning Tue, 23 Sep, priced at €317 found 3 days ago
American Airlines
Mon, 15 Sep - Tue, 23 Sep
ORD
Chicago
SJU
San Juan
€322 Return, found 3 days ago
€322
Return
found 3 days ago
Select American Airlines flight, departing Mon, 15 Sep from Chicago to San Juan, returning Tue, 23 Sep, priced at €322 found 3 days ago
American Airlines
Fri, 19 Sep - Tue, 23 Sep
ORD
Chicago
SJU
San Juan
€326 Return, found 6 days ago
€326
Return
found 6 days ago
Select American Airlines flight, departing Fri, 19 Sep from Chicago to San Juan, returning Tue, 23 Sep, priced at €326 found 6 days ago
Delta
Mon, 15 Sep - Tue, 23 Sep
ORD
Chicago
SJU
San Juan
€328 Return, found 3 days ago
€328
Return
found 3 days ago
Select Delta flight, departing Mon, 15 Sep from Chicago to San Juan, returning Tue, 23 Sep, priced at €328 found 3 days ago
United
Mon, 15 Sep - Tue, 23 Sep
ORD
Chicago
SJU
San Juan
€344 Return, found 3 days ago
€344
Return
found 3 days ago
Select United flight, departing Mon, 15 Sep from Chicago to San Juan, returning Tue, 23 Sep, priced at €344 found 3 days ago

Find the cheapest month to fly from Chicago (CHI) to San Juan (SJU)

January is typically the cheapest month to fly

From €108 - €332 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.