Cheap Flights from Chicago to Ponce

View €163 flight on Tue, 3 Feb 2026Opens 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 €163 for one-way flights and €314 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 27 Nov - Wed, 3 Dec
ORD
Chicago
SJU
San Juan
€314 Return, found 3 hours ago
€314
Return
found 3 hours ago
Select Delta flight, departing Thu, 27 Nov from Chicago to San Juan, returning Wed, 3 Dec, priced at €314 found 3 hours ago
JetBlue Airways
Tue, 3 Feb - Tue, 17 Feb
ORD
Chicago
SJU
San Juan
€326 Return, found 5 days ago
€326
Return
found 5 days ago
Select JetBlue Airways flight, departing Tue, 3 Feb from Chicago to San Juan, returning Tue, 17 Feb, priced at €326 found 5 days ago
American Airlines
Tue, 3 Feb - Tue, 17 Feb
ORD
Chicago
SJU
San Juan
€327 Return, found 5 days ago
€327
Return
found 5 days ago
Select American Airlines flight, departing Tue, 3 Feb from Chicago to San Juan, returning Tue, 17 Feb, priced at €327 found 5 days ago
American Airlines
Tue, 3 Feb - Tue, 17 Feb
ORD
Chicago
SJU
San Juan
€331 Return, found 5 days ago
€331
Return
found 5 days ago
Select American Airlines flight, departing Tue, 3 Feb from Chicago to San Juan, returning Tue, 17 Feb, priced at €331 found 5 days ago
JetBlue Airways
Tue, 3 Feb - Tue, 17 Feb
ORD
Chicago
SJU
San Juan
€343 Return, found 5 days ago
€343
Return
found 5 days ago
Select JetBlue Airways flight, departing Tue, 3 Feb from Chicago to San Juan, returning Tue, 17 Feb, priced at €343 found 5 days ago
United
Tue, 3 Feb - Tue, 17 Feb
ORD
Chicago
SJU
San Juan
€366 Return, found 5 days ago
€366
Return
found 5 days ago
Select United flight, departing Tue, 3 Feb from Chicago to San Juan, returning Tue, 17 Feb, priced at €366 found 5 days ago

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

January is typically the cheapest month to fly

From €109 - €368 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.