Cheap Flights from Chicago to Ponce

View €167 flight on Thu, 27 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 €167 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 5 days ago
€314
Return
found 5 days ago
Select Delta flight, departing Thu, 27 Nov from Chicago to San Juan, returning Wed, 3 Dec, priced at €314 found 5 days ago
Delta
Thu, 27 Nov - Wed, 3 Dec
ORD
Chicago
SJU
San Juan
€348 Return, found 5 days ago
€348
Return
found 5 days ago
Select Delta flight, departing Thu, 27 Nov from Chicago to San Juan, returning Wed, 3 Dec, priced at €348 found 5 days ago
JetBlue Airways
Thu, 27 Nov - Wed, 3 Dec
ORD
Chicago
SJU
San Juan
€350 Return, found 5 days ago
€350
Return
found 5 days ago
Select JetBlue Airways flight, departing Thu, 27 Nov from Chicago to San Juan, returning Wed, 3 Dec, priced at €350 found 5 days ago
Delta
Thu, 27 Nov - Wed, 3 Dec
ORD
Chicago
SJU
San Juan
€352 Return, found 5 days ago
€352
Return
found 5 days ago
Select Delta flight, departing Thu, 27 Nov from Chicago to San Juan, returning Wed, 3 Dec, priced at €352 found 5 days ago
American Airlines
Thu, 27 Nov - Wed, 3 Dec
ORD
Chicago
SJU
San Juan
€371 Return, found 5 days ago
€371
Return
found 5 days ago
Select American Airlines flight, departing Thu, 27 Nov from Chicago to San Juan, returning Wed, 3 Dec, priced at €371 found 5 days ago
United
Thu, 27 Nov - Wed, 3 Dec
ORD
Chicago
SJU
San Juan
€400 Return, found 5 days ago
€400
Return
found 5 days ago
Select United flight, departing Thu, 27 Nov from Chicago to San Juan, returning Wed, 3 Dec, priced at €400 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 - €348 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.