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Lowest round trip fares by airline from San Juan and Chicago
Cheapest prices ($110 One Way, $222 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fly From San Juan to Chicago
Origin | San Juan |
|---|---|
Destination | Chicago |
Number of Daily Flights | |
Earliest Flight Departure Date | |
Latest Flight Departure Date | |
Popular Airlines |
San Juan to Chicago
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