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Lowest round trip fares by airline from Chicago and San Juan
Cheapest prices ($59 One Way, $130 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Great Deals On Cheap Hotels in San Juan
Casa del Caribe Inn
Reviewed on Apr 3, 2024
CIQALA Luxury Suites
Reviewed on Apr 11, 2024
The Condado Plaza Hotel
Reviewed on Apr 12, 2024
Fly From Chicago to San Juan
Origin | Chicago |
|---|---|
Destination | San Juan |
Number of Daily Flights | 6 |
Earliest Flight Departure Date | Apr 23 |
Latest Flight Departure Date | Apr 23 |
Popular Airlines | United Airlines |
Cheap flights from Chicago to San Juan
Are you ready to book your flight, but feeling nervous about paying too much if prices drop in a few days? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus $50 more in CheapCash, which you can use to save on your hotel reservation.
If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.
Save Even More Time and Money With a San Juan Travel Package
Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your San Juan vacation that you can't get when you book flights and hotel separately.
Relax in San Juan With Confidence and Convenience
Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.
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