$428 Cheap flight deals from Chicago (CHI) to San Juan (MDZ)
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Airfares from $428 One Way, $1,176 Round Trip from Chicago to San Juan
Prices starting at $1,176 for return flights and $428 for one-way flights to San Juan were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
More About Flying To San Juan from Chicago
Route Information for Flights from Chicago to San Juan
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | MDZ |
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Direct Flight Airlines | |
Earliest Flight Arrival | |
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Chicago to San Juan
Orbitz is the number one travel site for finding guaranteed low prices on Chicago to San Juan flights. Not only do we have discount tickets on domestic and international tickets but our cutting-edge mobile tools keep you informed on the go.
Find Low Prices in One Place
Booking a trip from Chicago to San Juan has never been easier. Not only will you find great deals on flights, we offer bargains on cruises, car rentals, top-notch hotels, and more. You can also research and add local activities in San Juan to your flight or hotel reservation to keep the kids happy and active.
Flight Booking, Alerts, and More on Your Mobile Device
Use our mobile app for your iPhone, iPad, or Android phone—or our mobile website m.orbitz.com—to find bargains on flights from Chicago to San Juan wherever you are. Book your cheap Chicago to San Juan flights and a hotel room too—even at the last minute. Orbitz also makes your life easier with free alerts that are sent to your mobile phone or email about delays to your upcoming flights from Chicago to San Juan.
Don’t Miss out on Miles
Accumulate frequent flyer miles or points on your Chicago to San Juan flights. It’s as simple as entering your frequent flyer number when you’re making your flight reservation on Orbitz to rack up miles on qualified flights from Chicago to San Juan. You can save your frequent flyer numbers in your Orbitz account to save time during your next flight booking.
Flights to San Juan
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to Washington
- Chicago to London
- Chicago to Paris
- Chicago to Rome
- Chicago to Toronto
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Atlantic City
- Chicago to Hartford
San Juan Airports
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.