Selected fares from Chicago to San Juan
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Chicago to San Juan Intro 36
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Guaranteed low prices on flights from Chicago to San Juan
Low fares, discounted rates, great deals, and special promotions—all of these can be found through Orbitz. Get cheap fares on Chicago to San Juan flights and amazing deals on luxury hotels. You can even accumulate loyalty or frequent flyer miles or points on qualifying flights from Chicago to San Juan so you can earn flight rewards on your favorite airlines.
Mobile planning for flights from Chicago to San Juan
Worried about unexpected flight delays or other travel disruptions on your Chicago to San Juan flights? You can opt to receive free alerts sent to you and six of your contacts via email, voicemail, or text. The Orbitz mobile app also lets you access up-to-date flight information from your iPhone, iPad, and mobile Android devices. Our mobile technology let you check baggage claim and gate details, view your itinerary for your flights from Chicago to San Juan, and book exclusive hotel deals—even on the same day.
Take advantage of low fares on Chicago to San Juan flights and vacation packages
Orbitz has the best prices available on flights from Chicago to San Juan. Take advantage of our low fare sales and discounts and begin to plan your next trip. We also give you great savings on hotels, car rentals, and vacation packages.
Save more with San Juan Flight + Hotel packages
Atlantic Beach Hotel
3.0 out of 5.0Wed, Oct 25 - Wed, Nov 1
O'Hare Intl. - Luis Munoz Marin Intl.
$1,733
per person
Rincon Beach Resort
3.5 out of 5.0Wed, Oct 25 - Wed, Nov 1
O'Hare Intl. - Luis Munoz Marin Intl.
$1,628
per person
San Juan Marriott Resort and Stellaris Casino
4.0 out of 5.0Wed, Oct 25 - Wed, Nov 1
O'Hare Intl. - Luis Munoz Marin Intl.
$890
per person
Hilton Ponce Golf & Casino Resort
4.0 out of 5.0Tue, Oct 31 - Sat, Nov 4
O'Hare Intl. - Luis Munoz Marin Intl.
$593
per person
The Condado Plaza Hilton
4.0 out of 5.0Sun, Oct 29 - Fri, Nov 3
O'Hare Intl. - Luis Munoz Marin Intl.
$675
per person
Parador Villas Del Mar Hau
3.0 out of 5.0Wed, Oct 25 - Wed, Nov 1
O'Hare Intl. - Luis Munoz Marin Intl.
$876
per person
Condado Vanderbilt Hotel
5.0 out of 5.0Sat, Nov 4 - Sat, Nov 11
O'Hare Intl. - Luis Munoz Marin Intl.
$1,255
per person
Villa Montana Beach Resort
3.5 out of 5.0Wed, Oct 25 - Wed, Nov 1
O'Hare Intl. - Luis Munoz Marin Intl.
$876
per person
Bahia Beach Resort & Golf Club
5.0 out of 5.0Wed, Oct 25 - Wed, Nov 1
O'Hare Intl. - Luis Munoz Marin Intl.
$2,519
per person
More to explore for Chicago to San Juan
Explore San Juan with Orbitz's Travel Guides to find the best flights, cars, vacation packages and more!
Flights from Cities near Chicago
Flights to Cities near San Juan
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.
