
$105 Cheap flight deals from Chicago (CHI) to San Juan (SJU)
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This Weekend's Flight Deals from Chicago to San Juan
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $105 One Way, $215 Round Trip from Chicago to San Juan
Prices starting at $215 for return flights and $105 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.
San Juan economy flight packages

El Colonial - Adults Only
Aug 25 - Aug 28
Chicago (CHI) to San Juan (SJU)
Reviewed on Feb 15, 2025


San Juan packages with premium economy flights



OLV Fifty Five - Adults Only
Aug 8 - Aug 15
Chicago (ORD) to San Juan (SJU)
Reviewed on Aug 7, 2023
San Juan first class flight packages

OLV Fifty Five - Adults Only
Aug 12 - Aug 15
Chicago (ORD) to San Juan (SJU)
Reviewed on Aug 7, 2023

El Colonial - Adults Only
Aug 14 - Aug 17
Chicago (ORD) to San Juan (SJU)
Reviewed on Feb 15, 2025

Ola Boutique Hotel
Aug 12 - Aug 15
Chicago (ORD) to San Juan (SJU)
Reviewed on Jan 4, 2025
More About Flying To San Juan from Chicago
Route Information for Flights from Chicago to San Juan
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | SJU |
Distance | 2073 mi |
Direct Flight Airlines | American Airlines, Alaska Airlines, Air Canada, Air New Zealand, United Airlines, Spirit Airlines |
Earliest Flight Arrival | 6:33PM UTC |
Latest Flight Arrival | 3:54AM UTC |
Chicago to San Juan
Great Deals on Flights From Chicago to San Juan
Spend more of your time and money at San Juan instead of sitting at your computer, searching for discount Chicago to San Juan flights. This is why Orbitz makes it easy for you to check out destinations, plan your trip, and book your air fare, hotel, car rental, and more in just one place. Our low price guarantee means that you get great deals on flights from Chicago to San Juan.
Flights That Fit Your Budget
Traveling on a budget? Not to worry if you are using Orbitz. We monitor thousands of fares to make sure we show you the best air ticket prices available for your travel dates. Besides amazing prices on Chicago to San Juan flights, we offer you great deals on hotels, vacation packages, and last-minute getaways for the perfect trip.
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Search for Flights from Chicago to San Juan on the Go
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San Juan Airports
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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.