$191 Cheap United flights Chicago (ORD) to San Juan (SJU)

View $191 flight on Fri, Dec 5, 2025Opens in a new window

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$191 Cheap United flights Chicago (ORD) to San Juan (SJU)

Prices were available within the past 7 days and start at $191 for one-way flights and $377 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Jan 12 - Tue, Jan 13
ORD
Chicago
SJU
San Juan
$377 Roundtrip, found 12 hours ago
$377
Roundtrip
found 12 hours ago
Select United flight, departing Mon, Jan 12 from Chicago to San Juan, returning Tue, Jan 13, priced at $377 found 12 hours ago
Flights from Chicago (ORD) to San Juan (SJU)
Origin airport
O'Hare Intl.
Destination airport
Luis Munoz Marin Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Popular airline
JetBlue Airways
Distance
2073 mi
Average flight time
5 hours 47 mins

Frequently asked questions

How much is a United Airlines flight from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)?
Set the "Price (lowest to highest)" filter on Expedia to look for cheap United Airlines return flights from $377 from ORD to SJU. Affordable one-way tickets from $191 are available as well.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to SJU with United Airlines?
Look for round-trip or one-way flights to San Juan in October or September. You could find cheaper fares with United Airlines during these quieter months.
What is the cheapest time to book flights from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU) with United Airlines?
Search for United Airlines flights from ORD to SJU about one month before you want to leave. The most affordable time to reserve an international flight is generally 18 to 29 days ahead of your travel date when you can save 17% versus booking four to five months in advance. Regardless of fare class and itinerary, the best day of the week to book international airfare is usually Sunday. Friday is often the most expensive. Passengers booking on a Sunday can save an average of 17% compared to those who book on a Friday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does United Airlines fly nonstop from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)?
United Airlines offers direct flights from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU), with 9 departures each week. Simply choose the "Nonstop" and "Airline" filters while searching on Expedia to show all direct United Airlines flights to SJU.
How long does it take to fly from ORD to SJU with United Airlines?
It takes around 4h 37m to travel nonstop from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU) with United Airlines.
Which day of the week has the most United Airlines flights from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)?
If flexibility is what you're after, Thursday offers the most choice for United Airlines flights from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU). Take your pick of 2 different departures.
What is the earliest United Airlines flight from ORD to SJU?
The earliest United Airlines flight from ORD to SJU departs at 7:20AM UTC-6, landing at 1:58PM UTC-4. If you prefer to jet off later in the day, the last United Airlines flight leaves ORD at 2:20PM UTC-6 and touches down at SJU at 8:55PM UTC-4. Flying earlier is generally a smart option as morning flights are less likely to be canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does United Airlines fly into in San Juan?
Luis Munoz Marin Intl. Airport (SJU) is the primary San Juan hub for United Airlines flights from O'Hare Intl. Airport (ORD).
Why fly with United Airlines from ORD to SJU?
A rewarding loyalty program and the opportunity to collect points through United Mileage Plus are the start of the reasons to leave from ORD to SJU with United Airlines. Plus, by joining Expedia's free One Key™ program, you can receive OneKeyCash™* on top of United Airlines's loyalty program earnings. It's yours to use wherever your next trip takes you.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
What type of plane does United Airlines fly from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)?
You'll most likely travel on a Boeing 737 MAX 9 for your United Airlines flight from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU). However, you could be switched to a different aircraft for operational reasons.
Can I change or cancel my United Airlines flight from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)?
Depending on your ticket type, a fee is typically charged if you cancel or change your flight more than 24 hours after it's been confirmed. To secure plane tickets with more flexibility, select our "No cancel fee" or "Changes included" filter while searching for flights. For additional information on canceling or modifying your reservation, go to "Trips," select your flight and tick "Manage Booking."

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