Cheap Flights from Chicago (ORD) to San Juan (SJU) from HK$1,386~

View HK$1,386 flight on Sat, 1 Nov 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)

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Find Cheap Flights from Chicago (ORD) to San Juan (SJU)

Prices were available within the past 7 days and start at HK$1,386 for one-way flights and HK$2,762 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$2,762 Return, found 6 days ago
HK$2,762
Return
found 6 days ago
Select Delta flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$2,762 found 6 days ago
United
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$2,986 Return, found 6 days ago
HK$2,986
Return
found 6 days ago
Select United flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$2,986 found 6 days ago
United
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$3,046 Return, found 6 days ago
HK$3,046
Return
found 6 days ago
Select United flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$3,046 found 6 days ago
Delta
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$3,086 Return, found 6 days ago
HK$3,086
Return
found 6 days ago
Select Delta flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$3,086 found 6 days ago
Delta
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$3,122 Return, found 6 days ago
HK$3,122
Return
found 6 days ago
Select Delta flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$3,122 found 6 days ago
Delta
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$3,182 Return, found 6 days ago
HK$3,182
Return
found 6 days ago
Select Delta flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$3,182 found 6 days ago
American Airlines
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$3,226 Return, found 6 days ago
HK$3,226
Return
found 6 days ago
Select American Airlines flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$3,226 found 6 days ago
Delta
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$3,292 Return, found 6 days ago
HK$3,292
Return
found 6 days ago
Select Delta flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$3,292 found 6 days ago
American Airlines
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$3,362 Return, found 6 days ago
HK$3,362
Return
found 6 days ago
Select American Airlines flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$3,362 found 6 days ago
United
Sat, 1 Nov - Mon, 10 Nov
ORD
Chicago
SJU
San Juan
HK$3,396 Return, found 6 days ago
HK$3,396
Return
found 6 days ago
Select United flight, departing Sat, 1 Nov from Chicago to San Juan, returning Mon, 10 Nov, priced at HK$3,396 found 6 days ago

Find the cheapest month to fly from Chicago (ORD) to San Juan (SJU)

January is typically the cheapest month to fly

From HK$926 - HK$3,025 per traveller.

Graph displaying average flight prices per month

Chicago to San Juan route information
Origin airport
O'Hare Intl.
Destination airport
Luis Munoz Marin Intl.
Return price
HK$2,762
Distance
3317 km
Average flight time
5 hours 48 mins

Flights from Chicago to San Juan

Book cheap flights from Chicago (ORD) to San Juan (SJU) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from Chicago (ORD) to San Juan (SJU) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Chicago (ORD) to San Juan (SJU) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your San Juan flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in San Juan and things to do in San Juan for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to San Juan more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to San Juan is HK$1,386 now!

 

Frequently asked questions

How much is a flight from ORD to Luis Munoz Marin Intl. Airport (SJU)?
Round-trip journeys from O'Hare Intl. Airport (ORD) to Isla Verde Intl. Airport start from HK$2,762. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)?
The majority of flights can be canceled online, but each air carrier has its own set of terms and conditions. If you do need to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to SJU that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Airport to Luis Munoz Marin Intl. Airport (SJU) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Intl. Airport (ORD) to Luis Munoz Marin Intl. Airport (SJU)?
The flight distance between O'Hare Intl. Airport (ORD) and Luis Munoz Marin Intl. Airport (SJU) is 3,300 kilometers. Bring along a drink, a snack and a good movie. Keep yourself busy in the air and the hours will zip by.
Which airlines fly direct from O'Hare Airport to Luis Munoz Marin Intl. Airport (SJU)?
United Airlines (UA) is a popular choice. It operates 30 flights between O'Hare Airport and Luis Munoz Marin Intl. Airport (SJU) each month. If you're eager for more options, check out the ticket prices from American Airlines (AA). This carrier operates 21 flights every month between these airports.
Are O'Hare Airport to SJU flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can occasionally nab a bargain, with some super cheap airfares from O'Hare Airport to SJU popping up a few weeks before the departure date. If you'd rather book ahead of time, Expedia compares and updates all the best flight deals continuously — as early as 12 months in advance in some cases. It depends on the carrier though, as not every airline advertises prices so far in advance.

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