United Flights from Chicago (ORD) to San Juan (SJU)

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United Flights from ORD to SJU

How much is a United flight from Chicago (ORD) to San Juan (SJU)?

One-way flights start as little as and there are roundtrips available from . Get in! You can score some sweet deals with Wotif and United.

How many non-stop United flights from Chicago (ORD) to San Juan (SJU) are there per day?

United flies 2 flights direct every day between Chicago (ORD) and San Juan (SJU).

How far is Chicago (ORD) from San Juan (SJU)?

It’s 3337 km from Chicago (ORD) to San Juan (SJU).

What is the best airline to fly from O'Hare Intl.?

At Wotif, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from O'Hare Intl. with: . 

Can I change or cancel my United tickets from Chicago to San Juan on Wotif?

Change of plans? No worries! We’re right here to make things as easy as possible. Check out the United rules and restrictions in your itinerary. You can also use the No Change Fees filter to find flexible plane tickets for future trips. For more information on how to cancel or change your flight on Wotif, visit our customer service portal.

How do I find the best deal on United flights from Chicago (ORD) to San Juan (SJU)?

Just review and compare all our awesome offers or enter your travel dates to see more terrific deals on United flights from Chicago. And remember you can save even more when you bundle a hotel with your flight as part of a Wotif package. Sweet!

What’s a good way to get cheap United flight tickets from Chicago to San Juan?

We have loads of cheap flights, so just enter your travel dates to see what’s available. If you can be flexible on when you fly, you’ll find even more epic flight deals. So get booking!

What is the cheapest time of year to fly from Chicago (ORD) to San Juan (SJU)?

The cheapest time of the year for a return trip is . One-way, the cheapest month to fly is . Check our deal cards for details.

How long does it take to fly from ORD to SJU?

It typically takes 4 hours 51 to fly directly from Chicago (ORD) to San Juan (SJU).

Epic Hotel in San Juan

Fairmont El San Juan Hotel
Fairmont El San Juan Hotel
5 out of 5
6063 Isla Verde Avenue, Carolina
"We had a lovely experience at the hotel itself. Great staff, very clean. The casino screwed us with a “technicality” that somehow did not apply the first three nights we went to the casino and placed bets. They decided on day THREE that suddenly when you use cash, they get to decide what you win, ..."

Reviewed on 30 Jun. 2025

Fairmont El San Juan Hotel
The Royal Sonesta San Juan
The Royal Sonesta San Juan
4 out of 5
5961 Isla Verde Avenue, Carolina
"such an awesome time my wife and i had there.. the people and staff are great.."

Reviewed on 1 Jul. 2025

The Royal Sonesta San Juan
San Juan Airport Hotel
San Juan Airport Hotel
3 out of 5
LMM International Airport, Terminal D Airport Hotel (SJU), Carolina
"I use the hotel as a layover before going home after a trip. If I come in late in the evening. It's convenient. It's in the airport if I wanted to leave the grounds I could by using a Uber. Or even go to the airport for restaurants? The room I stayed in this time looked renovated, but i've always ..."

Reviewed on 1 Jul. 2025

San Juan Airport Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.