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

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

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Frequently asked questions

How long does it take to fly from ORD to Isla Verde Intl. Airport?
American Airlines has a direct flight taking off from O'Hare Intl. Airport (ORD) at 8:23AM and arriving at Isla Verde Intl. Airport at 2:03PM — a flying time of 4 hours and 40 minutes. Secure the best available seat, bring something to keep you occupied and the time will zip by.
Is it cheaper to buy a plane ticket from O'Hare Airport to Luis Munoz Marin Intl. Airport (SJU) last minute?
When it's time to book your flights, it's better to be prepared. While it's possible to find a last-minute deal on an O'Hare Airport to SJU flight, fares usually don't get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to book a domestic flight is between 28 – 35 days in advance. For international travel it's between three and four months.
What airline has the least delays from O'Hare Intl. Airport (ORD) to SJU?
Journey with United Airlines from ORD to Isla Verde Intl. Airport and there's a good chance you'll land at the time found on your plane ticket. This carrier clinches first place on this route, with an 83% on-time score. If you find yourself facing a delay, the free Expedia App will help you stay up to date. Download it and you'll get immediate trip updates, from flight delays to gate changes and baggage carousel numbers.
What airports do you fly into for San Juan from Chicago?
With Luis Munoz Marin Intl. Airport (SJU), Antonio Rivera Rodriguez Airport (VQS) and Mercedita Airport (PSE) to select from, connecting from Chicago to San Juan is a breeze. The city's busiest terminal, Luis Munoz Marin Intl. Airport (SJU), is approximately 11 kilometers east of the center. Apart from the price of fares, consider things like the ease of getting from the airport and the distance to your hotel before making your decision. Get your San Juan adventure off to a fun start by visiting San Juan Gate and La Fortaleza.
What are the most popular departure times for flights from O'Hare Airport to Luis Munoz Marin Intl. Airport (SJU)?
Between 8:00 AM - 9:00 AM is when you'll find lots of United Airlines flights from O'Hare Airport to Isla Verde Intl. Airport. Our advice? Fly out earlier in the day. With air traffic yet to build up, your odds of hopping on a delay-free flight are better.
Can I change the date of my flight from O'Hare Intl. Airport (ORD) to Isla Verde Intl. Airport?
Expedia makes it a breeze to make amendments to your O'Hare Intl. Airport (ORD) to SJU journey yourself. Log in to the Expedia Trips portal and click on "change flight." Look for new flights and book the one that works best. You'll see an estimate of applicable flight change fees. You can also find your way to our Customer Service portal to connect with our Virtual Agent and quickly get answers to all your questions.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
Luis Munoz Marin Intl.
Distance
3317 km
Average flight time
5 hours 44 mins

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Book with confidence

Chicago to San Juan Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to San Juan offer the perfect respite. Not only does exploring San Juan provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to San Juan may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from ORD to SJU today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of San Juan are only a plane trip away. Book your travel arrangements with us today!

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 now!

Chicago to San Juan Flights

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