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Selected fares from Chicago to San Juan

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from Chicago to San Juan

Origin Airport IATA Code ORD
Destination Airport IATA Code SJU
Flight Price $131
Distance 3,317 km

Chicago (CHI) to San Juan (SJU)

Whaa?! A trip to San Juan! Well, looks like you'll need a ticket from Chicago pretty soon. Well, unless you'd rather walk. And although we agree walking is great exercise, you probably want to get there before the year ends. Good thing you found us. We can get you a fabulous deal on your flight from CHI to SJU.

How do I get the best price on my ticket fromChicago to San Juan?

We've been doing this for years, so we know a couple ways to find the best price on your flight to San Juan. You'll make spending less look so very good with a little know-how.

What is the best day of the week to book a flight?

Going with the flow can pay dividends when it comes to getting an affordable flight. Tuesday and Wednesday typically have the best rates. Next in line are Thursday and, surprisingly, Saturday. Most people like to come back on Sunday so you can save by leaving a day earlier.

Can staying the weekend get me a cheaper ticket?

Staying the weekend at your destination, like San Juan, usually means lower airfare since most people fly during this time. We are all for that!

Why travel during the off-peak season?

There's good reason that many people travel during certain times of the year -- they want to enjoy incredible weather. Summertime is when Europe, Hawaii, and Alaska are at their most popular. Popular Spring Break destinations are New Orleans, California, and Florida. Winter is prime for Mexico and the Caribbean because of its warm weather, as well as ski and snowboard destinations like the Colorado Rockies. In the fall, Northern California, the Pacific Northwest, and New England draw visitors. Flying during less popular periods can mean extra money in your wallet -- yes, please!

Is that the lowest price?

You're not the only one waiting a superb deal on a flight from Chicago to San Juan. You could miss your chance to dial in the time and the flight you wanted.

What is the Hotwire Hot Rate?

We think the Hotwire Hot Rate is one of the best deals out there, although we may be slightly biased. It's one of our ways to help get you one of our best rates on a ticket to San Juan from Chicago. After your purchase, you'll get the time and name of the airline, but with a little risk you can get huge savings.

Book your flight today

At Hotwire we'll do our best to help you save on your next flight from Chicago to San Juan. These tips can get you that crazy good deal. And if you're feeling lucky (and you always will be) book the Hotwire Hot Rate for unbelievable savings. So say "Later" to Chicago and "Hello" to San Juan.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 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.