ORD - SJU

Find cheap flights from Chicago to San Juan

1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to San Juan Luis Munoz Marin Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Juan, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Juan, as well as popular online travel agencies
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Flights Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to San Juan that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Luis Munoz Marin Intl

American Airlines Logo
ORD-SJU
4h 35mdirect
American Airlines Logo
SJU-ORD
5h 25mdirect
American Airlines
Find Deal
Air Canada Logo
ORD-SJU
4h 38mdirect
Air Canada Logo
SJU-ORD
5h 22mdirect
Air Canada
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Alaska Airlines Logo
ORD-SJU
4h 40mdirect
Alaska Airlines Logo
SJU-ORD
5h 25mdirect
Alaska Airlines
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Air New Zealand Logo
ORD-SJU
4h 38mdirect
Air New Zealand Logo
SJU-ORD
5h 22mdirect
Air New Zealand
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United Airlines Logo
ORD-SJU
4h 38mdirect
United Airlines Logo
SJU-ORD
5h 22mdirect
United Airlines
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Spirit Airlines Logo
ORD-SJU
4h 41mdirect
Spirit Airlines Logo
SJU-ORD
5h 15mdirect
Spirit Airlines
Find Deal
Expert advice

Expert advice for your flight from Chicago to Luis Munoz Marin Intl

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

American's Main Cabin Extra offers early boarding and complimentary drinks for a fee.


Download the American Airlines app for access to inflight entertainment on personal devices.

Read more about American Airlinesby Harriet Baskas
United Airlines

United's Economy Plus offers up to 6 inches more legroom than standard economy seats.


United's Wi-Fi offers free messaging; check coverage before purchasing for surfing or streaming.

Read more about United Airlinesby Stefanie Waldek
Spirit Airlines

Spirit offers low fares with optional add-ons like carry-on or checked bags for flexibility.


Upgrade to Big Front Seat for 20-inch width and 11” extra legroom on Spirit.

Read more about Spirit Airlinesby Joe Cortez
Airports
ORD

Security lines at O'Hare can exceed 30 minutes during peak times. Arrive early to ensure a smooth departure.

Read more about ORDby Stefanie Waldek
SJU

For quick access to San Juan, taxis or Uber are efficient options, taking about 25 minutes to Old San Juan.

Read more about SJUby Gabriel Leigh
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez

Joe Cortez

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Read more
Gabriel Leigh

Gabriel Leigh

Expert on SJU

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Booking Insights

KAYAK's insights & trends for Chicago to Luis Munoz Marin Intl flights

Get data-powered insights and trends into flights from Chicago to Luis Munoz Marin Intl to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport is September, where tickets cost C$ 436 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is C$ 718 and C$ 619 respectively.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at C$ 372 on average.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Find deals

Good to know

Low seasonSeptember
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (20% more expensive on average)

When to book flights from Chicago to Luis Munoz Marin Intl

Are your dates flexible? Find out the best times to travel from Chicago to Luis Munoz Marin Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to San Juan flights

  • Which airlines offer Wi-Fi service onboard planes from Chicago to San Juan?

    American Airlines, Delta, Alaska Airlines, and JetBlue offer inflight Wi-Fi service on the Chicago to San Juan flight route.

  • Which aircraft models fly most regularly from Chicago to San Juan?

    The Airbus A321neo is the aircraft model that flies most regularly on the Chicago to San Juan flight route.

  • Which airline alliances offer flights from Chicago to San Juan?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and San Juan, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Chicago to San Juan?

    There are direct flights from Chicago to San Juan on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to San Juan?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to San Juan.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to San Juan?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Juan from Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to San Juan?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Juan with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to San Juan?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Juan from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 298 or less one-way.

Prefer to fly direct from Chicago to San Juan?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl.
Find which airlines fly direct from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl

Monday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Tuesday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Wednesday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Thursday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Friday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Saturday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Sunday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

See more nonstop flights

Direct returns

San Juan Luis Munoz Marin Intl to Chicago O'Hare Intl

Monday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Tuesday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Wednesday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Thursday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Friday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Saturday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

Sunday

Air Canada,Air New Zealand,Alaska Airlines, +3 more

Air Canada,Air New Zealand, +4 more

See more nonstop flights

Everything you need to know for your flight from Chicago to Luis Munoz Marin Intl

Information on your arrival and departure airports

Chicago (ORD)
Luis Munoz Marin Intl (SJU)

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