$56 Cheap Flights from San Juan to Chicago

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly from Luis Munoz Marin Intl. to O'Hare Intl.

Amazing SJU to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $111 round trip and $56 one way. Prices and availability subject to change. Additional terms may apply.

Flight Schedule for SJU to ORD

CarrierFlightDepart SJUArrive ORDSun
NK13002:11 pm06:17 pmCheck FareCheck Fare
Check FareCheck Fare
0 Stops
UA208802:20 pm06:23 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops

Frequently asked questions

Can I catch a flight from Luis Munoz Marin Intl. Airport (SJU) to O'Hare Intl. Airport (ORD) right now?
It’s always wise to know about any travel advice reports and quarantine requirements in place in your destination. Ensure you check out the Covid-19 Travel Advisor for up-to-date info on flying to O’Hare Airport.
Are there direct flights from Isla Verde Intl. Airport to ORD?
Sometimes, it’s the journey that counts; other times, the magic is in the destination. If you just want to get to Chicago fast, multiple airlines advertise direct flights from Isla Verde Intl. Airport to O’Hare Airport, including United Airlines and American Airlines.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to O’Hare Airport, please visit our Customer Service Portal.
How long is the flight from Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD)?
The journey between SJU and O’Hare Intl. Airport (ORD) is approximately 6 hours and 52 minutes. Make your trip more enjoyable by saving a few episodes on your laptop or phone and enjoying them with your seat reclined.
What is the flight distance from Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD)?
There’s a flight distance of 2,100 mi between Isla Verde Intl. Airport and ORD. This is classified as a medium-haul flight. There’ll be plenty of time to take advantage of the in-flight entertainment and catch up on some sleep if you want to look fresh on landing.
What airlines fly from Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD)?
If you need to get to Chicago from San Juan, you’ll find a few airlines that fly direct. One of the most well-known is United Airlines (UA), which has 30 flights every month. You’ll want to also look into the deals on offer from American Airlines (AA). This airline operates 26 flights every month on the San Juan to Chicago route. Compare the two to find your ideal fare.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with United Airlines, American Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.


Traveling From
Luis Munoz Marin Intl.
Traveling To
O'Hare Intl.
Shortest Flight Time
3 hours 3 mins
Earliest Departure Time
2:20PM CDT
Latest Departure Time
2:20PM CDT
Lowest Flight Price

Route Info

Flight path for flights from Luis Munoz Marin International Airport to O'Hare International Airport

2,085.00 miles

Airlines & Aircraft Used on SJU to ORD Flight Routes

Airline Carrier
American Airlines
Airbus A320-100/200
American Airlines
Airbus A330 all models
American Airlines
Airbus A330-300
United Airlines
Aerospatiale/Alenia ATR 42-300 / 320

Discover our best flights from San Juan SJU to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 


Find our best return flights from San Juan SJU to Chicago ORD at the right price  

Airfares to Chicago ORD from San Juan SJU currently cost between $111 and $126. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 


Book one-way flights from San Juan SJU to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from San Juan SJU to Chicago ORD on Travelocity starting at $56. Prices and availability subject to change. Additional terms may apply. 


Get to Chicago ORD from San Juan SJU quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from SJU to take around 3 hour(s) 3 min(s).  


Find our cheapest airfares for flights from San Juan SJU to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from SJU. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  


Get our best airfare deals for your flight from San Juan SJU to Chicago ORD today 

If you’re flexible about when you travel, November is usually the cheapest month to fly from San Juan SJU to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 


Book flexible airline tickets for flights to Chicago ORD from San Juan SJU 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from SJU have this option.  


Travel with confidence when you book flights to Chicago ORD from San Juan SJU with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.