$56 Cheap Flights from San Juan to Chicago

Wander Wisely with exceptional service, 24/7 support

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.

Fri, Nov 3 - Sat, Nov 11
SJU
San Juan
ORD
Chicago
$111 Roundtrip, found 2 hours ago
$111
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Fri, Nov 3 from San Juan to Chicago, returning Sat, Nov 11, priced at $111 found 2 hours ago
Thu, Oct 19 - Tue, Oct 24
SJU
San Juan
ORD
Chicago
$112 Roundtrip, found 21 hours ago
$112
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Thu, Oct 19 from San Juan to Chicago, returning Tue, Oct 24, priced at $112 found 21 hours ago
Sat, Oct 28 - Mon, Oct 30
SJU
San Juan
ORD
Chicago
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Oct 28 from San Juan to Chicago, returning Mon, Oct 30, priced at $112 found 1 day ago
Wed, Oct 18 - Mon, Oct 23
SJU
San Juan
ORD
Chicago
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Oct 18 from San Juan to Chicago, returning Mon, Oct 23, priced at $113 found 1 day ago
Tue, Oct 24 - Mon, Oct 30
SJU
San Juan
ORD
Chicago
$114 Roundtrip, found 2 days ago
$114
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Oct 24 from San Juan to Chicago, returning Mon, Oct 30, priced at $114 found 2 days ago
Thu, Nov 30 - Mon, Dec 4
SJU
San Juan
ORD
Chicago
$115 Roundtrip, found 23 hours ago
$115
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Thu, Nov 30 from San Juan to Chicago, returning Mon, Dec 4, priced at $115 found 23 hours ago
Sat, Oct 14 - Sat, Oct 21
SJU
San Juan
ORD
Chicago
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Oct 14 from San Juan to Chicago, returning Sat, Oct 21, priced at $117 found 2 hours ago
Tue, Oct 17 - Sat, Oct 21
SJU
San Juan
ORD
Chicago
$121 Roundtrip, found 21 hours ago
$121
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Tue, Oct 17 from San Juan to Chicago, returning Sat, Oct 21, priced at $121 found 21 hours ago
Thu, Oct 19 - Tue, Oct 24
SJU
San Juan
ORD
Chicago
$126 Roundtrip, found 21 hours ago
$126
Roundtrip
found 21 hours ago
Select United flight, departing Thu, Oct 19 from San Juan to Chicago, returning Tue, Oct 24, priced at $126 found 21 hours ago
Thu, Oct 19 - Tue, Oct 24
SJU
San Juan
ORD
Chicago
$126 Roundtrip, found 21 hours ago
$126
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Thu, Oct 19 from San Juan to Chicago, returning Tue, Oct 24, priced at $126 found 21 hours ago

Flight Schedule for SJU to ORD

CarrierFlightDepart SJUArrive ORDSun
9/24		Mon
9/25		Tue
9/26		Wed
9/27		Thu
9/28		Fri
9/29		Sat
9/30		Stops
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
$111

Route Info

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


Origin:
SJU - Luis Munoz Marin International Airport
Destination:
ORD - O'Hare International Airport
Distance:
2,085.00 miles


Airlines & Aircraft Used on SJU to ORD Flight Routes


Airline Carrier
Aircraft
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.