Cheap Flight Tickets from San Juan (SJU) to Chicago (ORD), Starting at $154

Good to Know: Cheapest and Fastest SJU - ORD Flights

Useful information for finding best airline tickets from Luis Munoz Marin International to Chicago O'Hare International on your next trip.

Cheapest Round Trip Flight

$503

WN Southwest Airlines • 1 stop • 12h

Nov 20 – Nov 26

The cheapest round trip flight from San Juan to Chicago (SJU-ORD-SJU) is currently $503

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Fastest Flight

12h

The fastest nonstop flight from San Juan to Chicago (SJU-ORD) takes 12h

Top Airlines Flying from San Juan to Chicago

Southwest Airlines-WN

Southwest Airlines

Latest Flight Deals from San Juan (SJU) to Chicago (ORD)

Compare and book low fare round-trip air tickets from San Juan to Chicago. Ideal for travelers with confirmed return itineraries.

Nov 20 - Nov 26, Economy
WN
San Juan → Chicago
12h
5:50 PM - 11:10 PM • 1 stop
WN
San Juan → Chicago
10h 20m
10:15 AM - 6:35 PM • 1 stop
$503
Southwest Airlines
Jan 07 - Jan 12, Economy
WN
San Juan → Chicago
15h 25m
7:25 AM - 2:50 PM • 1 stop
WN
San Juan → Chicago
11h 40m
3:35 PM - 12:35 AM • 1 stop
$566
Southwest Airlines
Nov 20 - Nov 26, Economy
WN
San Juan → Chicago
13h 35m
12:40 PM - 6:55 PM • 1 stop
WN
San Juan → Chicago
10h 20m
10:15 AM - 6:35 PM • 1 stop
$573
Southwest Airlines
Nov 20 - Nov 26, Economy
WN
San Juan → Chicago
17h 5m
2:20 PM - 10:45 PM • 1 stop
WN
San Juan → Chicago
10h 20m
10:15 AM - 6:35 PM • 1 stop
$573
Southwest Airlines
Nov 20 - Nov 26, Economy
WN
San Juan → Chicago
15h 55m
12:40 PM - 8:35 PM • 1 stop
WN
San Juan → Chicago
10h 20m
10:15 AM - 6:35 PM • 1 stop
$573
Southwest Airlines
Nov 20 - Nov 26, Economy
WN
San Juan → Chicago
14h 10m
5:35 AM - 12:25 PM • 1 stop
WN
San Juan → Chicago
10h 20m
10:15 AM - 6:35 PM • 1 stop
$587
Southwest Airlines

Fly from San Juan to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from San Juan to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on San Juan to Chicago Flights

What are the airports in San Juan?
SJU
What’s the most popular airline flying from SJU to ORD?
The most popular airline flying from San Juan to Chicago are
Can I fly from SJU to ORD non-stop?
NO
Which airlines fly nonstop between San Juan and Chicago?
The non-stop flights between San Juan and Chicago are .
What’s the earliest departure time from SJU to ORD Airport?
The earliest flight leaves SJU at 5:35 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
Can I make changes to my San Juan to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from SJU to ORD?
Read the fare rules of the San Juan to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from San Juan and Chicago?
operate flights between San Juan and Chicago
How long does a flight from San Juan to Chicago take?
It takes approximately 5 hour to fly non-stop from SJU to ORD, which is 2071.72 miles by air.
Which airlines provide the cheapest flights from San Juan (SJU) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from SJU were found on WN : USD 573
Do I need a passport to fly between SJU and ORD?
Yes
What’s the latest departure time from SJU to ORD ?
The last flight leaves SJU at 5:50 pm

San Juan (SJU) to Chicago (ORD): Airport Information

Origin Airport Luis Munoz Marin International , San Juan, PR
Destination Airport Chicago O'Hare International , Chicago, US
Distance 2072 miles

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