Cheap Flight Tickets from Chicago (ORD) to San Juan (SJU), Starting at $458

Good to Know: Cheapest and Fastest ORD - SJU Flights

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

Cheapest Round Trip Flight

$562

AS Alaska Airlines • 2 stops • 43h 24m

Nov 04 – Nov 09

The cheapest round trip flight from Chicago to San Juan (ORD-SJU-ORD) is currently $562

🔍 Search Flights

Cheapest Direct Flight

$458

UA United Airlines • nonstop • 5m

Nov 05

The cheapest nonstop flight from Chicago to San Juan (ORD-SJU) is currently $458

🔍 Search Flights

Fastest Flight

5m

The fastest nonstop flight from Chicago to San Juan (ORD-SJU) takes 5m

Top Airlines Flying from Chicago to San Juan

Alaska Airlines -AS

Alaska Airlines

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Avelo Airlines (XP)

Avelo Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

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

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

Nov 04 - Nov 09, Economy
AS
Chicago → San Juan
43h 24m
6:35 PM - 10:39 PM • 2 stops
AS
Chicago → San Juan
35h 8m
10:32 AM - 5:40 AM • 2 stops
$562
Alaska Airlines
Nov 04 - Nov 09, Economy
AS
Chicago → San Juan
58h 29m
9:30 AM - 10:39 PM • 2 stops
AS
Chicago → San Juan
50h 28m
10:32 AM - 3:00 PM • 2 stops
$583
Alaska Airlines
Nov 04 - Nov 09, Economy
AS
Chicago → San Juan
80h 6m
3:59 PM - 6:05 PM • 2 stops
AS
Chicago → San Juan
35h 8m
10:32 AM - 5:40 AM • 2 stops
$607
Alaska Airlines
Nov 04 - Nov 09, Economy
AS
Chicago → San Juan
70h 35m
3:59 PM - 12:34 PM • 2 stops
AS
Chicago → San Juan
48h 45m
11:35 AM - 3:00 PM • 2 stops
$607
Alaska Airlines
Nov 04 - Nov 09, Economy
AS
Chicago → San Juan
73h 40m
3:59 PM - 2:19 PM • 2 stops
AS
Chicago → San Juan
45h 20m
1:40 PM - 3:00 PM • 2 stops
$607
Alaska Airlines
Nov 04 - Nov 09, Economy
AS
Chicago → San Juan
85h 34m
7:00 AM - 12:34 PM • 2 stops
AS
Chicago → San Juan
35h 8m
10:32 AM - 5:40 AM • 2 stops
$607
Alaska Airlines

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

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

FAQs on Chicago to San Juan Flights

What are the airports in Chicago?
MDW,ORD
What’s the most popular airline flying from ORD to SJU?
The most popular airline flying from Chicago to San Juan are
Can I fly from ORD to SJU non-stop?
Yes, you can fly ORD to SJU non-stop on
Which airlines fly nonstop between Chicago and San Juan?
The non-stop flights between Chicago and San Juan are .
What’s the earliest departure time from ORD to SJU Airport?
The earliest flight leaves ORD at 7:00 am and lands in SJU - Luis Munoz Marin International
What are the airports in San Juan?
SJU
Can I make changes to my Chicago to San Juan 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 ORD to SJU?
Read the fare rules of the Chicago to San Juan 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 Chicago and San Juan?
operate flights between Chicago and San Juan
How long does a flight from Chicago to San Juan take?
It takes approximately 5 hour to fly non-stop from ORD to SJU, which is 2071.72 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to San Juan (SJU) ?
In the past couple of days, the cheapest tickets to SJU from ORD were found on AS : USD 607
Do I need a passport to fly between ORD and SJU?
Yes
What’s the latest departure time from ORD to SJU ?
The last flight leaves ORD at 6:35 pm

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

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

More Flight Options for Chicago (ORD) and San Juan (SJU)

Why Fareleaders for ORD to SJU Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Chicago to San Juan flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on ORD to SJU flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Chicago to San Juan flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Chicago (ORD) to San Juan (SJU)
Terms and Conditions*