Cheap Flight Tickets from Chicago (ORD) to San Juan (SJU), Starting at $185

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

$185

AA American Airlines • 1 stop • 5h 13m

Jul 27 – Aug 03

The cheapest round trip flight from Chicago to San Juan (ORD-SJU-ORD) is currently $185

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Cheapest Direct Flight

$229

UA United Airlines • nonstop • 7h 36m

Jul 26

The cheapest nonstop flight from Chicago to San Juan (ORD-SJU) is currently $229

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Fastest Flight

3h 23m

The fastest nonstop flight from Chicago to San Juan (ORD-SJU) takes 3h 23m

Top Airlines Flying from Chicago to San Juan

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Avianca Airline - AV

Avianca

Copa Airlines (CM)

Copa Airlines

Aeromexico Airline (AM)

Aeromexico

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.

Jul 27 - Aug 03, Economy
AA
Chicago → San Juan
5h 13m
8:15 AM - 9:21 PM • 1 stop
AA
Chicago → San Juan
8h 27m
12:59 AM - 5:06 AM • nonstop
$185
American Airlines
Jul 26 - Aug 02, Economy
AA
Chicago → San Juan
3h 23m
5:20 AM - 2:50 PM • 1 stop
AA
Chicago → San Juan
6h 40m
3:40 PM - 9:33 PM • 1 stop
$188
American Airlines
Jul 26 - Aug 02, Economy
F9
Chicago → San Juan
10h 13m
5:13 PM - 11:16 AM • 1 stop
F9
Chicago → San Juan
10h 20m
6:00 AM - 12:15 PM • 1 stop
$245
Frontier Airlines
Jul 27 - Aug 03, Economy
WN
Chicago → San Juan
3h 55m
9:15 AM - 11:40 PM • 1 stop
WN
Chicago → San Juan
5h
10:20 PM - 9:25 AM • 1 stop
$245
Southwest Airlines
Jul 27 - Aug 03, Economy
UA
Chicago → San Juan
17h 24m
5:45 PM - 5:29 AM • 1 stop
UA
Chicago → San Juan
8h 33m
7:40 AM - 11:53 AM • nonstop
$1152
United Airlines
Jul 26 - Aug 02, Economy
AA
Chicago → San Juan
13h 35m
7:24 PM - 4:39 AM • 1 stop
UA
Chicago → San Juan
15h
1:00 AM - 9:00 AM • 1 stop
$8367
American 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 12:44 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 UA : USD 1152
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 8:20 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

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