₩165,700 Cheap Flights from San Juan (SJU) to Chicago (ORD)

View ₩165,700 flight on Thu, Jan 15, 2026Opens in a new window

Popular airlines from Luis Munoz Marin Intl. Airport (SJU) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from San Juan to Chicago (SJU-ORD)

Prices were available within the past 7 days and start at ₩165,700 for one-way flights and ₩414,300 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Jan 15 - Wed, Feb 11
SJU
San Juan
ORD
Chicago
₩414,300 Roundtrip, found 3 days ago
₩414,300
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jan 15 from San Juan to Chicago, returning Wed, Feb 11, priced at ₩414,300 found 3 days ago
American Airlines
Thu, Jan 15 - Wed, Feb 11
SJU
San Juan
ORD
Chicago
₩421,000 Roundtrip, found 3 days ago
₩421,000
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jan 15 from San Juan to Chicago, returning Wed, Feb 11, priced at ₩421,000 found 3 days ago
United
Wed, Feb 11 - Sun, Feb 15
SJU
San Juan
ORD
Chicago
₩466,600 Roundtrip, found 3 days ago
₩466,600
Roundtrip
found 3 days ago
Select United flight, departing Wed, Feb 11 from San Juan to Chicago, returning Sun, Feb 15, priced at ₩466,600 found 3 days ago
American Airlines
Wed, Feb 11 - Sun, Feb 15
SJU
San Juan
ORD
Chicago
₩488,500 Roundtrip, found 3 days ago
₩488,500
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Feb 11 from San Juan to Chicago, returning Sun, Feb 15, priced at ₩488,500 found 3 days ago
Delta
Thu, Jan 15 - Wed, Feb 11
SJU
San Juan
ORD
Chicago
₩537,200 Roundtrip, found 3 days ago
₩537,200
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Jan 15 from San Juan to Chicago, returning Wed, Feb 11, priced at ₩537,200 found 3 days ago
United
Wed, Feb 11 - Sun, Feb 15
SJU
San Juan
ORD
Chicago
₩539,300 Roundtrip, found 3 days ago
₩539,300
Roundtrip
found 3 days ago
Select United flight, departing Wed, Feb 11 from San Juan to Chicago, returning Sun, Feb 15, priced at ₩539,300 found 3 days ago
Delta
Thu, Jan 15 - Wed, Feb 11
SJU
San Juan
ORD
Chicago
₩559,900 Roundtrip, found 3 days ago
₩559,900
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Jan 15 from San Juan to Chicago, returning Wed, Feb 11, priced at ₩559,900 found 3 days ago
United
Wed, Feb 11 - Sun, Feb 15
SJU
San Juan
ORD
Chicago
₩562,100 Roundtrip, found 3 days ago
₩562,100
Roundtrip
found 3 days ago
Select United flight, departing Wed, Feb 11 from San Juan to Chicago, returning Sun, Feb 15, priced at ₩562,100 found 3 days ago
American Airlines
Thu, Jan 15 - Wed, Feb 11
SJU
San Juan
ORD
Chicago
₩574,500 Roundtrip, found 3 days ago
₩574,500
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jan 15 from San Juan to Chicago, returning Wed, Feb 11, priced at ₩574,500 found 3 days ago
American Airlines
Thu, Jan 15 - Wed, Feb 11
SJU
San Juan
ORD
Chicago
₩581,200 Roundtrip, found 3 days ago
₩581,200
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jan 15 from San Juan to Chicago, returning Wed, Feb 11, priced at ₩581,200 found 3 days ago

Find the cheapest month to fly from San Juan (SJU) to Chicago (ORD)

January is typically the cheapest month to fly

From ₩170,266 - ₩689,822 per traveler.
Flights from San Juan (SJU) to Chicago (ORD)
Origin airport
Luis Munoz Marin Intl.
Destination airport
O'Hare Intl.
Roundtrip price
₩414,300
Distance
3317 km
Average flight time
3 hours 21 mins

San Juan to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from San Juan to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with SJU to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind San Juan for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Luis Munoz Marin Intl. Airport (SJU) to O'Hare Intl. Airport (ORD)?
Based on fares quoted within the last 7 days on Expedia for flights departing within the next year, round-trip flights from SJU to ORD start from ₩414,300. Make your booking today to score the best price for your next big adventure. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Luis Munoz Marin Intl. Airport (SJU) to ORD?
Each airline has different terms and conditions. If you decide to cancel your escape, head to our Customer Service Portal.
How do I find cheap flights from Luis Munoz Marin Intl. Airport (SJU) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for SJU to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Isla Verde Intl. Airport to O'Hare Airport?
It's around 3,300 kilometers from Carolina to Chicago, so you'll be in your seat for a while. Keep yourself occupied by packing things like crossword puzzles or the latest bestseller.
Which airlines fly direct from SJU to O'Hare Intl. Airport (ORD)?
With 30 monthly flights from Luis Munoz Marin Intl. Airport (SJU) to O'Hare Intl. Airport (ORD), United Airlines (UA) is a popular choice. Offering 17 flights per month on this route, American Airlines (AA) is another fantastic option.
Are Isla Verde Intl. Airport to ORD flight tickets cheaper when they're purchased at the last minute?
Booking your trip from SJU to O'Hare Intl. Airport (ORD) last minute could save you some serious cash. However, it could end up costing you a whole lot more! If you'd prefer not to take the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back often as deals are updated on Expedia all the time.

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