S$267 Cheap Flights from San Juan to Chicago

View S$267 flight on Tue, 19 May, 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 S$267 for one-way flights and S$708 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$708 Return, found 1 day ago
S$708
Return
found 1 day ago
Select American Airlines flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$708 found 1 day ago
American Airlines
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$709 Return, found 1 day ago
S$709
Return
found 1 day ago
Select American Airlines flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$709 found 1 day ago
United
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$711 Return, found 1 day ago
S$711
Return
found 1 day ago
Select United flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$711 found 1 day ago
United
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$711 Return, found 1 day ago
S$711
Return
found 1 day ago
Select United flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$711 found 1 day ago
United
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$742 Return, found 1 day ago
S$742
Return
found 1 day ago
Select United flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$742 found 1 day ago
United
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$743 Return, found 1 day ago
S$743
Return
found 1 day ago
Select United flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$743 found 1 day ago
American Airlines
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$759 Return, found 1 day ago
S$759
Return
found 1 day ago
Select American Airlines flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$759 found 1 day ago
United
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$763 Return, found 1 day ago
S$763
Return
found 1 day ago
Select United flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$763 found 1 day ago
American Airlines
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$774 Return, found 1 day ago
S$774
Return
found 1 day ago
Select American Airlines flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$774 found 1 day ago
Delta
Thu, 21 May - Mon, 25 May
SJU
San Juan
ORD
Chicago
S$793 Return, found 1 day ago
S$793
Return
found 1 day ago
Select Delta flight, departing Thu, 21 May from San Juan to Chicago, returning Mon, 25 May, priced at S$793 found 1 day ago

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 S$708. 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 kilometres 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.

Travel information

Origin airport
Luis Munoz Marin Intl.
Destination airport
O'Hare Intl.
Return price
S$707
Distance
3317 km
Average flight time
4 hours 21 mins

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