$47 Cheap Flights from San Juan (SJU) to Chicago (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 $47 for one-way flights and $94 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Mon, Jun 3 - Wed, Jun 12
SJU
San Juan
ORD
Chicago
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Jun 3 from San Juan to Chicago, returning Wed, Jun 12, priced at $94 just found
Spirit Airlines
Wed, Aug 28 - Tue, Sep 10
SJU
San Juan
ORD
Chicago
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug 28 from San Juan to Chicago, returning Tue, Sep 10, priced at $117 found 1 day ago
Spirit Airlines
Wed, Aug 28 - Tue, Sep 10
SJU
San Juan
ORD
Chicago
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug 28 from San Juan to Chicago, returning Tue, Sep 10, priced at $117 found 1 day ago
Spirit Airlines
Tue, Sep 10 - Tue, Sep 10
SJU
San Juan
ORD
Chicago
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Sep 10 from San Juan to Chicago, returning Tue, Sep 10, priced at $124 found 1 day ago
Spirit Airlines
Sat, Aug 24 - Tue, Aug 27
SJU
San Juan
ORD
Chicago
$125 Roundtrip, found 3 hours ago
$125
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sat, Aug 24 from San Juan to Chicago, returning Tue, Aug 27, priced at $125 found 3 hours ago
Spirit Airlines
Wed, Jun 5 - Wed, Jun 12
SJU
San Juan
ORD
Chicago
$130 Roundtrip, found 1 hour ago
$130
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Jun 5 from San Juan to Chicago, returning Wed, Jun 12, priced at $130 found 1 hour ago
Spirit Airlines
Sat, Aug 24 - Tue, Aug 27
SJU
San Juan
ORD
Chicago
$132 Roundtrip, found 3 hours ago
$132
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sat, Aug 24 from San Juan to Chicago, returning Tue, Aug 27, priced at $132 found 3 hours ago
Spirit Airlines
Tue, Sep 10 - Tue, Sep 17
SJU
San Juan
ORD
Chicago
$134 Roundtrip, found 4 hours ago
$134
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Sep 10 from San Juan to Chicago, returning Tue, Sep 17, priced at $134 found 4 hours ago
Spirit Airlines
Fri, Aug 23 - Tue, Aug 27
SJU
San Juan
ORD
Chicago
$134 Roundtrip, just found
$134
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Aug 23 from San Juan to Chicago, returning Tue, Aug 27, priced at $134 just found
Spirit Airlines
Sat, Aug 24 - Mon, Aug 26
SJU
San Juan
ORD
Chicago
$135 Roundtrip, just found
$135
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 24 from San Juan to Chicago, returning Mon, Aug 26, priced at $135 just found
Flights from San Juan (SJU) to Chicago (ORD)
Origin airport
Luis Munoz Marin Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, United
Roundtrip price
$94
Distance
2073 mi

San Juan to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from San Juan to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from San Juan to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from SJU to ORD today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $47 now!

Frequently asked questions

How much is a one-way flight from Isla Verde Intl. Airport to O'Hare Airport?
You can find one-way San Juan flights to Chicago starting from only $45. This is based on the best fare located on Expedia for this route departing during the next three months and was updated on May 23 2024 and has not changed since. This particular airfare is for an Spirit Airlines flight, departing Luis Munoz Marin Intl. Airport (SJU) on June 3 2024 and arriving at O’Hare Intl. Airport (ORD).
How long does it take to fly from Isla Verde Intl. Airport to O'Hare Airport?
A direct flight with United Airlines takes around 5 hours and 3 minutes. Grab a seat on the 3:41PM flight from SJU and land at O’Hare Airport at 7:44PM. Snag a top deal on this route when you use Expedia to arrange your trip.
Is it cheaper to buy a plane ticket from Luis Munoz Marin Intl. Airport (SJU) to O'Hare Intl. Airport (ORD) last minute?
Being the spontaneous type is a fantastic way to see the world, but it’s not always the ideal way to get your hands on a bargain fare. Consider booking your Luis Munoz Marin Intl. Airport (SJU) to ORD trip ahead of time instead of leaving it till the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave your spontaneous side for when you reach your destination!
What is the cheapest airline flying from Isla Verde Intl. Airport to O'Hare Airport in the next 90 days?
The cheapest airline traveling from San Juan to Chicago found on Expedia is Spirit Airlines, which has fares starting from $45. This price is based on fares found on Expedia with a departure date within the next 90 days. The flight jets off from SJU on June 3 2024 and arrives at O’Hare Intl. Airport (ORD). The pricing information was updated on May 23 2024 and has not changed since.
What's the cheapest price for a flight from Luis Munoz Marin Intl. Airport (SJU) to O'Hare Intl. Airport (ORD) next month?
The lowest price for a one-way flight from San Juan to Chicago over the next month is $45. If you plan to travel soon, now’s the time to land this fare. This ticket price was found after looking at all available flights on Expedia with a departure date within the next 30 days. This fare is for a one-way Spirit Airlines flight heading from SJU on June 3 2024 and arriving at O’Hare Intl. Airport (ORD). This price was last updated on May 23 2024 and has not changed since.
What airline has the least delays from Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD)?
If you’d rather not be waiting around for hours — or worse, your vacation plans left in tatters due to a flight delay — fly with United Airlines. Around 80% of its Luis Munoz Marin Intl. Airport (SJU) to O’Hare Intl. Airport (ORD) services arrive on schedule. You can review your flight status before leaving for the airport through the Expedia App. It also delivers real-time alerts about things like any gate changes, baggage carousel numbers and directions to your hotel. Think of it as a travel companion that fits in your pocket!
Can I find cheap nonstop flights from Isla Verde Intl. Airport to O'Hare Intl. Airport (ORD) in the next three months?
Your next vacation doesn’t have to make a huge dent in your budget. We’ve sourced a roundtrip nonstop flight from San Juan to Chicago in the next 90 days for $184. This price is based on fares found on Expedia with a departure date within the next three months and was last updated on May 23 2024. The flight via Spirit Airlines jets off from SJU on June 5 2024 and lands at O’Hare Intl. Airport (ORD). It has a return date of June 10 2024.Make use of our handy filters to discover nonstop cheap flights from SJU to O’Hare Intl. Airport (ORD). Just click “Nonstop” under “Filter by” after your search results appear. Travel plans not yet fixed? You can also make use of the “Flexible dates” dropdown menu to review prices for nearby days. Booking a fare that matches your budget and schedule couldn’t be easier.
What airports do you fly into for Chicago from San Juan?
From San Juan, you can fly into Chicago through O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT). Research which terminal is best for you before you make a decision. If you choose O’Hare Intl. Airport (ORD), it’s approximately 16 mi northwest of downtown. Use the cash you save when booking your seat with Expedia to discover the city’s well-known attractions, such as Wrigley Field and Millennium Park.
What are the most popular departure times for flights from Isla Verde Intl. Airport to O'Hare Airport?
The most popular departure times for flights from Isla Verde Intl. Airport to O’Hare Intl. Airport (ORD) fall between 2:00 PM - 3:00 PM on Spirit Airlines. Our tip is to jet off in the morning. The earlier you fly, the better your chances of a delay-free flight with lighter air traffic in the sky.
Can I change the date of my flight from Isla Verde Intl. Airport to ORD?
Plans don’t always work out, so Expedia is here to help make amending your journey as easy as possible. To start, access your SJU to ORD itinerary through the Expedia Trips portal and browse the fare rules about what sorts of changes are allowed. If you purchased your fare in the last 24 hours, some carriers will allow you to cancel for free and organize new flights. If you booked your fare more than 24 hours ago, get in touch with us via our Customer Service portal to find out your options.
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