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O'Hare Intl

$87+ Cheap flights from San Juan to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheapflights Tip: The best prices from San Juan to Chicago O'Hare Intl are usually found in February or August, booked 23 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap flight deals from San Juan to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from San Juan (PR1) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 1, 2025.

Round-trip from

$175
(Cheapflightsfares)

One-way from

$87
(FlightHub)

Popular in

June

Cheapest in

February

Average price

$310
From San Juan to Chicago O'Hare Intl
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One-way flight from San Juan to Chicago O'Hare Intl
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Highest demand for flights based on searches. 5% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from San Juan to O'Hare Intl

Cheapest flights from San Juan to O'Hare Intl
Explore the most affordable flight options available from San Juan to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/246:35 amSJU - ORD
Nonstop5h 23mSpirit Airlines
Tue 4/297:00 pmORD - SJU
1 stop12h 26mSpirit Airlines
Deal found 3/31$175
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/510:46 amSJU - ORD
1 stop13h 25mMultiple Airlines
Mon 5/125:05 amORD - SJU
1 stop13h 02mMultiple Airlines
Deal found 3/31$272
This eDestinos deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/175:30 amSJU - ORD
1 stop10h 36mFrontier
Mon 4/219:50 amORD - SJU
1 stop22h 03mFrontier
Deal found 3/31$279

Cheapflights Fare Finder

Customize your flight search to find flights from San Juan to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2025.
Use the filters below to find and compare flights from San Juan to Chicago O'Hare Intl Airport that are best for you.

Fly from

San Juan

Fly to

O'Hare Intl

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 4/24

6:35 am-10:58 am

Nonstop5h 23m

Chicago O'Hare Intl

Tue 4/29

7:00 pm-8:26 am

1 stop12h 26m

$175

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Mon 5/5

10:46 am-11:11 pm

1 stop13h 25m

Chicago O'Hare Intl

Mon 5/12

5:05 am-7:07 pm

1 stop13h 02m

$272

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 4/17

5:30 am-3:06 pm

1 stop10h 36m

Chicago O'Hare Intl

Mon 4/21

9:50 am-8:53 am

1 stop22h 03m

$279

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 4/17

9:30 pm-8:04 am

1 stop11h 34m

$87

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 5/6

6:20 am-6:17 pm

1 stop12h 57m

$124

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Mon 5/5

10:46 am-11:11 pm

1 stop13h 25m

$136

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 4/29

3:28 am-12:13 pm

1 stop9h 45m

$148

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Mon 6/2

1:05 am-10:03 am

1 stop9h 58m

$182

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 7/23

5:55 pm-11:55 pm

1 stop7h 00m

$191

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 6/3

11:50 am-7:21 pm

1 stop8h 31m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 11 results
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Best time to book a flight from San Juan to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from San Juan with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Juan to Chicago O'Hare Intl Airport

How far ahead should I book a flight from San Juan to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from San Juan to O'Hare Intl. Price data was last updated on March 28, 2025.

To ensure you get the cheapest price possible for a flight from San Juan to Chicago O'Hare Intl Airport, you should look to book at least 23 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from San Juan to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from San Juan to Chicago O'Hare Intl Airport (average of $245). Flying from San Juan to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $323). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SJU to ORD?

Find hourly flight availability from San Juan to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2025.

It’s typically best to fly out from San Juan to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 50% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from San Juan to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from San Juan to O'Hare Intl. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Juan to Chicago O'Hare Intl Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from San Juan to Chicago O'Hare Intl Airport

Explore weekly flight availability from San Juan to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 1, 2025.

The most flights from PR1 to ORD are scheduled on a Monday (10 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (8 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated April 1, 2025.
To help decide which airline to fly from San Juan to Chicago, see what other customers have to say about Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,615 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from San Juan to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from San Juan to Chicago O'Hare Intl Airport round-trip?

    According to our current data, Spirit Airlines ($175), Frontier ($279), and JetBlue ($353) offers the cheapest pricing from San Juan to Chicago O'Hare Intl Airport. You may be able to fly from San Juan to Chicago O'Hare Intl Airport for 41% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from San Juan to Chicago O'Hare Intl Airport one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $87. Frontier flights start at $137 while deals on JetBlue start at $148 one-way.

  • What are the most reliable airlines from San Juan to Chicago O'Hare Intl Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from San Juan to Chicago O'Hare Intl Airport on time: Spirit Airlines (95%), Air Canada (94%), United Airlines (94%).

  • What are the cheapest flights from San Juan to Chicago O'Hare Intl Airport?

    The cheapest flight price from San Juan to Chicago O'Hare Intl Airport is $135. On average you can expect to pay $481. The most popular route, (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), can usually be booked for $180.

  • Can I find deals for flights from San Juan to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on San Juan to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Juan to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Juan to O'Hare Intl.

  • Can I find deals for business class flights from San Juan to O'Hare Intl?

    Yes. Cheapflights offers flight deals from San Juan to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Juan to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from San Juan to Chicago O'Hare Intl Airport (average of $245). Flying from San Juan to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $323). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near San Juan?

Book flights to San Juan if you plan to visit one of these locations
Schaumburg
Rosemont
Beloit
Racine
Hoffman Estates
Naperville
Rockford
Tinley Park
Skokie
Kenosha
Arlington Heights
Joliet
Orland Park
Merrillville
Northbrook
New Buffalo
Evanston
Waukegan
Elgin
Glenview

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from San Juan to O'Hare Intl

Discover the top 6 airlines that operate flights from San Juan to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$137Average$218FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$139Average$257FlexibilityNo cancel feeOn-time65%
DeltaCheapest$172Average$424FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$214Average$451FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$257Average$403FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$307Average$470FlexibilityNo cancel feeOn-time71%
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