O'Hare Intl

$68+ Cheap flights from Puerto Rico 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Jan 26 — Feb 21
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Cheap flight deals from Puerto Rico to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Puerto Rico (PR0) 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 January 21, 2025.

Round-trip from

$136
(Mytrip)

One-way from

$70
(eDestinos)

Good round-trip deal

$367 or less

Good one-way deal

$203 or less
From Puerto Rico to Chicago O'Hare Intl
One-way flight from Puerto Rico to Chicago O'Hare Intl
Price to beat on a round-trip flight from Puerto Rico to Chicago O'Hare Intl.
Price to beat on a one-way flight from Puerto Rico to Chicago O'Hare Intl.

Find flight deals from Puerto Rico to O'Hare Intl

Cheapest flights from Puerto Rico to O'Hare Intl
Explore the most affordable flight options available from Puerto Rico to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This eDestinos deal was found by Cheapflights users on 1/21. 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 2/207:57 pmSJU - ORD
Nonstop5h 23mSpirit Airlines
Mon 2/2412:55 pmORD - SJU
Nonstop4h 31mSpirit Airlines
Deal found 1/21$136
This Priceline deal was found by Cheapflights users on 1/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/276:35 amSJU - ORD
1 stop8h 45mFrontier
Tue 3/43:14 pmORD - SJU
1 stop16h 35mFrontier
Deal found 1/21$140
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/218:31 pmSJU - ORD
Nonstop5h 24mMultiple Airlines
Mon 2/247:08 pmORD - SJU
1 stop12h 41mMultiple Airlines
Deal found 1/21$142
This Frontier deal was found by Cheapflights users on 1/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/253:51 amBQN - ORD
1 stop7h 36mFrontier
Fri 2/284:48 pmORD - BQN
1 stop8h 03mFrontier
Deal found 1/21$190
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/52:05 amSJU - ORD
1 stop9h 35mUnited Airlines
Sun 2/98:50 amORD - SJU
1 stop10h 38mUnited Airlines
Deal found 1/21$245
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/57:05 amMAZ - ORD
3 stops18h 27mMultiple Airlines
Sun 2/93:56 pmORD - MAZ
2 stops18h 56mMultiple Airlines
Deal found 1/20$381
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2112:09 amBQN - ORD
1 stop8h 32mUnited Airlines
Sat 3/292:20 pmORD - BQN
1 stop7h 37mUnited Airlines
Deal found 1/21$475

Find flights from Puerto Rico to O'Hare Intl within your budget

Customize your flight search to find flights from Puerto Rico 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 2/20

7:57 pm-11:20 pm

Nonstop5h 23m

Chicago O'Hare Intl

Mon 2/24

12:55 pm-7:26 pm

Nonstop4h 31m

$136

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 2/27

6:35 am-1:20 pm

1 stop8h 45m

Chicago O'Hare Intl

Tue 3/4

3:14 pm-9:49 am

1 stop16h 35m

$140

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 2/21

8:31 pm-11:55 pm

Nonstop5h 24m

Chicago O'Hare Intl

Mon 2/24

7:08 pm-9:49 am

1 stop12h 41m

$142

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 2/25

3:51 am-9:27 am

1 stop7h 36m

Chicago O'Hare Intl

Fri 2/28

4:48 pm-2:51 am

1 stop8h 03m

$190

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 2/5

2:05 am-9:40 am

1 stop9h 35m

Chicago O'Hare Intl

Sun 2/9

8:50 am-9:28 pm

1 stop10h 38m

$245

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Wed 2/5

7:05 am-11:32 pm

3 stops18h 27m

Chicago O'Hare Intl

Sun 2/9

3:56 pm-12:52 pm

2 stops18h 56m

$381

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 3/21

12:09 am-7:41 am

1 stop8h 32m

Chicago O'Hare Intl

Sat 3/29

2:20 pm-10:57 pm

1 stop7h 37m

$475

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 4/8

9:35 pm-10:40 am

1 stop14h 05m

$68

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 2/14

8:31 pm-11:55 pm

Nonstop5h 24m

$70

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 1/31

2:05 am-9:35 am

1 stop9h 30m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 19 results
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Best time to book a flight from Puerto Rico to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Puerto Rico 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.

Travel insights for flights from Puerto Rico to O'Hare Intl

Get recent, data-driven insights about flights from Puerto Rico to O'Hare Intl including ideal travel times, pricing trends, and more.

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

Currently, August is the cheapest month in which you can book a flight from Puerto Rico to Chicago O'Hare Intl Airport (average of $245). Flying from Puerto Rico to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $320). 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 PR to ORD?

Find hourly flight availability from Puerto Rico 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 January 21, 2025.

When flying from Puerto Rico to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Puerto Rico to Chicago O'Hare Intl Airport

Explore weekly flight availability from Puerto Rico 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 January 21, 2025.

The most flights from PR0 to ORD are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 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 January 21, 2025.
Read through reviews of airlines operating flights from Puerto Rico to Chicago, such as United Airlines, Frontier and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,201 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,985 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

6.3
Okay
8,115 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

6.1
Okay
3,443 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Puerto Rico 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 to fly from Puerto Rico to Chicago O'Hare Intl Airport one-way?

    $70 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and United Airlines, with prices starting from $73 and $152, respectively.

  • What are the most popular routes from Puerto Rico to Chicago O'Hare Intl Airport?

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

    Consider Spirit Airlines (85%), Air Canada (83%) or United Airlines (83%) when booking your flight. These represent the most reliable airlines when flying from Puerto Rico to Chicago O'Hare Intl Airport.

  • What are the cheapest flights from Puerto Rico to Chicago O'Hare Intl Airport?

    The cheapest flight price from Puerto Rico to Chicago O'Hare Intl Airport is $109. On average you can expect to pay $815. The most popular route, (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), can usually be booked for $132.

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

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

  • How can I find direct flights from Puerto Rico 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 Puerto Rico to O'Hare Intl.

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

    Yes. Cheapflights offers flight deals from Puerto Rico 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 Puerto Rico to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Puerto Rico to Chicago O'Hare Intl Airport (average of $245). Flying from Puerto Rico to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $320). 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 Puerto Rico?

Book flights to Puerto Rico if you plan to visit one of these locations
Naperville
Rosemont
Beloit
Racine
Hoffman Estates
Schaumburg
Rockford
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Northbrook
Evanston
Des Plaines
Orland Park
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Kenosha
Lake Geneva
New Buffalo
Gurnee
Willowbrook

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Top 7 airlines flying from Puerto Rico to O'Hare Intl

Discover the top 7 airlines that operate flights from Puerto Rico 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$140Average$257FlexibilityNo cancel feeOn-time65%
FrontierCheapest$146Average$412FlexibilityNo cancel feeOn-time62%
DeltaCheapest$187Average$384FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$210Average$481FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$389FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$274Average$302FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$329Average$461FlexibilityNo cancel feeOn-time71%
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