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O'Hare Intl

$121+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Puerto Rico to O'Hare Intl

Keep the following information in mind while searching for Puerto Rico to O'Hare Intl flight deals. Data was last updated April 30, 2025.

Round-trip from

$188
(eDestinos)

One-way from

$121
(Priceline)

Popular in

March

Cheapest in

January

Average price

$339

Good round-trip deal

$319 or less

Good one-way deal

$186 or less
From Puerto Rico to Chicago O'Hare Intl
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One-way flight from Puerto Rico to Chicago O'Hare Intl
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Highest demand for flights based on searches. 9% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Puerto Rico to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Puerto Rico to Chicago O'Hare Intl.
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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 April 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
Fri 5/308:12 pmSJU - ORD
1 stop13h 38mSpirit Airlines
Sun 6/111:30 amORD - SJU
Nonstop4h 46mSpirit Airlines
Deal found 4/28$183
This Booking.com deal was found by Cheapflights users on 4/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/196:00 amSJU - ORD
1 stop13h 29mMultiple Airlines
Mon 6/29:55 amORD - SJU
1 stop7h 55mMultiple Airlines
Deal found 4/28$255
This eDestinos deal was found by Cheapflights users on 4/28. 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.
Wed 5/73:56 amSJU - ORD
1 stop20h 36mFrontier
Mon 5/124:15 pmORD - SJU
1 stop9h 36mFrontier
Deal found 4/28$270
This Booking.com deal was found by Cheapflights users on 4/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/42:47 amBQN - ORD
1 stop21h 45mFrontier
Thu 5/294:56 pmORD - BQN
1 stop8h 01mFrontier
Deal found 4/28$388
This JetBlue deal was found by Cheapflights users on 4/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/55:01 amBQN - ORD
1 stop8h 12mJetBlue
Thu 5/294:03 pmORD - BQN
1 stop8h 58mJetBlue
Deal found 4/28$462
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/712:15 amBQN - ORD
1 stop10h 30mUnited Airlines
Tue 5/1311:55 amORD - BQN
1 stop10h 14mUnited Airlines
Deal found 4/29$580
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 5/610:48 amCPX - ORD
2 stops13h 10mUnited Airlines
Mon 5/128:52 amORD - CPX
1 stop7h 29mUnited Airlines
Deal found 4/28$940
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 5/59:05 amVQS - ORD
2 stops12h 20mUnited Airlines
Sun 5/118:52 amORD - VQS
1 stop7h 47mUnited Airlines
Deal found 4/28$2,276

Cheapflights Fare Finder

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 April 30, 2025.
Use the filters below to find and compare flights from Puerto Rico to Chicago O'Hare Intl Airport that are best for you.

Fly from

Puerto Rico

Fly to

O'Hare Intl

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 5/29

8:12 pm-8:50 am

1 stop13h 38m

Chicago O'Hare Intl

Thu 6/5

11:30 am-5:16 pm

Nonstop4h 46m

$188

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Sun 5/11

3:56 am-11:32 pm

1 stop20h 36m

Chicago O'Hare Intl

Tue 6/3

11:30 am-5:16 pm

Nonstop4h 46m

$253

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 5/8

2:14 pm-11:32 pm

1 stop10h 18m

Chicago O'Hare Intl

Sun 5/11

4:15 pm-2:51 am

1 stop9h 36m

$270

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 5/13

7:01 am-3:04 pm

1 stop9h 03m

Chicago O'Hare Intl

Wed 5/14

6:15 am-4:15 pm

1 stop9h 00m

$343

CulebraChicago

CPX - ORD

CPXORD

Culebra

Fri 5/9

10:48 am-8:25 pm

2 stops10h 37m

Chicago O'Hare Intl

Mon 5/12

8:52 am-5:21 pm

1 stop7h 29m

$940

ViequesChicago

VQS - ORD

VQSORD

Vieques

Mon 5/5

9:05 am-8:25 pm

2 stops12h 20m

Chicago O'Hare Intl

Sun 5/11

5:15 am-5:39 pm

2 stops11h 24m

$2,276

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Mon 6/2

6:09 am-10:25 am

Nonstop5h 16m

$121

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 5/15

3:56 am-11:32 pm

1 stop20h 36m

$140

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 6/11

6:20 am-8:07 pm

1 stop14h 47m

$168

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 5/13

7:01 am-3:04 pm

1 stop9h 03m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 17 results
1
2

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.

Cheapflights Insights

Everything you need to know about your flight from Puerto Rico to Chicago O'Hare Intl Airport

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 $321). 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 April 30, 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 April 30, 2025.

The most flights from PR0 to ORD are scheduled on a Monday (9 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (4 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 30, 2025.
Read through reviews of airlines operating flights from Puerto Rico to Chicago, such as Southwest, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,936 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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?

    $121 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 JetBlue, with prices starting from $140 and $172, respectively.

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

    The most popular route from Puerto Rico to Chicago O'Hare Intl Airport is San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl. You may also consider Aguadilla Borinquen - Chicago O'Hare Intl or Culebra - Chicago O'Hare Intl.

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

    Consider Spirit Airlines (81%), American Airlines (78%) or Alaska Airlines (76%) 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 $134. On average you can expect to pay $487. The most popular route, (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), can usually be booked for $152.

  • 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 $321). 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
Schaumburg
Hoffman Estates
Rosemont
Beloit
Racine
Skokie
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Elgin
Tinley Park
Kenosha
Rockford
Arlington Heights
Orland Park
Joliet
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Northbrook
Glenview
Des Plaines
Lake Geneva
Waukegan

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Alternative routes for Puerto Rico to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
Santo Domingo to O'Hare Intl flights
Punta Cana to O'Hare Intl flights
Santo Domingo to Midway flights
Nassau to O'Hare Intl flights
Bridgetown to O'Hare Intl flights
Punta Cana to Midway flights
Montego Bay to O'Hare Intl flights
Port of Spain to O'Hare Intl flights
Kingston to O'Hare Intl flights
Montego Bay to Midway flights
Saint Thomas Island to O'Hare Intl flights
George Town to O'Hare Intl flights
Simpson Bay to O'Hare Intl flights
Santiago de los Caballeros to O'Hare Intl flights
Nassau to Midway flights
Oranjestad to O'Hare Intl flights
Willemstad to O'Hare Intl flights
Aguadilla to O'Hare Intl flights
Simpson Bay to Midway flights
Culebra to O'Hare Intl flights
Christiansted to O'Hare Intl flights
Aguadilla to Midway flights
St. John's to O'Hare Intl flights
Port Au Prince to O'Hare Intl flights
Port Au Prince to Midway flights
Road Town to O'Hare Intl flights
Roseau to O'Hare Intl flights
Vieques to O'Hare Intl flights

Top 6 airlines flying from Puerto Rico to O'Hare Intl

Discover the top 6 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$137Average$218FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$139Average$258FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$160Average$477FlexibilityNo cancel feeOn-time69%
DeltaCheapest$172Average$424FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$257Average$421FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$326Average$473FlexibilityNo cancel feeOn-time71%

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