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Puerto Rico

$57+ Cheap flights from Illinois to Puerto Rico

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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJU
Nov 5 — Nov 121
1 adult
Tue 11/5
Tue 11/12
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Find flight deals from Illinois to Puerto Rico

Cheapest flights from Illinois to Puerto Rico
Explore the most affordable flight options available from Illinois to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/812:36 pmMDW - SJU
1 stop11h 56mFrontier
Fri 12/135:03 pmSJU - MDW
1 stop9h 17mFrontier
Deal found 10/29$168
This FlightHub deal was found by Cheapflights users on 10/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/66:07 pmORD - SJU
1 stop21h 16mMultiple Airlines
Wed 12/112:17 pmSJU - ORD
Nonstop5h 30mMultiple Airlines
Deal found 10/30$169
This FareScan deal was found by Cheapflights users on 10/31. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/39:10 pmORD - SJU
1 stop12h 51mSpirit Airlines
Tue 12/1010:34 amSJU - ORD
1 stop11h 41mSpirit Airlines
Deal found 10/31$171
This FlightHub deal was found by Cheapflights users on 10/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/146:30 amORD - SJU
1 stop17h 19mFrontier
Sun 11/1710:12 pmSJU - ORD
1 stop15h 40mFrontier
Deal found 10/30$175
This eDestinos deal was found by Cheapflights users on 10/30. 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.
Tue 12/39:34 amMDW - SJU
2 stops16h 00mMultiple Airlines
Wed 12/116:20 amSJU - MDW
1 stop7h 22mMultiple Airlines
Deal found 10/30$200
This Frontier deal was found by Cheapflights users on 10/30. 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.
Fri 12/65:02 pmSTL - SJU
1 stop7h 38mFrontier
Tue 12/103:03 pmSJU - STL
1 stop10h 21mFrontier
Deal found 10/30$214
This FlightHub deal was found by Cheapflights users on 10/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/129:35 amORD - BQN
1 stop15h 13mFrontier
Tue 12/245:53 pmBQN - ORD
1 stop17h 31mFrontier
Deal found 10/30$239
This CheapOair deal was found by Cheapflights users on 10/30. 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.
Thu 12/55:02 pmSTL - SJU
1 stop15h 36mMultiple Airlines
Mon 12/98:31 pmSJU - STL
2 stops20h 50mMultiple Airlines
Deal found 10/30$241
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/75:15 amSTL - SJU
1 stop10h 07mAmerican Airlines
Wed 12/118:15 amSJU - STL
2 stops10h 06mAmerican Airlines
Deal found 10/30$255
This JetBlue deal was found by Cheapflights users on 10/30. 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.
Sun 12/88:51 amORD - SJU
1 stop7h 44mJetBlue
Tue 12/107:00 amSJU - ORD
1 stop10h 53mJetBlue
Deal found 10/30$289
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 12/710:10 amSTL - SJU
2 stops12h 26mUnited Airlines
Wed 12/112:05 amSJU - STL
1 stop10h 54mUnited Airlines
Deal found 10/30$354
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/306:00 amSTL - SJU
1 stop9h 13mDelta
Thu 12/53:41 pmSJU - STL
1 stop10h 00mDelta
Deal found 10/30$378

Find flights from Illinois to Puerto Rico within your budget

Customize your flight search to find flights from Illinois to Puerto Rico 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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

Mon 1/27

5:05 pm-2:38 am

1 stop7h 33m

$64

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 12/10

8:02 pm-5:43 pm

1 stop19h 41m

$89

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 11/9

2:52 pm-1:52 am

1 stop9h 00m

$100

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

Sat 1/25

11:47 am-12:04 am

2 stops10h 17m

$127

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

Thu 11/28

11:50 am-11:22 pm

1 stop9h 32m

$132

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 12/7

8:51 am-7:19 pm

1 stop8h 28m

$143

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sun 1/5

5:52 pm-2:21 am

1 stop6h 29m

$83

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

Wed 1/29

10:55 am-9:28 pm

1 stop8h 33m

$177

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 1/26

4:01 pm-2:38 am

1 stop8h 37m

$84

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 1/22

7:30 am-9:40 pm

2 stops12h 10m

$192

Flights are sorted by cheapest first

Deals found on 10/30

Showing 1-10 of 56 results
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Best time to book a flight from Illinois to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Illinois 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 Illinois to Puerto Rico

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

What is the cheapest month to book a flight from Illinois to Puerto Rico?

Currently, September is the cheapest month in which you can book a flight from Illinois to Puerto Rico (average of $254). Flying from Illinois to Puerto Rico in March is currently the most expensive (average of $335). 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 IL to PR?

Find hourly flight availability from Illinois to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Puerto Rico as you normally would.

Rainfall in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated October 31, 2024.
Read through reviews of airlines operating flights from Illinois to Puerto Rico, such as Frontier, Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,116 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,420 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,835 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,514 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,240 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Illinois to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Illinois to Puerto Rico for under $200 on Cheapflights?

    Yes, there are multiple flights from Illinois to Puerto Rico for under $200. The cheapest flight booked recently is on Spirit Airlines for just $126, but on average you can expect to pay $286.

  • Are there nonstop flights from Illinois to Puerto Rico for under $200 on Cheapflights?

    Cheapflights has at least 5 direct flights from Illinois to Puerto Rico under $200. A good price for a nonstop flight from Illinois to Puerto Rico is less than $483.

  • Are there last-minute flights available from Illinois to Puerto Rico for under $200?

    There are currently 17+ open flights from Illinois to Puerto Rico within the next 7 days for less than $200.

  • What days are nonstop flights available from Illinois to Puerto Rico?

    Nonstop flights can be found on the following days: Sunday, Thursday, Friday, Saturday.

  • How many flights depart from Illinois to Puerto Rico on average per day?

    2 flight departures from Illinois to Puerto Rico per day on average.
    Morning (6am - Noon) - 100% of flight departures

  • How long is the flight from Illinois to Puerto Rico?

    There are many flights that can get you from Illinois to Puerto Rico in 4h 33m. Fly via Spirit Airlines, Frontier, or American Airlines to get the fastest option. Illinois and Puerto Rico are separated by a distance of 2085 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Illinois to Puerto Rico one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $57. Users have also found prices from $68 and $127 on Spirit Airlines and American Airlines, respectively.

  • What does ORD to SJU mean?

    Great question - ORD to SJU just means Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Aguadilla Borinquen Airport (BQN), Ponce Mercedita Airport (PSE), San Juan Isla Grande Airport (SIG), Culebra Airport (CPX), Vieques Airport (VQS).

  • Can I find deals for flights from Illinois to Puerto Rico that include extra baggage allowance?

    The amount of baggage you can bring on your Illinois to Puerto Rico flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Illinois to Puerto Rico with specific airlines?

    Yes, Cheapflights allows you to browse and filter Illinois to Puerto Rico flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Illinois to Puerto Rico that include hotel bookings?

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

  • How can I find direct flights from Illinois to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Puerto Rico.

  • Can I find deals for business class flights from Illinois to Puerto Rico?

    Yes. Cheapflights offers flight deals from Illinois to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Illinois to Puerto Rico that allow pets onboard?

    Many airlines flying from Illinois to Puerto Rico offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Illinois to Puerto Rico?

    Yes, you can often find last-minute deals on Illinois to Puerto Rico flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Illinois to Puerto Rico flight deals updated?

    The Illinois to Puerto Rico flight deals you see on this page were last updated on 10/31.

  • What is the cheapest month to book a flight from Illinois to Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Illinois to Puerto Rico (average of $254). Flying from Illinois to Puerto Rico in March is currently the most expensive (average of $335). 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

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Alternative routes for Illinois to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Punta Cana flights
John F Kennedy Intl to Santiago de los Caballeros flights
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Newark to Santiago de los Caballeros flights
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O'Hare Intl to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
Baltimore to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
John F Kennedy Intl to Kingston flights
LaGuardia to Punta Cana flights
Boston to Oranjestad flights
John F Kennedy Intl to Nassau flights
Tampa to Luis Munoz Marin Intl flights
LaGuardia to Santo Domingo flights
Miami to Luis Munoz Marin Intl flights
John F Kennedy Intl to Port of Spain flights
Dulles Intl to Punta Cana flights
Miami to Santo Domingo flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Newark to Nassau flights
O'Hare Intl to Punta Cana flights
Newark to Simpson Bay flights
LaGuardia to Montego Bay flights
John F Kennedy Intl to Saint Thomas Island flights
Raleigh to Luis Munoz Marin Intl flights
Newark to Saint Thomas Island flights
Hobby to Luis Munoz Marin Intl flights
LaGuardia to Oranjestad flights
Philadelphia to Punta Cana flights
Newark to Providenciales flights
Boston to Punta Cana flights
John F Kennedy Intl to Simpson Bay flights
O'Hare Intl to Montego Bay flights
Boston to Santo Domingo flights
Atlanta to Montego Bay flights

Top 7 airlines flying from Illinois to Puerto Rico

Discover the top 7 airlines that operate flights from Illinois to Puerto Rico. 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$119Average$296FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$159Average$274FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$173Average$408FlexibilityNo cancel feeOn-time62%
DeltaCheapest$204Average$557FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$264Average$501FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$267Average$409FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$284Average$627FlexibilityNo cancel feeOn-time71%
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