HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$57+ Cheap flights from Puerto Rico to Illinois

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Puerto Rico to Illinois with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Puerto Rico to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Puerto Rico (PR0) to Illinois (USIL). 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 November 20, 2024.

Find flight deals from Puerto Rico to Illinois

Cheapest flights from Puerto Rico to Illinois
Explore the most affordable flight options available from Puerto Rico to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This eDestinos deal was found by Cheapflights users on 11/19. 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 12/53:03 pmSJU - STL
1 stop10h 21mFrontier
Mon 12/95:02 pmSTL - SJU
1 stop24h 29mFrontier
Deal found 11/19$152
This FlightHub deal was found by Cheapflights users on 11/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/131:55 pmSJU - MDW
1 stop12h 25mFrontier
Mon 12/167:25 amMDW - SJU
1 stop16h 32mFrontier
Deal found 11/20$158
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
Wed 12/188:31 pmSJU - ORD
Nonstop5h 27mSpirit Airlines
Thu 1/21:00 pmORD - SJU
Nonstop4h 36mSpirit Airlines
Deal found 11/19$158
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Sun 12/223:43 amBQN - ORD
1 stop8h 11mFrontier
Thu 1/2310:33 amORD - BQN
1 stop14h 13mFrontier
Deal found 11/19$160
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/62:17 pmSJU - ORD
Nonstop5h 30mMultiple Airlines
Mon 12/94:58 pmORD - SJU
1 stop7h 04mMultiple Airlines
Deal found 11/20$161
This Gotogate deal was found by Cheapflights users on 11/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/203:54 amSJU - ORD
1 stop8h 00mFrontier
Tue 12/3111:24 amORD - SJU
1 stop7h 32mFrontier
Deal found 11/19$163
This eDestinos deal was found by Cheapflights users on 11/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:05 pmSJU - STL
1 stop8h 19mMultiple Airlines
Mon 12/911:31 amSTL - SJU
1 stop23h 06mMultiple Airlines
Deal found 11/20$231
This eDestinos deal was found by Cheapflights users on 11/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/76:20 amSJU - MDW
2 stops37h 52mMultiple Airlines
Tue 12/1012:57 pmMDW - SJU
2 stops34h 43mMultiple Airlines
Deal found 11/20$241
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/62:05 amSJU - ORD
1 stop9h 38mUnited Airlines
Tue 12/1012:53 pmORD - SJU
1 stop9h 43mUnited Airlines
Deal found 11/19$290
This eDestinos deal was found by Cheapflights users on 11/19. 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.
Sun 12/223:43 amBQN - ORD
2 stops38h 45mMultiple Airlines
Thu 1/235:05 amORD - BQN
3 stops43h 41mMultiple Airlines
Deal found 11/19$315
This eDestinos deal was found by Cheapflights users on 11/19. 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.
Sun 12/223:43 amBQN - MDW
2 stops37h 28mFrontier
Thu 1/234:08 pmMDW - BQN
2 stops32h 38mFrontier
Deal found 11/19$323
This Southwest deal was found by Cheapflights users on 11/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/126:10 amSJU - MDW
2 stops12h 55mSouthwest
Mon 12/169:45 amMDW - SJU
2 stops13h 00mSouthwest
Deal found 11/18$325

Find flights from Puerto Rico to Illinois within your budget

Customize your flight search to find flights from Puerto Rico to Illinois 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 12/5

3:03 pm-11:24 pm

1 stop10h 21m

Lambert-St Louis

Mon 12/9

5:02 pm-7:31 pm

1 stop24h 29m

$152

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Fri 12/13

1:55 pm-12:20 am

1 stop12h 25m

Chicago Midway

Mon 12/16

7:25 am-1:57 am

1 stop16h 32m

$158

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Mon 2/3

6:00 am-10:16 pm

1 stop18h 16m

Chicago O'Hare Intl

Mon 2/10

3:16 pm-12:39 am

1 stop7h 23m

$158

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 12/20

4:43 pm-8:13 pm

Nonstop5h 30m

Chicago O'Hare Intl

Tue 1/7

9:32 am-4:15 pm

Nonstop4h 43m

$159

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Sun 12/22

3:43 am-9:54 am

1 stop8h 11m

Chicago O'Hare Intl

Thu 1/23

10:33 am-2:46 am

1 stop14h 13m

$160

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 12/6

2:17 pm-5:47 pm

Nonstop5h 30m

Chicago O'Hare Intl

Mon 12/9

4:58 pm-2:02 am

1 stop7h 04m

$161

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 1/23

4:50 pm-6:01 pm

1 stop27h 11m

Chicago Midway

Mon 1/27

6:15 am-12:39 am

2 stops16h 24m

$194

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 1/23

2:55 pm-7:45 pm

1 stop6h 50m

Chicago Midway

Mon 1/27

10:05 am-12:25 am

2 stops12h 20m

$210

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 12/6

8:35 am-11:54 am

Nonstop5h 19m

Chicago O'Hare Intl

Mon 12/9

2:20 pm-8:55 pm

Nonstop4h 35m

$221

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 12/5

5:05 pm-11:24 pm

1 stop8h 19m

Lambert-St Louis

Mon 12/9

11:31 am-12:37 pm

1 stop23h 06m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 42 results
1
2
3
...
5

Best time to book a flight from Puerto Rico to Illinois

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

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

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

Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Illinois (average of $232). Flying from Puerto Rico to Illinois in June is currently the most expensive (average of $308). 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 IL?

Find hourly flight availability from Puerto Rico to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

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

Weekly flight availability from Puerto Rico to Illinois

Explore weekly flight availability from Puerto Rico to Illinois. 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 November 20, 2024.

The most flights from PR0 to USIL are scheduled on a Wednesday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Illinois by month

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

In terms of precipitation, rainfall in Illinois 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 Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, 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 Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated November 20, 2024.
Read reviews from past customers who have flown United Airlines, Frontier and Spirit Airlines from Puerto Rico to Illinois. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,461 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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

Avelo Airlines
7.5
Good
74 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

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

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Crew

8.7

Boarding

8.2

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 Puerto Rico to Illinois. 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 Illinois 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 $85 and $100 on Spirit Airlines and United Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Puerto Rico to Illinois 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 Illinois?

    Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Illinois (average of $232). Flying from Puerto Rico to Illinois in June is currently the most expensive (average of $308). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Puerto Rico to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to Orlando flights
Luis Munoz Marin Intl to John F Kennedy Intl flights
Santo Domingo to John F Kennedy Intl flights
Luis Munoz Marin Intl to Newark flights
Santo Domingo to Newark flights
Santiago de los Caballeros to John F Kennedy Intl flights
Luis Munoz Marin Intl to Tampa flights
Luis Munoz Marin Intl to LaGuardia flights
Luis Munoz Marin Intl to Miami flights
Santiago de los Caballeros to Newark flights
Santo Domingo to Miami flights
Luis Munoz Marin Intl to Dallas/Fort Worth flights
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Fort Lauderdale flights
Luis Munoz Marin Intl to Boston flights
Luis Munoz Marin Intl to Denver flights
Luis Munoz Marin Intl to Philadelphia flights
Santo Domingo to LaGuardia flights
Port of Spain to Miami flights
Luis Munoz Marin Intl to Dulles Intl flights
Luis Munoz Marin Intl to Atlanta flights
Santo Domingo to Orlando flights
Port of Spain to John F Kennedy Intl flights
Luis Munoz Marin Intl to Hartford flights
Santo Domingo to Fort Lauderdale flights
Luis Munoz Marin Intl to Hobby flights
Santo Domingo to Boston flights
Luis Munoz Marin Intl to George Bush Intcntl flights
Aguadilla to Orlando flights
Luis Munoz Marin Intl to Reagan-National flights
Kingston to John F Kennedy Intl flights
Ponce to Orlando flights
Luis Munoz Marin Intl to Raleigh flights
Luis Munoz Marin Intl to Las Vegas flights
Luis Munoz Marin Intl to Baltimore flights
Punta Cana to John F Kennedy Intl flights
Nassau to Miami flights
Aguadilla to John F Kennedy Intl flights
Punta Cana to Newark flights
Luis Munoz Marin Intl to Midway flights
Santiago de los Caballeros to Orlando flights
Nassau to Fort Lauderdale flights
Santo Domingo to Atlanta flights
Kingston to Fort Lauderdale flights
Luis Munoz Marin Intl to Los Angeles flights
Luis Munoz Marin Intl to Charlotte flights
Montego Bay to John F Kennedy Intl flights
Santiago de los Caballeros to LaGuardia flights
Luis Munoz Marin Intl to Cleveland flights
Santiago de los Caballeros to Boston flights

Top 6 airlines flying from Puerto Rico to Illinois

Discover the top 6 airlines that operate flights from Puerto Rico to Illinois. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$120Average$381FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$148Average$287FlexibilityNo cancel feeOn-time65%
DeltaCheapest$182Average$453FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$202Average$483FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$379FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$303Average$473FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines