$81+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Illinois to Puerto Rico 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 Illinois to Puerto Rico
Keep the following information in mind while searching for Illinois to Puerto Rico flight deals. Data was last updated April 1, 2025.
Round-trip from | $182 (Cheapflightsfares) |
|---|---|
One-way from | $81 (Cheapflightsfares) |
Popular in | December |
Cheapest in | August |
Average price | $312 |
Good round-trip deal | $297 or less |
Good one-way deal | $175 or less |
Find flight deals from Illinois to Puerto Rico
Cheapest flights from Illinois to Puerto RicoExplore 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 April 1, 2025.
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 April 1, 2025.
This eDestinos deal was found by Cheapflights users on 4/1. 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.
This Southwest deal was found by Cheapflights users on 3/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 4/1. 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.
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/1. 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.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 4/1. 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.
This Mytrip deal was found by Cheapflights users on 3/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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.
This CheapOair deal was found by Cheapflights users on 4/1. 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.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
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 2,558,603 searches. Data last updated April 1, 2025.
Use the filters below to find and compare flights from Illinois to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sat 4/12
11:45 am-11:46 pm
1 stop11h 01m
San Juan Luis Munoz Marin Intl
Sat 4/26
6:38 pm-12:58 am
1 stop7h 20m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Mon 5/5
4:55 pm-11:55 pm
1 stop6h 00m
San Juan Luis Munoz Marin Intl
Sat 5/10
4:00 pm-8:00 pm
Nonstop5h 00m
PeoriaSan Juan
PIA - SJU
PIASJU
Greater Peoria
Sun 9/28
4:36 pm-12:45 pm
2 stops19h 09m
San Juan Luis Munoz Marin Intl
Mon 10/6
5:27 pm-10:48 am
2 stops18h 21m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 4/29
7:00 pm-8:26 am
1 stop12h 26m
San Juan Luis Munoz Marin Intl
Tue 5/6
6:20 am-6:17 pm
1 stop12h 57m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Wed 4/30
11:00 am-8:38 pm
1 stop8h 38m
San Juan Luis Munoz Marin Intl
Tue 5/6
1:05 am-2:47 pm
2 stops14h 42m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Mon 5/5
4:05 pm-11:15 pm
1 stop6h 10m
San Juan Luis Munoz Marin Intl
Sat 5/10
1:55 pm-9:31 pm
1 stop8h 36m
MolineSan Juan
MLI - SJU
MLISJU
Moline Quad-City
Fri 5/9
3:25 pm-5:12 am
1 stop12h 47m
San Juan Luis Munoz Marin Intl
Fri 5/30
6:30 am-9:24 pm
1 stop15h 54m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Sat 5/3
3:44 pm-5:00 am
1 stop12h 16m
San Juan Luis Munoz Marin Intl
Wed 5/7
6:10 am-3:11 pm
2 stops10h 01m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Tue 4/29
6:10 pm-3:35 pm
1 stop20h 25m
San Juan Luis Munoz Marin Intl
Mon 5/5
2:12 am-5:15 pm
2 stops16h 03m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Wed 4/16
3:00 pm-10:53 pm
1 stop6h 53m
San Juan Luis Munoz Marin Intl
Sat 4/19
2:45 am-9:24 am
1 stop7h 39m
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.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Puerto Rico
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 December is currently the most expensive (average of $336). 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 April 1, 2025.
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.
Weekly flight availability from Illinois to Puerto Rico
Explore weekly flight availability from Illinois to Puerto Rico. 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 USIL to PR0 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 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 April 1, 2025.
Read through reviews of airlines operating flights from Illinois to Puerto Rico, such as Southwest, Delta and Avelo Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Comfort
Food
Boarding
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Comfort
Food
Boarding
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Comfort
Food
Boarding
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Comfort
Food
Boarding
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Comfort
Food
Boarding
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Comfort
Food
Boarding
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
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.
Browse thousands of different options on Cheapflights for your next trip
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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.
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 2,558,603 searches. Data last updated April 1, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$124 | Average$307 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$144 | Average$273 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$194 | Average$549 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$435 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$264 | Average$493 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$293 | Average$399 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$342 | Average$479 | FlexibilityNo cancel fee | On-time63% |