$65+ Cheap flights from Illinois to San Juan
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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Illinois to San Juan with Cheapflights
1. Tell us where you want to go
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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 San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to San Juan (PR1). 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 | $160 (Booking.com) |
|---|---|
One-way from | $65 (Frontier) |
Find flight deals from Illinois to San Juan
Cheapest flights from Illinois to San JuanExplore the most affordable flight options available from Illinois to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
Explore the most affordable flight options available from Illinois to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
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.
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com 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 Kiwi.com 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 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.
This CheapOair 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 CheapOair 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 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 CheapOair 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 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 CheapOair 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 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 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 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.
This United Airlines 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 United Airlines 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 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 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 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Illinois to San Juan within your budget
Customize your flight search to find flights from Illinois to San Juan 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
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 2/25
12:21 pm-6:52 pm
Nonstop4h 31m
San Juan Luis Munoz Marin Intl
Thu 3/6
7:00 am-10:36 am
Nonstop5h 36m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Tue 4/1
2:36 pm-11:54 pm
1 stop8h 18m
San Juan Luis Munoz Marin Intl
Mon 4/7
5:01 am-7:46 pm
1 stop15h 45m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 3/4
3:14 pm-9:49 am
1 stop16h 35m
San Juan Luis Munoz Marin Intl
Wed 3/12
5:45 pm-12:07 am
1 stop7h 22m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Fri 2/21
7:18 pm-9:49 am
1 stop12h 31m
San Juan Luis Munoz Marin Intl
Tue 2/25
9:30 pm-9:27 am
1 stop13h 57m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Sat 2/8
5:05 pm-2:48 pm
1 stop19h 43m
San Juan Luis Munoz Marin Intl
Thu 2/13
10:31 pm-11:43 pm
1 stop27h 12m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Tue 2/18
4:00 pm-11:22 pm
1 stop29h 22m
San Juan Luis Munoz Marin Intl
Mon 2/24
3:49 am-11:43 pm
1 stop21h 54m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Tue 3/4
4:00 pm-12:27 am
1 stop6h 27m
San Juan Luis Munoz Marin Intl
Sun 3/9
3:38 am-4:42 pm
2 stops38h 04m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sun 2/2
1:20 pm-12:50 am
2 stops9h 30m
San Juan Luis Munoz Marin Intl
Fri 2/7
1:45 pm-10:00 pm
1 stop10h 15m
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 2/2
10:35 am-9:28 pm
1 stop8h 53m
San Juan Luis Munoz Marin Intl
Mon 12/8
2:05 am-9:37 am
1 stop9h 32m
St. LouisSan Juan
STL - SJU
STLSJU
Lambert-St Louis
Mon 2/10
1:02 pm-12:36 am
2 stops9h 34m
San Juan Luis Munoz Marin Intl
Wed 2/12
2:05 am-2:36 pm
2 stops14h 31m
Best time to book a flight from Illinois to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Illinois with our price prediction graph.
Travel insights for flights from Illinois to San Juan
Get recent, data-driven insights about flights from Illinois to San Juan including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Illinois to San Juan?
Currently, September is the cheapest month in which you can book a flight from Illinois to San Juan (average of $254). Flying from Illinois to San Juan in March is currently the most expensive (average of $378). 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 SJU?
Find hourly flight availability from Illinois to San Juan. 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.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to San Juan as you normally would.
Weekly flight availability from Illinois to San Juan
Explore weekly flight availability from Illinois to San Juan. 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 USIL to PR1 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 San Juan by month
Plan your trip to San Juan by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in San Juan 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 San Juan when rainfall is around 2.2 in.
Temperature in San Juan by month
Plan your trip to San Juan by taking into account the average temperature totals by month.
If weather is an important factor for your trip to San Juan, 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 San Juan
Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated January 21, 2025.
See what other customers who have flown with Frontier, Spirit Airlines and American Airlines from Illinois to San Juan have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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.
Entertainment
Overall
Food
Crew
Boarding
Comfort
Reviews
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 Illinois to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Illinois to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Illinois to San Juan
Discover the top 7 airlines that operate flights from Illinois to San Juan. 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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$124 | Average$278 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$155 | Average$279 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$194 | Average$584 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$523 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$274 | Average$399 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$317 | Average$474 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$324 | Average$490 | FlexibilityNo cancel fee | On-timeN/A |