Cheap flights from Illinois to Puerto Rico from $39
This is the cheapest one-way flight price, found on 11/26. Prices may vary by date and flight preferences.
Flights from Puerto Rico to Illinois
How far in advance should I book a flight from Illinois to Puerto Rico?
Find a great deal and save up to 17% by booking at least 57 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Illinois to Puerto Rico within the next two weeks, with the cheapest ticket starting at $270.
What is the cheapest month to fly from Illinois to Puerto Rico?
Our data shows that September tends to be the cheapest month to fly to Puerto Rico from Illinois. Users have commonly found prices around $370 for the month, but tickets can be as low as $111. Due to multiple factors, prepare for potentially higher prices in March.
When is the cheapest time to fly from Illinois to Puerto Rico (IL - PR)?
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.
Cheap Spirit Airlines flights from Illinois to Puerto Rico
Explore cheap flight options specifically provided by Spirit Airlines for the route between Illinois and Puerto Rico. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,806,920 searches. Data last updated noviembre 28, 2023.
Find some of the cheapest Spirit Airlines flights traveling from Illinois to Puerto Rico. Make sure to double check the flight details before booking.
Cheap Frontier flights from Illinois to Puerto Rico
Explore cheap flight options specifically provided by Frontier for the route between Illinois and Puerto Rico. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,806,920 searches. Data last updated noviembre 28, 2023.
Some of the best deals we've found on Frontier flights traveling from Illinois to Puerto Rico. Ensure the flight price, dates, time, and airline match your criteria before you book.
Cheap Illinois to Puerto Rico flights in November & December 2023
Find cheap flight options from Illinois to Puerto Rico specifically for the months of November and December 2023. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,806,920 searches. Prices were last updated on noviembre 28, 2023.
Check out some of the best flight deals from Illinois to Puerto Rico in 2023. More deals are always being added, so be sure to check back regularly.
Illinois to Puerto Rico 2023 flight deals
Discover exclusive flight deals for travel between Illinois and Puerto Rico in 2023. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,806,920 searches. Data last updated noviembre 28, 2023.
Check out some of the best flight deals from Illinois to Puerto Rico in 2023. More deals are always being added, so be sure to check back regularly.
Non-stop flights to Puerto Rico from Illinois
Discover non-stop flight options from Illinois to Puerto Rico. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,806,920 searches. Data last updated noviembre 28, 2023.
If you're seeking options on non-stop flights from Illinois to Puerto Rico, check out these fares. Those looking to potentially save on 1 or 2-stop flights from Illinois to Puerto Rico should utilize the search form at the the top of the page.
Illinois to Puerto Rico flights leaving soon
Find last-minute flight options from Illinois to Puerto Rico for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,806,920 searches. Data last updated noviembre 28, 2023.
Have a look at some of the flights available from Illinois to Puerto Rico departing last-minute. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
One-way flights to Puerto Rico from Illinois
Search for one-way flight options from Illinois to Puerto Rico. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,806,920 searches. Data last updated noviembre 28, 2023.
Users in need of a one-way flight from Illinois to Puerto Rico can choose from these deals. Users in need of a round-trip flight from Illinois to Puerto Rico instead should update the search form at the top of page.
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 2,806,920 searches. Data last updated noviembre 28, 2023.
Fly from
Fly to
Budget
$86 - $274
Route
Depart
Return
Price
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
sáb. 12/9
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
sáb. 12/16
Nonstop5h 16m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
sáb. 12/9
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
mié. 12/13
Nonstop5h 16m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
vie. 12/8
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
mié. 12/13
Nonstop5h 16m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
dom. 12/10
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
sáb. 12/16
Nonstop5h 16m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mié. 1/31
1 stop16h 14m
San Juan Luis Munoz Marin Intl
mié. 2/7
1 stop9h 09m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
lun. 1/15
2 stops15h 09m
San Juan Luis Munoz Marin Intl
mar. 1/23
1 stop9h 09m
Lambert-St LouisSan Juan Luis Munoz Marin Intl
STL - SJU
STLSJU
Lambert-St Louis
mié. 2/7
1 stop10h 37m
San Juan Luis Munoz Marin Intl
jue. 2/15
1 stop9h 04m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
jue. 1/25
1 stop7h 06m
San Juan Luis Munoz Marin Intl
lun. 1/29
1 stop9h 42m
Lambert-St LouisSan Juan Luis Munoz Marin Intl
STL - SJU
STLSJU
Lambert-St Louis
dom. 1/14
1 stop6h 32m
San Juan Luis Munoz Marin Intl
mié. 1/24
2 stops10h 44m
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 noviembre 28, 2023.
Read through reviews of airlines operating flights from Illinois to Puerto Rico, such as Spirit Airlines, Frontier and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
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 $100 on Cheapflights?
Yes, there are multiple flights from Illinois to Puerto Rico for under $100. The cheapest flight booked recently is on Frontier for just $86, but on average you can expect to pay $135.
Are there nonstop flights from Illinois to Puerto Rico for under $100 on Cheapflights?
Cheapflights has at least 20 direct flights from Illinois to Puerto Rico under $100. A good price for a nonstop flight from Illinois to Puerto Rico is less than $146.
Are there last-minute flights available from Illinois to Puerto Rico for under $100?
There are currently 20+ open flights from Illinois to Puerto Rico within the next 7 days for less than $100.
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), San Juan Isla Grande Airport (SIG), Ponce Mercedita Airport (PSE), Vieques Airport (VQS), Culebra Airport (CPX).
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.
Complete your tripComplete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
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 2,806,920 searches. Data last updated noviembre 28, 2023.
Search flights to Puerto Rico by cabin class
Hourly flight availability from Illinois to Puerto Rico
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 noviembre 28, 2023.
| 1%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 78%of flight departures | Morning6 am to noon |
| 21%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Illinois to Puerto Rico?
Cheapflights helps you search for flights from Illinois to Puerto Rico via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from Illinois to Puerto Rico?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Illinois to Puerto Rico.
Can Cheapflights find flights from Illinois to Puerto Rico with no change fees?
Yes! Cheapflights helps users easily find flights from Illinois to Puerto Rico with no change fees.
Can Cheapflights notify me if prices for flights from Illinois to Puerto Rico become cheaper?
Yes! Start tracking prices for Illinois to Puerto Rico flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.