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.
ORD — SJU
dic. 3 — dic. 101

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

Any airport

Fly to

Any airport

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

$86

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

$101

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

$107

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

$118

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

$133

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

$170

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

$242

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

$272

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

$274

Flights are sorted by cheapest first

Deals found on 11/28

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.
7.9
Good
3,035 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.0

Crew

8.5

Entertainment

7.8

Reviews

1 / 10

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.

7.9
Good
3,035 reviews
7.9
Good
3,035 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.0

Crew

8.5

Entertainment

7.8

Reviews

1 / 10

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.

7.4
Good
94 reviews
7.9
Good
3,035 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.0

Crew

8.5

Entertainment

7.8

Reviews

1 / 10

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.

7.4
Good
1,897 reviews
7.9
Good
3,035 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.0

Crew

8.5

Entertainment

7.8

Reviews

1 / 10

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.

7.2
Good
2,645 reviews
7.9
Good
3,035 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.0

Crew

8.5

Entertainment

7.8

Reviews

1 / 10

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.

7.2
Good
782 reviews
7.9
Good
3,035 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Boarding

8.0

Crew

8.5

Entertainment

7.8

Reviews

1 / 10

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.

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.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$101Average$260FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest$118Average$303FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
DeltaCheapest$131Average$688FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$156Average$626FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
JetBlueCheapest$163Average$407FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
American AirlinesCheapest$286Average$662FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Alaska AirlinesCheapest$302Average$537FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights

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 departuresEarly morningMidnight to 6 am
78%of flight departuresMorning6 am to noon
21%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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.

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