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Cheap flights from Illinois (IL) to Puerto Rico

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How to find the cheapest flight from
Illinois to Puerto Rico

How far in advance should I book a flight from Illinois to Puerto Rico?

Users have found that booking a flight from Illinois to Puerto Rico at least 41 days early can save you up to 11% on average compared to booking a flight this week. If booking 41 days before your flight isn’t an option for you, users have found flights from Illinois to Puerto Rico for as little as $380 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $415 for flights departing within the next 3 days.

What is the cheapest month to fly from Illinois to Puerto Rico?

The best pricing can be found in the month of September. Prices to Puerto Rico from Illinois average $380. You can even find prices in September for less than $380, as users have found deals to Puerto Rico from as low as $194. The month of December appears to be one of the more expensive times to travel to Puerto Rico from Illinois. Flying in the targeted month can save you up to 41%.

Cheap flights from Illinois to Puerto Rico in October, November 2020

The best prices found for Illinois to Puerto Rico flights for October, November
9 Nov - 13 Nov
$94pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
9 Nov - 13 Nov
$99pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
3 Nov - 6 Nov
$102pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Illinois to Puerto Rico 2020 flight deals

Cheap flights to Puerto Rico from Illinois found for this year
9 Nov - 13 Nov
$94pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
9 Nov - 13 Nov
$99pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
3 Nov - 6 Nov
$102pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Puerto Rico from Illinois

Save time with Illinois to Puerto Rico direct flight deals
30 Jan - 6 Feb
$157pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
21 Jan - 25 Jan
$167pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
29 Jan - 6 Feb
$187pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Illinois to Puerto Rico

Late deals on round-trip flights to Puerto Rico from Illinois, departing today and this week
28 Oct - 5 Nov
$129pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
31 Oct - 3 Nov
$130pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
28 Oct - 31 Oct
$131pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Puerto Rico from Illinois

The cheapest one-way flights from Illinois to Puerto Rico
2:00 am - 11:56 am
Frontier
1 Stop
8h 56m
ORD - SJU
Frontier
$64
Expedia
2:00 am - 3:52 pm
Multiple Airlines
2 Stops
60h 52m
ORD - SJU
Multiple Airlines
$78
Kiwi.com
12:15 pm - 5:17 pm
Spirit Airlines
1 Stop
27h 02m
ORD - SJU
Spirit Airlines
$83
Kiwi.com

Related info for your journey

Useful info, stats and facts about Illinois to Puerto Rico flights.

Flight FAQs

From Illinois to Puerto Rico

Are flight prices decreasing from Illinois to Puerto Rico due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Illinois and Puerto Rico for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Illinois to Puerto Rico to control the spread of COVID-19?

New policies can now be found on Alaska Airlines, JetBlue, and Delta to help keep travelers safe while flying. New policies for travelers booking flights from Illinois to Puerto Rico include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Illinois to Puerto Rico have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, American Airlines, and Spirit Airlines flying from Illinois to Puerto Rico have implemented new flexible cancellation policies.

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 Spirit Airlines for just $94, but on average you can expect to pay $109.

Are there nonstop flights from Illinois to Puerto Rico for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Illinois to Puerto Rico under $200. A good price for a nonstop flight from Illinois to Puerto Rico is less than $245.

Are there last-minute flights available from Illinois to Puerto Rico for under $200?

There are currently 20+ open flights from Illinois to Puerto Rico within the next 7 days for less than $200.

What are the most popular airlines that fly from Illinois to Puerto Rico?

Before booking your flight from Illinois to Puerto Rico check out the most popular airlines for this route: Major Airline, American Airlines or Alaska Airlines.

What are the most popular routes from Illinois to Puerto Rico?

The most popular flight routes from Illinois to Puerto Rico are Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl, Chicago Midway - San Juan Luis Munoz Marin Intl and Moline Quad-City - San Juan Luis Munoz Marin Intl.

What are the cheapest Flights from Illinois to Puerto Rico?

On average you can expect to pay $302 for a flight from Illinois to Puerto Rico. The cheapest flight overall is $122 while the most popular route, (Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl) is currently priced at $102.

What are the most reliable airlines from Illinois to Puerto Rico?

The top 3 most reliable airlines when flying from Illinois to Puerto Rico are American Airlines (100%), Alaska Airlines (100%) and Iberia (100%).

How long is the flight from Illinois to Puerto Rico?

For as low as $380, Delta can have you in Puerto Rico from Illinois in 6h 05m. Both multi-stop and nonstop flights can be found to your destination and back.

What is the cheapest airline to fly from Illinois to Puerto Rico round-trip?

Spirit Airlines, at $94, was found to be the cheapest airline from Illinois to Puerto Rico..

What are the cheapest airlines to fly from Illinois to Puerto Rico one-way?

To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $47. Spirit Airlines is not the only option available. At the moment, Frontier is another option, for $64.

Destination points for flights from Illinois to Puerto Rico

Destination information for Puerto Rico

Things to know before you go. Useful info for your trip from Illinois to Puerto Rico
Today's exchange rate
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Airports servicing

Bloomington (BMI)
Champaign (CMI)
Decatur (DEC)
Moline (MLI)
Marion (MWA)

Airports servicing

Culebra (CPX)
Mayaguez (MAZ)
Ceiba J. Aponte de la Torre (NRR)
Ponce (PSE)
Vieques (VQS)
Home Caribbean Puerto Rico Cheap flights from Illinois to Puerto Rico