Cheap flights from Illinois (IL) to Puerto Rico

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How to find the cheapest flight from
Illinois to Puerto Rico

All the information you need to plan the best null to SJU flight in 2022: compare Illinois to Puerto Rico flight prices with the expected peak season, weather and rainfall in Puerto Rico.
What is the cheapest month to fly from Illinois to Puerto Rico?

Our data shows that August tends to be the cheapest month to fly to Puerto Rico from Illinois. Users have commonly found prices around $307 for the month, but tickets can be as low as $118. Due to multiple factors, prepare for potentially higher prices in December.

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

Find a great deal and save up to 13% by booking at least 18 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 $256.

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 flights from Illinois to Puerto Rico in May, June 2022

The best prices found for Illinois to Puerto Rico flights for May, June
21 May - 26 May
$258pp
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 May - 26 May
$267pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
23 May - 26 May
$270pp
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

Illinois to Puerto Rico 2022 flight deals

Cheap flights to Puerto Rico from Illinois found for this year
24 Oct - 27 Oct
$219pp
MDW
Chicago Midway
Delta
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Delta
 
1 STOP
MDW
Chicago Midway
28 Sep - 4 Oct
$219pp
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
22 Oct - 26 Oct
$229pp
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Delta
 
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
1 Nov - 11 Nov
$285pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
29 Oct - 5 Nov
$298pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
1 Oct - 8 Oct
$299pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
American Airlines
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 May - 5 Jun
$304pp
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
26 May - 28 May
$324pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
26 May - 2 Jun
$330pp
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

One-way flights to Puerto Rico from Illinois

The cheapest one-way flights from Illinois to Puerto Rico
6:13 am - 6:27 pm
Delta
1 Stop
11h 14m
MDW - SJU
Delta
$150
Delta
8:28 am - 9:50 pm
Frontier
2 Stops
12h 22m
MDW - SJU
Frontier
$174
Kiwi.com
5:00 am - 2:24 pm
Multiple Airlines
1 Stop
8h 24m
STL - SJU
Multiple Airlines
$176
JustFly

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Illinois</span> to <span class="emphasized">Puerto Rico</span> flights.

Flight FAQs

From Illinois to Puerto Rico

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 American Airlines, Frontier, and United Airlines flying from Illinois to Puerto Rico have implemented new flexible cancellation policies.

Can I find flights from Illinois to Puerto Rico for under $300 on Cheapflights?

Yes, there are multiple flights from Illinois to Puerto Rico for under $300. The cheapest flight booked recently is on Delta for just $219, but on average you can expect to pay $240.

Are there nonstop flights from Illinois to Puerto Rico for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Illinois to Puerto Rico under $300. A good price for a nonstop flight from Illinois to Puerto Rico is less than $335.

Are there last-minute flights available from Illinois to Puerto Rico for under $400?

There are currently 20+ open flights from Illinois to Puerto Rico within the next 7 days for less than $400.

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

For one-way options, check prices for Delta. According to our data, you can fly for as low as $110. Users have also found prices from $123 and $135 on Spirit Airlines and United Airlines, respectively.

COVID Restrictions

View COVID Travel Restrictions for Puerto Rico

Do I need a COVID test to fly to Puerto Rico from Illinois?

Information is based on travel restrictions from Illinois to Puerto Rico

Most visitors from Illinois can enter Puerto Rico without restrictions.

COVID-19 testing requirements
Visitors from Illinois are not required to present a negative COVID-19 PCR test or antigen result upon entering Puerto Rico.

Quarantine requirements
Visitors from Illinois are not required to quarantine after entering Puerto Rico.

Documents
Travel Declaration Form - Must be completed prior to travel to Puerto Rico.


Do I need a test to fly back to Illinois from Puerto Rico?

Returning to Illinois from Puerto Rico

COVID-19 testing requirements
Visitors from Puerto Rico are not required to present a negative COVID-19 PCR test or antigen result upon entering Illinois.

Quarantine requirements
Visitors from Puerto Rico are not required to quarantine after entering Illinois.

Hide COVID Travel Restrictions for Puerto Rico

Destination points for flights from Illinois to Puerto Rico

Select to see more specific information for flights from Illinois to all places in Puerto Rico.

Destination information for Puerto Rico

Things to know before you go - useful duration and weather info for your trip from Illinois to Puerto Rico.
Today's exchange rate
$1 = $1.00

Airports servicing

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

Airports servicing

Culebra (CPX)
Mayagüez Eugenio M De Hostos (MAZ)
Ceiba J. Aponte de la Torre (NRR)
Ponce (PSE)
Vieques (VQS)

Top 8 airlines flying from Illinois to Puerto Rico

The chart below displays the airlines Cheapflights users traveling from Illinois to Puerto Rico choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Juneyao Airlines
$12 $21 No cancel fee 66%

We couldn't confirm the COVID-19 safety measures taken by Juneyao Airlines. Please check directly on their website for additional information.

Spirit Airlines
$85 $216 No cancel fee 65%
JetBlue
$101 $417 No cancel fee 62%
Frontier
$116 $349 No cancel fee 62%
United Airlines
$124 $522 No cancel fee 69%
Delta
$124 $573 No cancel fee N/A
American Airlines
$174 $535 No cancel fee 71%
Alaska Airlines
$325 $506 No cancel fee 75%
Home Caribbean Puerto Rico Cheap flights from Illinois to Puerto Rico