Menu

Cheap flights from Illinois (IL) to Puerto Rico

Know your dates, get live prices in seconds:

From
To
Depart
–
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
Add another flight clear all

We work with more than 300 partners to bring you better travel deals

Home Caribbean Puerto Rico Cheap flights from Illinois to Puerto Rico

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 July, August 2020

The best prices found for Illinois to Puerto Rico flights for July, August
21 Jul - 28 Jul
$149pp
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
27 Jul - 3 Aug
$153pp
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
   
2 STOPS
ORD
Chicago O'Hare Intl
29 Jul - 18 Aug
$154pp
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
5 Aug - 12 Aug
$141pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
BQN
Aguadilla Borinquen
BQN
Aguadilla Borinquen
Spirit Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
5 Aug - 11 Aug
$142pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
BQN
Aguadilla Borinquen
BQN
Aguadilla Borinquen
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
5 Aug - 11 Aug
$142pp
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
   
2 STOPS
ORD
Chicago O'Hare Intl

Non-stop flights to Puerto Rico from Illinois

Save time with Illinois to Puerto Rico direct flight deals
9 Nov - 12 Nov
$259pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
28 Jul - 11 Aug
$267pp
ORD
Chicago O'Hare Intl
Multiple 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
18 Nov - 5 Dec
$276pp
ORD
Chicago O'Hare Intl
Multiple Airlines
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
26 Jun - 9 Jul
$198pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-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 Jun - 3 Jul
$208pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
26 Jun - 3 Jul
$209pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-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
4:14 pm - 6:54 am
Spirit Airlines
1 Stop
13h 40m
ORD - SJU
Spirit Airlines
$68
FlightNetwork
5:11 am - 4:51 pm
Spirit Airlines
1 Stop
10h 40m
ORD - SJU
Spirit Airlines
$74
FlyFar
5:14 am - 10:24 pm
Spirit Airlines
1 Stop
16h 10m
ORD - SJU
Spirit Airlines
$80
FlyFar

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.

Can I find flights from Illinois to Puerto Rico for under $200 on Cheapflights?

Yes, there are multiple flights from Illinois to Puerto Rico for under $200. The cheapest flight booked recently is on Spirit Airlines for just $141, but on average you can expect to pay $150.

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 $317.

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.

How popular is this flight route?

This flight path from Illinois to Puerto Rico was viewed by 763 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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: JetBlue, Delta or Frontier.

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 Bloomington-Normal - San Juan Luis Munoz Marin Intl.

What are the cheapest Flights from Illinois to Puerto Rico?

On average you can expect to pay $300 for a flight from Illinois to Puerto Rico. The cheapest flight overall is $170 while the most popular route, (Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl) is currently priced at $80.

Related searches

Flights to Puerto Rico from Illinois
Flights to Illinois Flights to Puerto Rico

Rent a Car

Car Rentals in Puerto Rico Car Rentals at Luis Munoz Marin Intl Car Rentals at Aeropuerto Rafael Hernandez (Borinquen) Car Rentals at Mercedita

Destination points for flights from Illinois to Puerto Rico

Show more

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
$1 = $1.00

Airports servicing

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

Airports servicing

Aguadilla (BQN)
Culebra (CPX)
Mayaguez (MAZ)
Ceiba J. Aponte de la Torre (NRR)
Ponce (PSE)
Vieques (VQS)

Popular flight searches

Check out other popular destinations found by fellow travelers