How long is the flight from Illinois to Puerto Rico?

Flight times from Illinois to Puerto Rico vary, but if you’re flying out of Chicago and flying into San Juan Luis Munoz Marin Intl Airport (one of the most popular routes), then the duration is 4h 45m on average. Another popular route from Illinois to Puerto Rico is flying from Peoria to San Juan Luis Munoz Marin Intl Airport, which will take roughly 7h 39m. Keep in mind that layovers or delays could extend your travel time.

How many flights depart from Illinois to Puerto Rico on average per week?

As of May 2026, 56 flights take off from Illinois and land in Puerto Rico each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

What is the cheapest airline that flies from Illinois to Puerto Rico?

Delta, Frontier, and Southwest are the most popular carriers operating from Illinois to Puerto Rico

How many flights depart from Illinois to Puerto Rico on average per day?

As of May 2026, there are 8 flights per day flying from Illinois to Puerto Rico. The most common time of day flights depart is 8:00AM, with 63% of flights taking off at noon.

What airlines fly to Puerto Rico?

Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Puerto Rico from Illinois according to our data. Spirit Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 7 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Illinois to Puerto Rico?

Prices for flights from Illinois to Puerto Rico are updated daily.

How many operators does momondo search for flights from Illinois to Puerto Rico?

As of May 2026, there are 7 operators available to choose from for flights from Illinois to Puerto Rico.

How old do you have to be to fly from Illinois to Puerto Rico?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Puerto Rico.

What documentation or ID do you need to fly to Puerto Rico?

The required travel and health documents for your Puerto Rico trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Puerto Rico. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$109 Cheap Flights from Illinois to Puerto Rico in 2026

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Find the cheapest flights from Illinois to Puerto Rico

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:14 pm - 11:07 pm

ORD

SJU

4h 53mnonstop

7:14 pm - 9:00 am

SJU

ORD

14h 46m

1 stop

$222American Airlines

Sun, Aug 23 - Wed, Aug 26

6:40 am - 4:37 pm

ORD

SJU

8h 57m

1 stop

5:45 pm - 11:57 pm

SJU

ORD

7h 12m

1 stop

$226Delta

Wed, Aug 19 - Wed, Sep 2

12:44 am - 6:44 am

ORD

SJU

5h 00mnonstop

6:00 am - 12:25 pm

SJU

ORD

7h 25m

1 stop

$228Frontier

Fri, Aug 14 - Sat, Aug 22

12:29 am - 6:26 am

ORD

SJU

4h 57mnonstop

5:12 pm - 3:26 pm

SJU

ORD

23h 14m

1 stop

$229Frontier

Sat, Sep 5 - Thu, Sep 10

7:50 am - 6:05 pm

MDW

SJU

9h 15m

2 stops

6:00 am - 2:30 pm

SJU

MDW

9h 30m

2 stops

$236Southwest

Sat, Aug 22 - Fri, Aug 28

1:00 pm - 10:50 pm

MDW

SJU

8h 50m

2 stops

5:00 am - 12:20 pm

SJU

MDW

8h 20m

2 stops

$246Southwest

Thu, Aug 20 - Mon, Aug 24

9:44 am - 9:22 pm

BMI

SJU

10h 38m

2 stops

2:05 am - 12:50 pm

SJU

BMI

12h 45m

2 stops

$289United Airlines

Mon, Oct 26 - Tue, Nov 3

1:00 pm - 10:39 pm

ORD

BQN

8h 39m

1 stop

10:52 am - 11:50 pm

BQN

ORD

13h 58m

1 stop

$327Multiple Airlines

Sat, Oct 3 - Fri, Oct 30

1:00 pm - 10:39 pm

ORD

BQN

8h 39m

1 stop

2:48 am - 11:50 pm

BQN

ORD

22h 02m

1 stop

$333Multiple Airlines

Wed, Oct 7 - Thu, Oct 29

9:44 am - 9:22 pm

BMI

SJU

10h 38m

2 stops

1:05 am - 12:50 pm

SJU

BMI

12h 45m

2 stops

$366United Airlines

Tue, Oct 27 - Wed, Oct 28

Southwest flights from Illinois to Puerto Rico

Our best Southwest deals on Illinois to Puerto Rico flight tickets

Southwest

Aug 11

MDW12:20 pmChicago Midway

7h 45m

1 stop

SJU9:05 pmSan Juan Luis Munoz Marin Intl

Aug 19

SJU5:15 amSan Juan Luis Munoz Marin Intl

7h 50m

2 stops

MDW12:05 pmChicago Midway

$246

Southwest

Aug 8

MDW6:05 amChicago Midway

11h 10m

1 stop

SJU6:15 pmSan Juan Luis Munoz Marin Intl

Aug 14

SJU6:00 amSan Juan Luis Munoz Marin Intl

9h 30m

2 stops

MDW2:30 pmChicago Midway

$256

Southwest

Aug 10

MDW2:55 pmChicago Midway

7h 55m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Aug 16

SJU9:25 pmSan Juan Luis Munoz Marin Intl

12h 20m

1 stop

MDW8:45 amChicago Midway

$276

Frontier flights from Illinois to Puerto Rico

Our best Frontier deals on Illinois to Puerto Rico flight tickets

Frontier

Aug 8

ORD12:44 amChicago O'Hare Intl

5h 00m

SJU6:44 amSan Juan Luis Munoz Marin Intl

Aug 13

SJU6:32 amSan Juan Luis Munoz Marin Intl

10h 36m

1 stop

ORD4:08 pmChicago O'Hare Intl

$249

Frontier

Aug 7

ORD12:44 amChicago O'Hare Intl

5h 00m

SJU6:44 amSan Juan Luis Munoz Marin Intl

Aug 14

SJU7:14 pmSan Juan Luis Munoz Marin Intl

5h 13m

ORD11:27 pmChicago O'Hare Intl

$255

Frontier

Aug 18

STL4:10 pmLambert-St Louis

8h 44m

1 stop

SJU1:54 amSan Juan Luis Munoz Marin Intl

Aug 23

SJU4:05 pmSan Juan Luis Munoz Marin Intl

9h 09m

1 stop

STL12:14 amLambert-St Louis

$256

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 8/23

5:14 pm-11:07 pm

Nonstop4h 53m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:14 pm-9:00 am

1 stop14h 46m

$222

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 8/19

6:40 am-4:37 pm

1 stop8h 57m

San Juan Luis Munoz Marin Intl

Wed 9/2

5:45 pm-11:57 pm

1 stop7h 12m

$226

Quickest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 8/14

12:44 am-6:44 am

Nonstop5h 00m

San Juan Luis Munoz Marin Intl

Sat 8/22

6:00 am-12:25 pm

1 stop7h 25m

$228

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 9/5

12:29 am-6:26 am

Nonstop4h 57m

San Juan Luis Munoz Marin Intl

Thu 9/10

5:12 pm-3:26 pm

1 stop23h 14m

$229

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 8/22

7:50 am-6:05 pm

2 stops9h 15m

San Juan Luis Munoz Marin Intl

Fri 8/28

6:00 am-2:30 pm

2 stops9h 30m

$236

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Thu 8/20

1:00 pm-10:50 pm

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Mon 8/24

5:00 am-12:20 pm

2 stops8h 20m

$246

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 10/26

9:44 am-9:22 pm

2 stops10h 38m

San Juan Luis Munoz Marin Intl

Tue 11/3

2:05 am-12:50 pm

2 stops12h 45m

$289

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 10/3

1:00 pm-10:39 pm

1 stop8h 39m

Aguadilla Borinquen

Fri 10/30

10:52 am-11:50 pm

1 stop13h 58m

$327

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 10/7

1:00 pm-10:39 pm

1 stop8h 39m

Aguadilla Borinquen

Thu 10/29

2:48 am-11:50 pm

1 stop22h 02m

$333

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Tue 10/27

9:44 am-9:22 pm

2 stops10h 38m

San Juan Luis Munoz Marin Intl

Wed 10/28

1:05 am-12:50 pm

2 stops12h 45m

$366

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Illinois to Puerto Rico

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in April, then you should wait until July to fly from Illinois, when ticket prices are also cheap, with an average price of $335.

What is the cheapest day to depart on your flight to Puerto Rico?

On average, the least expensive day to fly to Puerto Rico from Illinois is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $382. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Friday, with ticket prices averaging around $465.

What is the cheapest time of day to depart on your flight to Puerto Rico?

Our most recent data shows that the best time of day to fly to Puerto Rico is in the evening. Flights from Illinois to Puerto Rico during this time can be as low as $374. In contrast, the most expensive time of day to depart to Puerto Rico is at noon when prices are around $484.

What is the cheapest Illinois to Puerto Rico flight route?

Fly from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl for the best Illinois - Puerto Rico flight prices

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

You are more likely to see cheaper flights to Puerto Rico from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $385 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Illinois for as low as $347 on momondo.

Can stopping save me money on Illinois to Puerto Rico flights?

You could potentially save up to 1% on your flight if you consider stops on a Illinois to Puerto Rico flight.

Cheap Illinois to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Puerto Rico

Best Price Found	$135
Fastest flight time	4h 20m
Direct flights	Mon, Tue, Wed, Thu, Sat and Sun
Airports in Puerto Rico	20 airports

The best one-way flight to Puerto Rico from Illinois in the past 72 hours is $135. The best round-trip flight deal from Illinois to Puerto Rico found on momondo in the last 72 hours is $306.

The fastest flight from Illinois to Puerto Rico takes 4h 20m

Direct flights go from Illinois to Puerto Rico on Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday. There are no airlines offering direct flights.

There are 20 airports in Puerto Rico. From Illinois there are direct flights to San Juan Luis Munoz Marin Intl (SJU).

Search flight deals

Frequently asked questions about flying from Illinois to Puerto Rico

When did momondo last update prices for flights from Illinois to Puerto Rico?
Prices for flights from Illinois to Puerto Rico are updated daily.
How many operators does momondo search for flights from Illinois to Puerto Rico?
As of May 2026, there are 7 operators available to choose from for flights from Illinois to Puerto Rico.
How old do you have to be to fly from Illinois to Puerto Rico?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Puerto Rico.
What documentation or ID do you need to fly to Puerto Rico?
The required travel and health documents for your Puerto Rico trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Puerto Rico. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Illinois to Puerto Rico?
momondo data reveals that the most frequently booked plane model on the route from Illinois to Puerto Rico is Airbus A321neo, representing 42.75% of all bookings. The subsequent popular models are Boeing 737-800 at 18.90%, Airbus A320-100/200 at 12.66%, and Airbus A318/A319/A320/A321 at 10.55%.

Best airlines flying from Illinois to Puerto Rico

Compare and see reviews for airlines that fly from Illinois to Puerto Rico with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $119	Free Cancellation	Rating 7.1 2,975 reviews	Search JetBlue flights
Frontier	PriceFrom $122	Free Cancellation	Rating 5.6 2,953 reviews	Search Frontier flights
Delta	PriceFrom $132	Free Cancellation	Rating 7.9 8,452 reviews	Search Delta flights
Spirit Airlines	PriceFrom $140	Free Cancellation	Rating 6.2 8,626 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $225	Free Cancellation	Rating 7.1 11,663 reviews	Search American Airlines flights
United Airlines	PriceFrom $256	Free Cancellation	Rating 7.4 9,715 reviews	Search United Airlines flights
Southwest	PriceFrom $352	Free Cancellation	Rating 8.0 4,299 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Puerto Rico?

It is quick and easy to find Illinois to Puerto Rico flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Puerto Rico that suits you.

Can I find flights from Illinois to Puerto Rico with flexible booking policies on momondo?

All flight searches from Illinois to Puerto Rico on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Illinois to Puerto Rico?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to Puerto Rico.

I’m not ready to book a flight from Illinois to Puerto Rico right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Illinois to Puerto Rico flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Puerto Rico trip

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Popular cities in Puerto Rico

Flights to San Juanfrom $189

Flights to Aguadillafrom $222

Flights to Poncefrom $233

Flights to Culebrafrom $502

Flights to Mayagüezfrom $474

Cheap flights from Illinois to Puerto Rico from $109

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Puerto Rico departing on 7/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Southwest flights from Illinois to Puerto Rico

Our best Southwest deals on Illinois to Puerto Rico flight tickets

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Our best Frontier deals on Illinois to Puerto Rico flight tickets

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How to get the cheapest flight ticket from Illinois to Puerto Rico

What is the cheapest month to fly to Puerto Rico?

What is the cheapest day to depart on your flight to Puerto Rico?

What is the cheapest time of day to depart on your flight to Puerto Rico?

What is the cheapest Illinois to Puerto Rico flight route?

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

Can stopping save me money on Illinois to Puerto Rico flights?

What is the cheapest airline that flies from Illinois to Puerto Rico?

What airlines fly to Puerto Rico?

How many flights depart from Illinois to Puerto Rico on average per day?

How many flights depart from Illinois to Puerto Rico on average per week?

How long is the flight from Illinois to Puerto Rico?

Cheap Illinois to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Puerto Rico

Best Price Found

Fastest flight time

Direct flights

Airports in Puerto Rico

Frequently asked questions about flying from Illinois to Puerto Rico

Best airlines flying from Illinois to Puerto Rico

Compare and see reviews for airlines that fly from Illinois to Puerto Rico with momondo

Why use momondo?

An easier way to manage your Puerto Rico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Puerto Rico

Popular cities in Puerto Rico

Popular flights according to clicks in the last 7 days on momondo

Illinois flight routes

According to popular flight searches on momondo this year

Puerto Rico flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Puerto Rico

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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List of cabin classes available on flights landing in Puerto Rico. Availability may vary depending on flight origin and airline.

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