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

Spirit Airlines, Delta, and Avelo Airlines are the most popular carriers operating from Illinois to Puerto Rico

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

As of August 2025, 60 flights take off from Illinois and land in Puerto Rico each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

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 47% 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.

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 39m 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 6h 49m. Keep in mind that layovers or delays could extend your travel time.

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

As of August 2025, there are 8 flights per day flying from Illinois to Puerto Rico. The most common time of day flights depart is 8:00AM, with 55% of flights taking off at noon.

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 August 2025, 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.

$88 Cheap Flights from Illinois to Puerto Rico in 2025

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Find the cheapest flights from Illinois to Puerto Rico

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:56 am - 12:56 amORD-SJU

17h 00m1 stop

5:42 pm - 11:59 pmSJU-ORD

7h 17m1 stop

$205Spirit Airlines

Find Deal

dom, ago 24 - sex, ago 29

6:35 am - 2:44 pmSTL-SJU

7h 09m1 stop

1:05 am - 10:49 amSJU-STL

10h 44m2 stops

$205United Airlines

Find Deal

seg, set 22 - sex, set 26

4:29 pm - 11:54 pmMLI-SJU

6h 25m1 stop

3:00 pm - 11:50 pmSJU-MLI

9h 50m1 stop

$215American Airlines

Find Deal

sáb, out 25 - qui, out 30

7:10 am - 4:31 pmSTL-SJU

8h 21m1 stop

7:15 am - 12:35 pmSJU-STL

6h 20m1 stop

$235Delta

Find Deal

dom, out 5 - sáb, out 11

10:26 am - 9:48 pmORD-SJU

10h 22m1 stop

7:25 am - 6:28 pmSJU-ORD

12h 03m1 stop

$237

Find Deal

sex, ago 22 - qui, ago 28

8:00 am - 2:34 amORD-SJU

17h 34m1 stop

6:25 am - 7:01 pmSJU-ORD

14h 36m1 stop

$242

Find Deal

sáb, nov 1 - qui, nov 6

10:51 am - 11:59 pmMDW-SJU

12h 08m1 stop

3:16 pm - 11:17 pmSJU-MDW

9h 01m1 stop

$246Frontier

Find Deal

sáb, set 20 - sáb, set 27

6:20 am - 2:11 pmMDW-SJU

6h 51m1 stop

3:39 am - 9:51 amSJU-MDW

7h 12m1 stop

$248Frontier

Find Deal

qui, set 18 - sex, set 26

7:02 am - 6:15 pmORD-SJU

10h 13m2 stops

1:37 pm - 7:42 pmSJU-ORD

7h 05m1 stop

$263American Airlines

Find Deal

sex, set 26 - ter, set 30

7:10 am - 4:31 pmSTL-SJU

8h 21m1 stop

5:43 pm - 11:41 pmSJU-STL

6h 58m1 stop

$265Delta

Find Deal

dom, out 5 - sex, out 10

Spirit Airlines flights from Illinois to Puerto Rico

Our best Spirit Airlines deals on Illinois to Puerto Rico flight tickets

Spirit Airlines

Aug 24

ORD6:56 amChicago O'Hare Intl

17h 00m

1 stop

SJU12:56 amSan Juan Luis Munoz Marin Intl

Aug 29

SJU5:42 pmSan Juan Luis Munoz Marin Intl

7h 17m

1 stop

ORD11:59 pmChicago O'Hare Intl

$205

Find similar

Spirit Airlines

Sep 9

ORD6:30 amChicago O'Hare Intl

13h 26m

1 stop

SJU8:56 pmSan Juan Luis Munoz Marin Intl

Sep 17

SJU3:19 pmSan Juan Luis Munoz Marin Intl

7h 39m

1 stop

ORD9:58 pmChicago O'Hare Intl

$210

Find similar

Spirit Airlines

Aug 22

ORD10:26 amChicago O'Hare Intl

10h 22m

1 stop

SJU9:48 pmSan Juan Luis Munoz Marin Intl

Aug 28

SJU8:00 pmSan Juan Luis Munoz Marin Intl

14h 22m

1 stop

ORD9:22 amChicago O'Hare Intl

$215

Find similar

United Airlines flights from Illinois to Puerto Rico

Our best United Airlines deals on Illinois to Puerto Rico flight tickets

United Airlines

Sep 22

STL6:35 amLambert-St Louis

7h 09m

1 stop

SJU2:44 pmSan Juan Luis Munoz Marin Intl

Sep 26

SJU1:05 amSan Juan Luis Munoz Marin Intl

10h 44m

2 stops

STL10:49 amLambert-St Louis

$205

Find similar

United Airlines

Oct 3

ORD8:52 amChicago O'Hare Intl

4h 52m

SJU2:44 pmSan Juan Luis Munoz Marin Intl

Oct 7

SJU1:05 amSan Juan Luis Munoz Marin Intl

8h 33m

1 stop

ORD8:38 amChicago O'Hare Intl

$259

Find similar

United Airlines

Nov 18

STL6:30 amLambert-St Louis

7h 10m

1 stop

SJU3:40 pmSan Juan Luis Munoz Marin Intl

Nov 21

SJU2:05 amSan Juan Luis Munoz Marin Intl

14h 20m

2 stops

STL2:25 pmLambert-St Louis

$275

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

dom 8/24

6:56 am-12:56 am

1 stop17h 00m

San Juan Luis Munoz Marin Intl

sex 8/29

5:42 pm-11:59 pm

1 stop7h 17m

$205

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

seg 9/22

6:35 am-2:44 pm

1 stop7h 09m

San Juan Luis Munoz Marin Intl

sex 9/26

1:05 am-10:49 am

2 stops10h 44m

$205

MolineSan Juan

MLI - SJU

MLISJU

Moline Quad-City

sáb 10/25

4:29 pm-11:54 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

qui 10/30

3:00 pm-11:50 pm

1 stop9h 50m

$215

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

dom 10/5

7:10 am-4:31 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

sáb 10/11

7:15 am-12:35 pm

1 stop6h 20m

$235

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

sex 8/22

10:26 am-9:48 pm

1 stop10h 22m

San Juan Luis Munoz Marin Intl

qui 8/28

7:25 am-6:28 pm

1 stop12h 03m

$237

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

sáb 11/1

8:00 am-2:34 am

1 stop17h 34m

San Juan Luis Munoz Marin Intl

qui 11/6

6:25 am-7:01 pm

1 stop14h 36m

$242

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

sáb 9/20

10:51 am-11:59 pm

1 stop12h 08m

San Juan Luis Munoz Marin Intl

sáb 9/27

3:16 pm-11:17 pm

1 stop9h 01m

$246

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

qui 9/18

6:20 am-2:11 pm

1 stop6h 51m

San Juan Luis Munoz Marin Intl

sex 9/26

3:39 am-9:51 am

1 stop7h 12m

$248

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

sex 9/26

7:02 am-6:15 pm

2 stops10h 13m

San Juan Luis Munoz Marin Intl

ter 9/30

1:37 pm-7:42 pm

1 stop7h 05m

$263

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

dom 10/5

7:10 am-4:31 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

sex 10/10

5:43 pm-11:41 pm

1 stop6h 58m

$265

Flights are sorted by cheapest round-trip flights first.

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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 September, then you should wait until October to fly from Illinois, when ticket prices are also cheap, with an average price of $309.

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 Monday. momondo users have found tickets for Monday departures for as low as $394. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Sunday, with ticket prices averaging around $446.

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 $306. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $444.

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 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 $383 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 $306 on momondo.

What cabin class options are available on Illinois to Puerto Rico flights?

There are 4 cabin classes available to choose from on Illinois to Puerto Rico flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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	$88
Fastest flight time	4h 20m
Direct flights	Every day
Airports in Puerto Rico	2 airports

The best one-way flight to Puerto Rico from Illinois in the past 72 hours is $88. The best round-trip flight deal from Illinois to Puerto Rico found on momondo in the last 72 hours is $205.

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

Direct flights go from Illinois to Puerto Rico every day.

There are 2 airports near Puerto Rico: Aguadilla Borinquen (BQN), San Juan Luis Munoz Marin Intl (SJU)

Search flight deals

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 August 2025, 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 27.84% of all bookings. The subsequent popular models are Boeing 737-800 at 22.55%, Boeing 737 MAX 9 at 18.69%, and Airbus A321-100/200 at 10.79%.

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
Frontier	PriceFrom $106	Free Cancellation	Rating 5.8 3,221 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $139	Free Cancellation	Rating 6.3 8,042 reviews	Search Spirit Airlines flights
Delta	PriceFrom $190	Free Cancellation	Rating 8.0 7,979 reviews	Search Delta flights
American Airlines	PriceFrom $194	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $273	Free Cancellation	Rating 7.4 8,920 reviews	Search United Airlines flights
JetBlue	PriceFrom $287	Free Cancellation	Rating 7.2 2,916 reviews	Search JetBlue flights
Southwest	PriceFrom $352	Free Cancellation	Rating 8.0 4,248 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

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.

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Popular cities in Puerto Rico

Flights to San Juanfrom $82

Flights to Aguadillafrom $168

Flights to Mayagüezfrom $317

Cheap flights from Illinois to Puerto Rico from $88

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 8/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

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Find the cheapest flights from Illinois to Puerto Rico

Cheap round-trip flights

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Cheap last minute flights

Cheap direct flights

Spirit Airlines flights from Illinois to Puerto Rico

Our best Spirit Airlines deals on Illinois to Puerto Rico flight tickets

United Airlines flights from Illinois to Puerto Rico

Our best United Airlines deals on Illinois to Puerto Rico flight tickets

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Use the filters below to find and compare flights from Illinois to Puerto Rico that are best for you.

See travel insights to Puerto Rico from

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

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in September, then you should wait until October to fly from Illinois, when ticket prices are also cheap, with an average price of $309.

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?

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 $306. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $444.

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 to Puerto Rico?

What cabin class options are available on Illinois to Puerto Rico flights?

There are 4 cabin classes available to choose from on Illinois to Puerto Rico flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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.

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

Spirit Airlines, Delta, and Avelo Airlines are the most popular carriers operating from Illinois to Puerto Rico

What airlines fly to Puerto Rico?

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

As of August 2025, there are 8 flights per day flying from Illinois to Puerto Rico. The most common time of day flights depart is 8:00AM, with 55% of flights taking off at noon.

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

As of August 2025, 60 flights take off from Illinois and land in Puerto Rico each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

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

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

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

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

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

What is the most popular plane model 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?

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

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

How can momondo help me find flights 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?

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