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

As of September 2025, there are 3 flights per day flying from Illinois to Puerto Rico. The most common time of day flights depart is 8:00AM, with 84% of flights taking off at noon.

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

As of September 2025, 25 flights take off from Illinois and land in Puerto Rico each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

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 35m on average. Another popular route from Illinois to Puerto Rico is flying from Moline to San Juan Luis Munoz Marin Intl Airport, which will take roughly 7h 14m. Keep in mind that layovers or delays could extend your travel time.

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

Spirit Airlines, United Airlines, and Frontier are the most popular carriers operating from Illinois to Puerto Rico

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.

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 September 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.

$106 Cheap Flights from Illinois to Puerto Rico in 2025/26

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Find the cheapest flights from Illinois to Puerto Rico

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

9:06 pm - 2:51 amORD-SJU

4h 45mnonstop

8:43 pm - 11:57 pmSJU-ORD

5h 14mnonstop

$196Spirit Airlines

Find Deal

Fri, Oct 31 - Mon, Nov 3

9:06 pm - 2:51 amORD-SJU

4h 45mnonstop

7:43 pm - 11:57 pmSJU-ORD

5h 14mnonstop

$199Spirit Airlines

Find Deal

Fri, Oct 17 - Fri, Oct 24

9:06 pm - 2:51 amORD-SJU

4h 45mnonstop

9:19 pm - 7:10 amSJU-ORD

10h 51m1 stop

$200Multiple Airlines

Find Deal

Mon, Oct 20 - Sun, Oct 26

7:43 pm - 10:56 amORD-SJU

14h 13m1 stop

9:06 pm - 9:22 amSJU-ORD

13h 16m1 stop

$206Multiple Airlines

Find Deal

Wed, Oct 22 - Thu, Oct 23

8:55 am - 2:40 pmORD-SJU

4h 45mnonstop

5:50 pm - 11:43 pmSJU-ORD

7h 53m1 stop

$223United Airlines

Find Deal

Tue, Oct 28 - Sun, Nov 2

6:15 am - 3:42 pmSTL-SJU

8h 27m1 stop

1:05 am - 2:25 pmSJU-STL

14h 20m2 stops

$225United Airlines

Find Deal

Wed, Oct 22 - Wed, Oct 29

5:56 pm - 3:24 pmMDW-SJU

20h 28m1 stop

9:00 am - 11:25 pmSJU-MDW

15h 25m1 stop

$226Frontier

Find Deal

Tue, Oct 21 - Tue, Oct 28

7:00 am - 4:25 pmORD-SJU

8h 25m1 stop

7:00 am - 5:24 pmSJU-ORD

11h 24m1 stop

$227Delta

Find Deal

Tue, Oct 21 - Tue, Oct 28

6:21 am - 3:22 pmMDW-SJU

8h 01m1 stop

3:22 pm - 11:41 pmSJU-MDW

9h 19m1 stop

$230Frontier

Find Deal

Fri, Oct 3 - Sat, Oct 4

6:00 am - 2:15 pmSTL-SJU

6h 15m1 stop

6:17 pm - 11:40 pmSJU-STL

7h 23m1 stop

$264Delta

Find Deal

Tue, Mar 3 - Wed, Mar 4

United Airlines flights from Illinois to Puerto Rico

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

United Airlines

Oct 28

ORD8:55 amChicago O'Hare Intl

4h 45m

SJU2:40 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU5:50 pmSan Juan Luis Munoz Marin Intl

7h 53m

1 stop

ORD11:43 pmChicago O'Hare Intl

$223

Find similar

United Airlines

Oct 22

STL6:15 amLambert-St Louis

8h 27m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU1:05 amSan Juan Luis Munoz Marin Intl

14h 20m

2 stops

STL2:25 pmLambert-St Louis

$225

Find similar

United Airlines

Jan 24

PIA3:00 pmGreater Peoria

13h 11m

2 stops

SJU6:11 amSan Juan Luis Munoz Marin Intl

Jan 29

SJU2:05 amSan Juan Luis Munoz Marin Intl

12h 33m

2 stops

PIA12:38 pmGreater Peoria

$235

Find similar

Frontier flights from Illinois to Puerto Rico

Our best Frontier deals on Illinois to Puerto Rico flight tickets

Frontier

Oct 21

MDW5:56 pmChicago Midway

20h 28m

1 stop

SJU3:24 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU9:00 amSan Juan Luis Munoz Marin Intl

15h 25m

1 stop

MDW11:25 pmChicago Midway

$226

Find similar

Frontier

Oct 3

MDW6:21 amChicago Midway

8h 01m

1 stop

SJU3:22 pmSan Juan Luis Munoz Marin Intl

Oct 4

SJU3:22 pmSan Juan Luis Munoz Marin Intl

9h 19m

1 stop

MDW11:41 pmChicago Midway

$230

Find similar

Frontier

Oct 28

MDW5:56 pmChicago Midway

22h 58m

1 stop

SJU5:54 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU9:00 amSan Juan Luis Munoz Marin Intl

16h 55m

1 stop

MDW11:55 pmChicago Midway

$245

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 10/31

9:06 pm-2:51 am

Nonstop4h 45m

San Juan Luis Munoz Marin Intl

Mon 11/3

8:43 pm-11:57 pm

Nonstop5h 14m

$196

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 10/17

9:06 pm-2:51 am

Nonstop4h 45m

San Juan Luis Munoz Marin Intl

Fri 10/24

7:43 pm-11:57 pm

Nonstop5h 14m

$199

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 10/20

9:06 pm-2:51 am

Nonstop4h 45m

San Juan Luis Munoz Marin Intl

Sun 10/26

9:19 pm-7:10 am

1 stop10h 51m

$200

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 10/22

7:43 pm-10:56 am

1 stop14h 13m

San Juan Luis Munoz Marin Intl

Thu 10/23

9:06 pm-9:22 am

1 stop13h 16m

$206

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 10/28

8:55 am-2:40 pm

Nonstop4h 45m

San Juan Luis Munoz Marin Intl

Sun 11/2

5:50 pm-11:43 pm

1 stop7h 53m

$223

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

Wed 10/22

6:15 am-3:42 pm

1 stop8h 27m

San Juan Luis Munoz Marin Intl

Wed 10/29

1:05 am-2:25 pm

2 stops14h 20m

$225

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Tue 10/21

5:56 pm-3:24 pm

1 stop20h 28m

San Juan Luis Munoz Marin Intl

Tue 10/28

9:00 am-11:25 pm

1 stop15h 25m

$226

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 10/21

7:00 am-4:25 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:00 am-5:24 pm

1 stop11h 24m

$227

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Fri 10/3

6:21 am-3:22 pm

1 stop8h 01m

San Juan Luis Munoz Marin Intl

Sat 10/4

3:22 pm-11:41 pm

1 stop9h 19m

$230

St. LouisSan Juan

STL - SJU

STLSJU

Lambert-St Louis

Tue 3/3

6:00 am-2:15 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:17 pm-11:40 pm

1 stop7h 23m

$264

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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 October, then you should wait until April to fly from Illinois, when ticket prices are also cheap, with an average price of $357.

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 $395. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Thursday, with ticket prices averaging around $445.

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 $447.

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 $388 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 $316 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 11% 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	$189
Fastest flight time	4h 20m
Direct flights	Every day
Airports in Puerto Rico	1 airport

The best one-way flight to Puerto Rico from Illinois in the past 72 hours is $189. The best round-trip flight deal from Illinois to Puerto Rico found on momondo in the last 72 hours is $355.

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

Direct flights go from Illinois to Puerto Rico every day.

There is 1 airport near Puerto Rico: 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 September 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 34.37% of all bookings. The subsequent popular models are Boeing 737-800 at 24.86%, Boeing 737 MAX 9 at 9.38%, and Airbus A321-100/200 at 9.37%.

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 3,163 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $139	Free Cancellation	Rating 6.3 8,042 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $194	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $196	Free Cancellation	Rating 7.9 7,973 reviews	Search Delta flights
JetBlue	PriceFrom $271	Free Cancellation	Rating 7.2 2,911 reviews	Search JetBlue flights
United Airlines	PriceFrom $275	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights
Southwest	PriceFrom $374	Free Cancellation	Rating 8.0 4,246 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 $118

Flights to Aguadillafrom $157

Flights to Mayagüezfrom $283

Cheap flights from Illinois to Puerto Rico from $106

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 10/6. 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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Big names and deals

Filter for what you want

Filter for what you want

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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

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United Airlines flights from Illinois to Puerto Rico

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

Frontier flights from Illinois to Puerto Rico

Our best Frontier 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 October, then you should wait until April to fly from Illinois, when ticket prices are also cheap, with an average price of $357.

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 $447.

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 11% 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, United Airlines, and Frontier 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 September 2025, there are 3 flights per day flying from Illinois to Puerto Rico. The most common time of day flights depart is 8:00AM, with 84% of flights taking off at noon.

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

As of September 2025, 25 flights take off from Illinois and land in Puerto Rico each week. The most common flight departure day for this route is Mon, with 16% 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