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

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

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

As of November 2025, 7 flights take off from Puerto Rico and land in Illinois each day. The most common flight departure time for this route is 3:00PM, with 95% of daily flights taking off in the afternoon.

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

As of November 2025, 54 flights take off from Puerto Rico and land in Illinois each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.

What airlines fly to Illinois?

Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Illinois from Puerto Rico according to our data. Spirit Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 6 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

How long is the flight from Puerto Rico to Illinois?

The flight from Puerto Rico to Illinois depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from San Juan (a popular airport in Puerto Rico) to Chicago O'Hare Intl Airport (the most popular airport in Illinois), then the flight time is 5h 10m on average. If you fly from Aguadilla (another popular airport in Puerto Rico) to Chicago O'Hare Intl Airport, then the average flight time is 7h 03m.

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

Prices for flights from Puerto Rico to Illinois were last updated today.

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

The number of operators available for flights from Puerto Rico to Illinois is 6 as of November 2025.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Puerto Rico to Illinois.

What documentation or ID do you need to fly to Illinois?

The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$69 Cheap Flights from Puerto Rico to Illinois in 2025/26

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Find the cheapest flights from Puerto Rico to Illinois

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One-way

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Recent round-trip flight deals from Puerto Rico to Illinois

Enter your travel dates to find the best prices.

9:37 pm - 7:50 amSJU-STL

12h 13m1 stop

5:11 pm - 2:50 amSTL-SJU

7h 39m1 stop

$153Frontier

Find Deal

Thu, Feb 19 - Mon, Feb 23

4:31 pm - 10:24 pmSJU-ORD

7h 53m1 stop

5:40 am - 12:21 pmORD-SJU

4h 41mnonstop

$176Multiple Airlines

Find Deal

Sat, Dec 6 - Mon, Dec 8

3:37 pm - 12:27 amSJU-ORD

10h 50m1 stop

8:00 am - 2:36 pmORD-SJU

4h 36mnonstop

$216Spirit Airlines

Find Deal

Thu, Nov 13 - Mon, Nov 17

8:45 pm - 11:59 pmSJU-ORD

5h 14mnonstop

5:40 am - 12:21 pmORD-SJU

4h 41mnonstop

$217Spirit Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

6:00 am - 9:35 amSJU-ORD

5h 35mnonstop

3:00 pm - 9:39 pmORD-SJU

4h 39mnonstop

$222American Airlines

Find Deal

Fri, Jan 16 - Mon, Jan 19

2:20 pm - 11:13 pmSJU-ORD

10h 53m1 stop

2:20 pm - 9:00 pmORD-SJU

4h 40mnonstop

$223United Airlines

Find Deal

Thu, Feb 12 - Mon, Feb 16

3:58 pm - 8:08 amSJU-STL

18h 10m1 stop

8:13 am - 10:09 pmSTL-SJU

11h 56m1 stop

$229American Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

4:52 pm - 10:59 pmSJU-STL

8h 07m1 stop

6:00 am - 4:36 pmSTL-SJU

8h 36m1 stop

$248United Airlines

Find Deal

Thu, Feb 12 - Sun, Feb 15

9:05 am - 2:45 pmSJU-MDW

7h 40m1 stop

9:50 am - 8:55 pmMDW-SJU

9h 05m2 stops

$252Southwest

Find Deal

Wed, Jan 28 - Wed, Feb 4

2:05 pm - 7:30 pmSJU-STL

7h 25m1 stop

8:15 am - 9:30 pmSTL-SJU

11h 15m1 stop

$264Southwest

Find Deal

Thu, Dec 4 - Mon, Dec 8

Frontier flights from Puerto Rico to Illinois

Our best Frontier deals on Puerto Rico to Illinois flight tickets

Frontier

Feb 19

SJU9:37 pmSan Juan Luis Munoz Marin Intl

12h 13m

1 stop

STL7:50 amLambert-St Louis

Feb 23

STL5:11 pmLambert-St Louis

7h 39m

1 stop

SJU2:50 amSan Juan Luis Munoz Marin Intl

$153

Find similar

Frontier

Dec 5

SJU4:31 pmSan Juan Luis Munoz Marin Intl

7h 53m

1 stop

ORD10:24 pmChicago O'Hare Intl

Dec 8

ORD6:11 amChicago O'Hare Intl

7h 00m

1 stop

SJU3:11 pmSan Juan Luis Munoz Marin Intl

$196

Find similar

Frontier

Dec 4

SJU4:31 pmSan Juan Luis Munoz Marin Intl

7h 53m

1 stop

ORD10:24 pmChicago O'Hare Intl

Dec 7

ORD3:47 pmChicago O'Hare Intl

31h 02m

2 stops

SJU12:49 amSan Juan Luis Munoz Marin Intl

$201

Find similar

Spirit Airlines flights from Puerto Rico to Illinois

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

Spirit Airlines

Nov 13

SJU3:37 pmSan Juan Luis Munoz Marin Intl

10h 50m

1 stop

ORD12:27 amChicago O'Hare Intl

Nov 17

ORD8:00 amChicago O'Hare Intl

4h 36m

SJU2:36 pmSan Juan Luis Munoz Marin Intl

$216

Find similar

Spirit Airlines

Dec 4

SJU8:45 pmSan Juan Luis Munoz Marin Intl

5h 14m

ORD11:59 pmChicago O'Hare Intl

Dec 8

ORD5:40 amChicago O'Hare Intl

4h 41m

SJU12:21 pmSan Juan Luis Munoz Marin Intl

$217

Find similar

Spirit Airlines

Dec 5

SJU8:45 pmSan Juan Luis Munoz Marin Intl

5h 14m

ORD11:59 pmChicago O'Hare Intl

Dec 8

ORD5:40 amChicago O'Hare Intl

4h 41m

SJU12:21 pmSan Juan Luis Munoz Marin Intl

$218

Find similar

Fly from

Fly to

Route

Depart

Return

Price

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 2/19

9:37 pm-7:50 am

1 stop12h 13m

Lambert-St Louis

Mon 2/23

5:11 pm-2:50 am

1 stop7h 39m

$153

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Sat 12/6

4:31 pm-10:24 pm

1 stop7h 53m

Chicago O'Hare Intl

Mon 12/8

5:40 am-12:21 pm

Nonstop4h 41m

$176

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 11/13

3:37 pm-12:27 am

1 stop10h 50m

Chicago O'Hare Intl

Mon 11/17

8:00 am-2:36 pm

Nonstop4h 36m

$216

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 12/4

8:45 pm-11:59 pm

Nonstop5h 14m

Chicago O'Hare Intl

Mon 12/8

5:40 am-12:21 pm

Nonstop4h 41m

$217

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-9:35 am

Nonstop5h 35m

Chicago O'Hare Intl

Mon 1/19

3:00 pm-9:39 pm

Nonstop4h 39m

$222

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 2/12

2:20 pm-11:13 pm

1 stop10h 53m

Chicago O'Hare Intl

Mon 2/16

2:20 pm-9:00 pm

Nonstop4h 40m

$223

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 12/4

3:58 pm-8:08 am

1 stop18h 10m

Lambert-St Louis

Mon 12/8

8:13 am-10:09 pm

1 stop11h 56m

$229

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 2/12

4:52 pm-10:59 pm

1 stop8h 07m

Lambert-St Louis

Sun 2/15

6:00 am-4:36 pm

1 stop8h 36m

$248

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 1/28

9:05 am-2:45 pm

1 stop7h 40m

Chicago Midway

Wed 2/4

9:50 am-8:55 pm

2 stops9h 05m

$252

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 12/4

2:05 pm-7:30 pm

1 stop7h 25m

Lambert-St Louis

Mon 12/8

8:15 am-9:30 pm

1 stop11h 15m

$264

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

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 Illinois?

The cheapest month to fly to Illinois from Puerto Rico is in January. Flight prices, which tend to average around $258, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of January, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $271.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Puerto Rico to Illinois is on a Friday when prices can be found for as low as $381. Flights from Puerto Rico to Illinois on a Monday will generally be more expensive and average around $519. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Puerto Rico to Illinois during this time can be as low as $253. Flights at noon are often more expensive with an average ticket price of $478.

What is the cheapest Puerto Rico to Illinois flight route?

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

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

You are more likely to see cheaper flights to Illinois from Puerto Rico when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $333 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Puerto Rico for as low as $271 on momondo.

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

There are 4 cabin classes available to choose from on Puerto Rico to Illinois 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 Puerto Rico to Illinois flights?

No. A direct flight is the cheapest option for a flight between Puerto Rico to Illinois.

Cheap Puerto Rico to Illinois flight deals and tips

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

Best Price Found	$179
Fastest flight time	5h 10m
Direct flights	Every day
Airports in Illinois	3 airports

The best one-way flight to Illinois from Puerto Rico in the past 72 hours is $179. The best round-trip flight deal from Puerto Rico to Illinois found on momondo in the last 72 hours is $339.

The fastest flight from Puerto Rico to Illinois takes 5h 10m

Direct flights go from Puerto Rico to Illinois every day.

There are 3 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Lambert-St Louis (STL)

Search flight deals

When did momondo last update prices for flights from Puerto Rico to Illinois?
Prices for flights from Puerto Rico to Illinois were last updated today.
How many operators does momondo search for flights from Puerto Rico to Illinois?
The number of operators available for flights from Puerto Rico to Illinois is 6 as of November 2025.
How old do you have to be to fly from Puerto Rico to Illinois?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Puerto Rico to Illinois.
What documentation or ID do you need to fly to Illinois?
The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Puerto Rico to Illinois?
Based on momondo bookings for flights between Puerto Rico and Illinois, the leading plane model is Airbus A321neo, making up 52.73% of the total bookings. Other popular models include Airbus A320neo with 13.17%, Airbus A318/A319/A320/A321 with 6.09%, and Airbus A320-100/200 with 5.78%.

Best airlines flying from Puerto Rico to Illinois

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $137	Free Cancellation	Rating 6.3 8,114 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $139	Free Cancellation	Rating 5.8 3,117 reviews	Search Frontier flights
Delta	PriceFrom $162	Free Cancellation	Rating 7.9 8,001 reviews	Search Delta flights
United Airlines	PriceFrom $290	Free Cancellation	Rating 7.4 8,997 reviews	Search United Airlines flights
American Airlines	PriceFrom $334	Free Cancellation	Rating 7.2 11,036 reviews	Search American Airlines flights
Southwest	PriceFrom $384	Free Cancellation	Rating 8.0 4,238 reviews	Search Southwest flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Puerto Rico to Illinois for you.

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

Flights from Puerto Rico to Illinois with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Puerto Rico to Illinois flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Puerto Rico to Illinois flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Popular cities in Illinois

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Flights to Bostonfrom $40

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Puerto Rico flight routes

Flights from San Juan Luis Munoz Marin Intl to New York John F Kennedy Intl

Flights from San Juan Luis Munoz Marin Intl to Newark

Flights from San Juan Luis Munoz Marin Intl to San Antonio

Flights from San Juan Luis Munoz Marin Intl to Fort Lauderdale

Flights from San Juan Luis Munoz Marin Intl to Tampa

Flights from San Juan Luis Munoz Marin Intl to Houston George Bush Intcntl

Cheap flights from Puerto Rico to Illinois from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Puerto Rico to Illinois departing on 1/15. 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

Price Alerts

Find the cheapest flights from Puerto Rico to Illinois

Recent round-trip flight deals from Puerto Rico to Illinois

Recent one-way flight deals from Puerto Rico to Illinois

Recent last minute flight deals from Puerto Rico to Illinois

Recent direct flight deals from Puerto Rico to Illinois

Frontier flights from Puerto Rico to Illinois

Our best Frontier deals on Puerto Rico to Illinois flight tickets

Spirit Airlines flights from Puerto Rico to Illinois

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

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

See travel insights to Illinois from

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

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 Illinois?

What is the cheapest day to depart on your flight to Illinois?

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

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Puerto Rico to Illinois during this time can be as low as $253. Flights at noon are often more expensive with an average ticket price of $478.

What is the cheapest Puerto Rico to Illinois flight route?

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

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

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

There are 4 cabin classes available to choose from on Puerto Rico to Illinois 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 Puerto Rico to Illinois flights?

No. A direct flight is the cheapest option for a flight between Puerto Rico to Illinois.

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

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

What airlines fly to Illinois?

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

As of November 2025, 7 flights take off from Puerto Rico and land in Illinois each day. The most common flight departure time for this route is 3:00PM, with 95% of daily flights taking off in the afternoon.

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

As of November 2025, 54 flights take off from Puerto Rico and land in Illinois each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.

How long is the flight from Puerto Rico to Illinois?

Cheap Puerto Rico to Illinois flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Illinois

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

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

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

What documentation or ID do you need to fly to Illinois?

What is the most popular plane model from Puerto Rico to Illinois?

Best airlines flying from Puerto Rico to Illinois

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

Why use momondo?

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

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

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

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

An easier way to manage your Illinois 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 Illinois

Popular cities in Illinois

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