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 53m.

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

As of January 2026, 12 flights take off from Puerto Rico and land in Illinois each day. The most common flight departure time for this route is 4:00PM, with 50% of daily flights taking off at noon.

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

As of January 2026, 84 flights take off from Puerto Rico and land in Illinois each week. The most common flight departure day for this route is Sat, 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 37% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 7 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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

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

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 7 as of January 2026.

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.

$87 Cheap Flights from Puerto Rico to Illinois in 2026

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Find the cheapest flights from Puerto Rico to Illinois

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Puerto Rico to Illinois

Enter your travel dates to find the best prices.

4:40 pm - 11:46 pm

SJU

ORD

9h 06m

1 stop

12:17 pm - 6:49 pm

ORD

SJU

4h 32mnonstop

$152Spirit Airlines

Fri, Jan 30 - Tue, Feb 3

4:40 pm - 11:47 pm

SJU

ORD

9h 07m

1 stop

7:00 am - 3:31 pm

ORD

SJU

6h 31m

1 stop

$153Spirit Airlines

Wed, Feb 11 - Wed, Feb 18

11:52 am - 6:18 pm

SJU

ORD

8h 26m

1 stop

12:41 pm - 12:29 am

ORD

SJU

9h 48m

1 stop

$155Multiple Airlines

Thu, Feb 26 - Tue, Mar 3

4:15 am - 11:49 am

SJU

ORD

8h 34m

1 stop

10:56 am - 11:23 pm

ORD

SJU

11h 27m

1 stop

$160JetBlue

Wed, Mar 11 - Tue, Mar 17

5:25 pm - 10:46 am

SJU

ORD

19h 21m

1 stop

8:30 am - 2:53 am

ORD

SJU

16h 23m

1 stop

$161Frontier

Wed, Feb 11 - Wed, Mar 4

6:00 am - 9:38 am

SJU

ORD

29h 38m

1 stop

3:50 pm - 9:54 am

ORD

SJU

16h 04m

1 stop

$165Frontier

Thu, Feb 26 - Mon, Mar 2

7:07 am - 10:59 pm

SJU

STL

17h 52m

1 stop

6:02 pm - 10:48 am

STL

SJU

14h 46m

1 stop

$226American Airlines

Wed, Feb 4 - Sun, Feb 8

6:56 pm - 10:16 am

SJU

STL

16h 20m

1 stop

7:00 am - 6:06 pm

STL

SJU

10h 06m

2 stops

$295American Airlines

Tue, Apr 7 - Tue, Apr 21

1:09 am - 2:40 pm

BQN

ORD

15h 31m

2 stops

12:00 pm - 11:57 pm

ORD

BQN

9h 57m

1 stop

$476United Airlines

Wed, Feb 25 - Mon, Mar 2

10:30 am - 9:00 am

CPX

ORD

47h 30m

2 stops

4:03 pm - 4:13 pm

ORD

CPX

47h 10m

2 stops

$1,202United Airlines

Thu, Apr 9 - Mon, Apr 13

Spirit Airlines flights from Puerto Rico to Illinois

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

Spirit Airlines

Jan 30

SJU4:40 pmSan Juan Luis Munoz Marin Intl

9h 06m

1 stop

ORD11:46 pmChicago O'Hare Intl

Feb 3

ORD12:17 pmChicago O'Hare Intl

4h 32m

SJU6:49 pmSan Juan Luis Munoz Marin Intl

$152

Spirit Airlines

Feb 11

SJU4:40 pmSan Juan Luis Munoz Marin Intl

9h 07m

1 stop

ORD11:47 pmChicago O'Hare Intl

Feb 18

ORD5:15 amChicago O'Hare Intl

8h 16m

1 stop

SJU3:31 pmSan Juan Luis Munoz Marin Intl

$153

Spirit Airlines

Jan 23

SJU1:22 pmSan Juan Luis Munoz Marin Intl

5h 15m

ORD4:37 pmChicago O'Hare Intl

Jan 26

ORD12:17 pmChicago O'Hare Intl

4h 32m

SJU6:49 pmSan Juan Luis Munoz Marin Intl

$156

Frontier flights from Puerto Rico to Illinois

Our best Frontier deals on Puerto Rico to Illinois flight tickets

Frontier

Feb 11

SJU5:25 pmSan Juan Luis Munoz Marin Intl

19h 21m

1 stop

ORD10:46 amChicago O'Hare Intl

Mar 4

ORD8:30 amChicago O'Hare Intl

16h 23m

1 stop

SJU2:53 amSan Juan Luis Munoz Marin Intl

$161

Frontier

Feb 26

SJU6:00 amSan Juan Luis Munoz Marin Intl

29h 38m

1 stop

ORD9:38 amChicago O'Hare Intl

Mar 2

ORD2:13 pmChicago O'Hare Intl

10h 12m

1 stop

SJU2:25 amSan Juan Luis Munoz Marin Intl

$165

Frontier

Mar 11

SJU6:30 amSan Juan Luis Munoz Marin Intl

9h 58m

1 stop

ORD3:28 pmChicago O'Hare Intl

Mar 25

ORD5:01 amChicago O'Hare Intl

8h 11m

1 stop

SJU2:12 pmSan Juan Luis Munoz Marin Intl

$176

Fly from

Fly to

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 1/30

4:40 pm-11:46 pm

1 stop9h 06m

Chicago O'Hare Intl

Tue 2/3

12:17 pm-6:49 pm

Nonstop4h 32m

$152

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 2/11

4:40 pm-11:47 pm

1 stop9h 07m

Chicago O'Hare Intl

Wed 2/18

7:00 am-3:31 pm

1 stop6h 31m

$153

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 2/26

11:52 am-6:18 pm

1 stop8h 26m

Chicago O'Hare Intl

Tue 3/3

12:41 pm-12:29 am

1 stop9h 48m

$155

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 3/11

4:15 am-11:49 am

1 stop8h 34m

Chicago O'Hare Intl

Tue 3/17

10:56 am-11:23 pm

1 stop11h 27m

$160

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 2/11

5:25 pm-10:46 am

1 stop19h 21m

Chicago O'Hare Intl

Wed 3/4

8:30 am-2:53 am

1 stop16h 23m

$161

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 2/26

6:00 am-9:38 am

1 stop29h 38m

Chicago O'Hare Intl

Mon 3/2

3:50 pm-9:54 am

1 stop16h 04m

$165

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Wed 2/4

7:07 am-10:59 pm

1 stop17h 52m

Lambert-St Louis

Sun 2/8

6:02 pm-10:48 am

1 stop14h 46m

$226

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Tue 4/7

6:56 pm-10:16 am

1 stop16h 20m

Lambert-St Louis

Tue 4/21

7:00 am-6:06 pm

2 stops10h 06m

$295

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Wed 2/25

1:09 am-2:40 pm

2 stops15h 31m

Chicago O'Hare Intl

Mon 3/2

12:00 pm-11:57 pm

1 stop9h 57m

$476

CulebraChicago

CPX - ORD

CPXORD

Culebra

Thu 4/9

10:30 am-9:00 am

2 stops47h 30m

Chicago O'Hare Intl

Mon 4/13

4:03 pm-4:13 pm

2 stops47h 10m

$1,202

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 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 May. Flight prices, which tend to average around $266, 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 May, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $273.

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 $379. Flights from Puerto Rico to Illinois on a Sunday will generally be more expensive and average around $544. 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 $255. Flights in the afternoon are often more expensive with an average ticket price of $482.

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 $332 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 $287 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.

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	$195
Fastest flight time	4h 50m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from Puerto Rico in the past 72 hours is $195. The best round-trip flight deal from Puerto Rico to Illinois found on momondo in the last 72 hours is $257.

The fastest flight from Puerto Rico to Illinois takes 4h 50m

Direct flights go from Puerto Rico to Illinois every day.

There are 98 airports in Illinois. From Puerto Rico there are direct flights to 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 7 as of January 2026.
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 43.26% of the total bookings. Other popular models include Airbus A320 (sharklets) with 12.83%, Airbus A318/A319/A320/A321 with 11.39%, and Airbus A320-100/200 with 10.17%.

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
JetBlue	PriceFrom $120	Free Cancellation	Rating 7.2 2,883 reviews	Search JetBlue flights
Spirit Airlines	PriceFrom $137	Free Cancellation	Rating 6.3 8,297 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $138	Free Cancellation	Rating 5.7 3,055 reviews	Search Frontier flights
Delta	PriceFrom $162	Free Cancellation	Rating 7.9 8,036 reviews	Search Delta flights
American Airlines	PriceFrom $257	Free Cancellation	Rating 7.2 11,110 reviews	Search American Airlines flights
United Airlines	PriceFrom $277	Free Cancellation	Rating 7.4 9,144 reviews	Search United Airlines flights
Southwest	PriceFrom $419	Free Cancellation	Rating 8.0 4,255 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.