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Cheap flights from Puerto Rico to Illinois from $103

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 10/3. 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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0 bags

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Find the cheapest flights from Puerto Rico to Illinois

Recent round-trip flight deals from Puerto Rico to Illinois

Spirit Airlines Logo
3:19 pm - 9:58 pmSJU-ORD
7h 39m1 stop
Spirit Airlines Logo
12:55 pm - 6:34 pmORD-SJU
4h 39mnonstop
$216Spirit Airlines
Find Deal
Fri, Sep 26 - Sun, Sep 28
Frontier Logo
3:39 am - 7:44 pmSJU-ORD
17h 05m1 stop
Frontier Logo
6:10 am - 11:23 pmORD-SJU
16h 13m1 stop
$217Frontier
Find Deal
Thu, Sep 18 - Sun, Sep 21
American Airlines Logo
7:05 am - 6:36 pmSJU-STL
12h 31m2 stops
American Airlines Logo
6:00 am - 11:52 pmSTL-SJU
15h 52m1 stop
$230American Airlines
Find Deal
Wed, Oct 29 - Mon, Nov 3
American Airlines Logo
7:00 am - 11:56 pmSJU-STL
17h 56m1 stop
American Airlines Logo
7:23 am - 11:54 pmSTL-SJU
15h 31m1 stop
$285American Airlines
Find Deal
Tue, Oct 21 - Sun, Oct 26
Delta Logo
3:30 pm - 8:39 pmSJU-STL
7h 09m1 stop
Delta Logo
10:00 am - 8:30 pmSTL-SJU
8h 30m1 stop
$294Delta
Find Deal
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
6:10 am - 8:00 pmSJU-STL
14h 50m2 stops
Southwest Logo
8:55 am - 10:45 pmSTL-SJU
12h 50m2 stops
$298Southwest
Find Deal
Wed, Oct 15 - Tue, Oct 21
Delta Logo
6:15 am - 10:50 amSJU-STL
6h 35m1 stop
Delta Logo
10:00 am - 8:30 pmSTL-SJU
8h 30m1 stop
$325Delta
Find Deal
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
1:35 pm - 9:55 pmSJU-STL
9h 20m2 stops
Southwest Logo
2:00 pm - 11:50 pmSTL-SJU
8h 50m1 stop
$350Southwest
Find Deal
Tue, Sep 23 - Fri, Sep 26
United Airlines Logo
1:05 am - 11:04 amSJU-STL
10h 59m1 stop
United Airlines Logo
6:30 am - 3:40 pmSTL-SJU
7h 10m1 stop
$355United Airlines
Find Deal
Tue, Oct 28 - Mon, Nov 3
United Airlines Logo
2:05 am - 12:20 pmSJU-STL
12h 15m2 stops
United Airlines Logo
10:30 am - 9:00 pmSTL-SJU
8h 30m1 stop
$395United Airlines
Find Deal
Wed, Feb 18 - Mon, Feb 23

Spirit Airlines flights from Puerto Rico to Illinois

Our best Spirit Airlines deals on Puerto Rico to Illinois flight tickets
Spirit Airlines
Sep 26
SJU3:19 pmSan Juan Luis Munoz Marin Intl
7h 39m
1 stop
ORD9:58 pmChicago O'Hare Intl
Sep 28
ORD12:55 pmChicago O'Hare Intl
4h 39m
SJU6:34 pmSan Juan Luis Munoz Marin Intl
$216
Find similar
Spirit Airlines
Sep 11
SJU7:40 pmSan Juan Luis Munoz Marin Intl
5h 16m
ORD11:56 pmChicago O'Hare Intl
Sep 15
ORD6:30 amChicago O'Hare Intl
6h 41m
1 stop
SJU2:11 pmSan Juan Luis Munoz Marin Intl
$219
Find similar
Spirit Airlines
Sep 12
SJU3:19 pmSan Juan Luis Munoz Marin Intl
7h 39m
1 stop
ORD9:58 pmChicago O'Hare Intl
Sep 14
ORD12:55 pmChicago O'Hare Intl
4h 39m
SJU6:34 pmSan Juan Luis Munoz Marin Intl
$220
Find similar

Frontier flights from Puerto Rico to Illinois

Our best Frontier deals on Puerto Rico to Illinois flight tickets
Frontier
Sep 18
SJU3:39 amSan Juan Luis Munoz Marin Intl
17h 05m
1 stop
ORD7:44 pmChicago O'Hare Intl
Sep 21
ORD6:10 amChicago O'Hare Intl
16h 13m
1 stop
SJU11:23 pmSan Juan Luis Munoz Marin Intl
$217
Find similar
Frontier
Sep 17
SJU12:28 amSan Juan Luis Munoz Marin Intl
12h 30m
1 stop
ORD11:58 amChicago O'Hare Intl
Sep 21
ORD5:10 amChicago O'Hare Intl
8h 01m
1 stop
SJU2:11 pmSan Juan Luis Munoz Marin Intl
$223
Find similar
Frontier
Oct 25
SJU6:22 amSan Juan Luis Munoz Marin Intl
17h 25m
2 stops
MDW10:47 pmChicago Midway
Oct 31
MDW9:32 amChicago Midway
10h 52m
1 stop
SJU9:24 pmSan Juan Luis Munoz Marin Intl
$224
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Puerto Rico to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 2, 2025.
Use the filters below to find and compare flights from Puerto Rico to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 9/26

3:19 pm-9:58 pm

1 stop7h 39m

Chicago O'Hare Intl

Sun 9/28

12:55 pm-6:34 pm

Nonstop4h 39m

$216

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 9/18

3:39 am-7:44 pm

1 stop17h 05m

Chicago O'Hare Intl

Sun 9/21

6:10 am-11:23 pm

1 stop16h 13m

$217

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Wed 10/29

7:05 am-6:36 pm

2 stops12h 31m

Lambert-St Louis

Mon 11/3

6:00 am-11:52 pm

1 stop15h 52m

$230

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Tue 10/21

7:00 am-11:56 pm

1 stop17h 56m

Lambert-St Louis

Sun 10/26

7:23 am-11:54 pm

1 stop15h 31m

$285

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 2/19

3:30 pm-8:39 pm

1 stop7h 09m

Lambert-St Louis

Mon 2/23

10:00 am-8:30 pm

1 stop8h 30m

$294

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Wed 10/15

6:10 am-8:00 pm

2 stops14h 50m

Lambert-St Louis

Tue 10/21

8:55 am-10:45 pm

2 stops12h 50m

$298

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 2/19

6:15 am-10:50 am

1 stop6h 35m

Lambert-St Louis

Mon 2/23

10:00 am-8:30 pm

1 stop8h 30m

$325

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Tue 9/23

1:35 pm-9:55 pm

2 stops9h 20m

Lambert-St Louis

Fri 9/26

2:00 pm-11:50 pm

1 stop8h 50m

$350

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Tue 10/28

1:05 am-11:04 am

1 stop10h 59m

Lambert-St Louis

Mon 11/3

6:30 am-3:40 pm

1 stop7h 10m

$355

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Wed 2/18

2:05 am-12:20 pm

2 stops12h 15m

Lambert-St Louis

Mon 2/23

10:30 am-9:00 pm

1 stop8h 30m

$395

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

The cheapest month to fly to Illinois from Puerto Rico is in January. Flight prices, which tend to average around $232, 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 $270.

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 $357. Flights from Puerto Rico to Illinois on a Sunday will generally be more expensive and average around $501. 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 $254. Flights at noon are often more expensive with an average ticket price of $481.

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 $323 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 $259 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

$159

Fastest flight time

5h 07m

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 $159. The best round-trip flight deal from Puerto Rico to Illinois found on momondo in the last 72 hours is $312.
The fastest flight from Puerto Rico to Illinois takes 5h 07m
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?

  • 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?

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 AirlinesPriceFrom $136Free CancellationRating
6.3
8,010 reviews
Search Spirit Airlines flights
FrontierPriceFrom $137Free CancellationRating
5.8
3,198 reviews
Search Frontier flights
DeltaPriceFrom $162Free CancellationRating
7.9
7,974 reviews
Search Delta flights
United AirlinesPriceFrom $225Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights
SouthwestPriceFrom $257Free CancellationRating
8.0
4,239 reviews
Search Southwest flights
American AirlinesPriceFrom $333Free CancellationRating
7.2
10,000 reviews
Search American Airlines 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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