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Cheap flights from Illinois to Puerto Rico from $44

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 2/4. 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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Find the cheapest flights from Illinois to Puerto Rico

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois to Puerto Rico that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Illinois to Puerto Rico.

Cheap last minute flights

Planning a quick getaway from Illinois to Puerto Rico? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Puerto Rico, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Illinois to Puerto Rico

Find recent round-trip train or bus tickets from Illinois to Puerto Rico.

All round-trip flight deals to Puerto Rico

The cheapest plane tickets to Puerto Rico found on KAYAK recently.
3:56 pm - 9:21 amORD-SJU
15h 25m1 stop
9:15 pm - 9:27 amSJU-ORD
14h 12m1 stop
Tue, Feb 4 - Tue, Feb 11
3:14 pm - 9:49 amORD-SJU
16h 35m1 stop
6:00 am - 4:38 pmSJU-ORD
11h 38m1 stop
$118Frontier
Find Deal
Tue, Feb 25 - Tue, Mar 11
3:56 pm - 9:21 amORD-SJU
15h 25m1 stop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$120Spirit Airlines
Find Deal
Tue, Feb 4 - Sat, Feb 8
3:56 pm - 9:21 amORD-SJU
15h 25m1 stop
8:40 pm - 10:40 amSJU-ORD
16h 00m1 stop
$126Spirit Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 11
5:50 pm - 6:12 amORD-SJU
10h 22m1 stop
2:05 am - 9:40 amSJU-ORD
9h 35m1 stop
$235United Airlines
Find Deal
Fri, Jan 24 - Thu, Jan 30
9:44 am - 10:22 pmSTL-SJU
10h 38m2 stops
2:05 am - 10:47 amSJU-STL
10h 42m1 stop
$255United Airlines
Find Deal
Mon, Feb 3 - Thu, Feb 6
11:44 am - 8:50 pmORD-SJU
8h 06m1 stop
4:00 am - 10:59 amSJU-ORD
7h 59m1 stop
$255JetBlue
Find Deal
Mon, Mar 10 - Thu, Mar 20
6:00 am - 11:58 pmSTL-SJU
15h 58m1 stop
6:00 am - 12:57 pmSJU-STL
8h 57m1 stop
$256American Airlines
Find Deal
Sat, Feb 1 - Tue, Feb 4
3:27 pm - 12:30 pmBMI-SJU
19h 03m2 stops
3:44 pm - 9:56 pmSJU-BMI
8h 12m1 stop
$265American Airlines
Find Deal
Sat, Feb 8 - Thu, Feb 13
11:35 am - 12:20 amORD-BQN
10h 45m1 stop
3:33 am - 10:43 amBQN-ORD
8h 10m1 stop
$307JetBlue
Find Deal
Sat, Mar 8 - Tue, Mar 11
3:56 pm - 9:21 amORD-SJU
15h 25m1 stop
$44Spirit Airlines
Find Deal
Tue, Feb 4
5:28 pm - 2:19 amORD-SJU
6h 51m1 stop
$60Frontier
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Mon, Jan 27
2:16 pm - 12:36 amORD-SJU
8h 20m1 stop
$118United Airlines
Find Deal
Sun, Jan 19
1:20 pm - 12:50 amMDW-SJU
9h 30m2 stops
$118Southwest
Find Deal
Sun, Feb 2
1:00 pm - 11:36 pmORD-SJU
9h 36m1 stop
$128United Airlines
Find Deal
Wed, Mar 26
10:45 am - 8:10 pmSTL-SJU
8h 25m1 stop
$128Delta
Find Deal
Tue, Mar 11
6:00 am - 5:30 pmSTL-SJU
9h 30m2 stops
$130American Airlines
Find Deal
Tue, Feb 11
4:33 pm - 11:45 amMLI-SJU
17h 12m1 stop
$133American Airlines
Find Deal
Sun, Feb 9
2:03 pm - 11:59 pmORD-SJU
7h 56m1 stop
$163Delta
Find Deal
Wed, Jan 15
11:25 am - 12:25 amORD-SJU
11h 00m2 stops
$180Southwest
Find Deal
Wed, Feb 26
12:25 pm - 12:59 amORD-SJU
10h 34m1 stop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$151Spirit Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 30
12:25 pm - 12:59 amORD-SJU
10h 34m1 stop
9:49 pm - 9:52 amSJU-ORD
14h 03m1 stop
Mon, Jan 13 - Thu, Jan 30
1:00 pm - 12:36 amORD-SJU
9h 36m1 stop
2:05 am - 9:40 amSJU-ORD
9h 35m1 stop
$262United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
7:15 am - 12:35 amMDW-SJU
15h 20m1 stop
9:15 pm - 10:02 amSJU-MDW
14h 47m1 stop
$270Frontier
Find Deal
Mon, Jan 13 - Sat, Jan 25
1:00 pm - 12:36 amORD-SJU
9h 36m1 stop
4:52 pm - 8:11 pmSJU-ORD
5h 19mnonstop
$284United Airlines
Find Deal
Mon, Jan 13 - Fri, Jan 17
5:05 pm - 2:21 amSTL-SJU
7h 16m1 stop
12:12 pm - 11:31 pmSJU-STL
13h 19m1 stop
$326Frontier
Find Deal
Sun, Jan 12 - Wed, Jan 22
5:00 am - 9:59 pmMLI-SJU
14h 59m2 stops
7:45 am - 9:58 pmSJU-MLI
16h 13m2 stops
$359American Airlines
Find Deal
Mon, Jan 13 - Wed, Jan 15
6:00 am - 2:36 pmMDW-SJU
6h 36m1 stop
2:00 pm - 10:20 pmSJU-MDW
10h 20m1 stop
$439Delta
Find Deal
Tue, Jan 14 - Thu, Jan 23
6:00 am - 5:14 pmMDW-SJU
9h 14m1 stop
4:15 pm - 10:20 pmSJU-MDW
8h 05m1 stop
$559Delta
Find Deal
Sat, Jan 11 - Fri, Jan 17
5:03 am - 5:30 pmSTL-SJU
10h 27m2 stops
6:15 am - 2:07 pmSJU-STL
9h 52m2 stops
$805American Airlines
Find Deal
Fri, Jan 10 - Mon, Jan 20
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$135Spirit Airlines
Find Deal
Mon, Feb 3 - Sat, Feb 8
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$136Spirit Airlines
Find Deal
Mon, Jan 27 - Thu, Feb 6
12:21 pm - 6:52 pmORD-SJU
4h 31mnonstop
7:57 pm - 11:20 pmSJU-ORD
5h 23mnonstop
$142Spirit Airlines
Find Deal
Sun, Feb 23 - Thu, Feb 27
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
8:31 pm - 11:55 pmSJU-ORD
5h 24mnonstop
$143Spirit Airlines
Find Deal
Mon, Feb 3 - Wed, Feb 12
6:03 pm - 11:54 pmORD-SJU
4h 51mnonstop
7:45 am - 11:55 amSJU-ORD
5h 10mnonstop
$313United Airlines
Find Deal
Fri, Apr 18 - Mon, Apr 21
6:03 pm - 11:54 pmORD-SJU
4h 51mnonstop
7:45 am - 11:55 amSJU-ORD
5h 10mnonstop
$314United Airlines
Find Deal
Tue, Apr 15 - Sun, Apr 20
8:09 am - 1:39 pmORD-SJU
4h 30mnonstop
2:40 pm - 7:10 pmSJU-ORD
5h 30mnonstop
$341American Airlines
Find Deal
Sun, Mar 9 - Thu, Mar 13
8:05 am - 1:45 pmORD-SJU
4h 40mnonstop
3:10 pm - 7:25 pmSJU-ORD
5h 15mnonstop
$355American Airlines
Find Deal
Wed, May 14 - Thu, May 29
8:35 am - 2:15 pmMDW-SJU
4h 40mnonstop
1:00 pm - 5:20 pmSJU-MDW
5h 20mnonstop
$441Southwest
Find Deal
Sat, May 17 - Sat, May 24
12:50 pm - 7:05 pmSTL-SJU
4h 15mnonstop
3:45 pm - 7:00 pmSJU-STL
5h 15mnonstop
$526Southwest
Find Deal
Sat, Feb 8 - Sat, Feb 15

Southwest flights from Illinois to Puerto Rico

Our best Southwest deals on Illinois to Puerto Rico flight tickets
Southwest
Feb 5
MDW10:05 amChicago Midway
12h 20m
2 stops
SJU12:25 amSan Juan Luis Munoz Marin Intl
Feb 12
SJU2:55 pmSan Juan Luis Munoz Marin Intl
6h 50m
1 stop
MDW7:45 pmChicago Midway
Southwest
Jan 22
MDW10:05 amChicago Midway
12h 20m
2 stops
SJU12:25 amSan Juan Luis Munoz Marin Intl
Feb 4
SJU9:05 amSan Juan Luis Munoz Marin Intl
11h 45m
2 stops
MDW6:50 pmChicago Midway
Southwest
Jan 15
MDW1:20 pmChicago Midway
9h 20m
1 stop
SJU12:40 amSan Juan Luis Munoz Marin Intl
Feb 20
SJU3:20 pmSan Juan Luis Munoz Marin Intl
8h 50m
1 stop
MDW10:10 pmChicago Midway

Spirit Airlines flights from Illinois to Puerto Rico

Our best Spirit Airlines deals on Illinois to Puerto Rico flight tickets
Spirit Airlines
Feb 4
ORD3:56 pmChicago O'Hare Intl
15h 25m
1 stop
SJU9:21 amSan Juan Luis Munoz Marin Intl
Feb 8
SJU9:26 pmSan Juan Luis Munoz Marin Intl
5h 25m
ORD12:51 amChicago O'Hare Intl
Spirit Airlines
Feb 4
ORD3:56 pmChicago O'Hare Intl
15h 25m
1 stop
SJU9:21 amSan Juan Luis Munoz Marin Intl
Feb 11
SJU8:40 pmSan Juan Luis Munoz Marin Intl
16h 00m
1 stop
ORD10:40 amChicago O'Hare Intl
Spirit Airlines
Jan 22
ORD3:56 pmChicago O'Hare Intl
15h 25m
1 stop
SJU9:21 amSan Juan Luis Munoz Marin Intl
Jan 29
SJU9:26 pmSan Juan Luis Munoz Marin Intl
5h 25m
ORD12:51 amChicago O'Hare Intl

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 August to fly from Illinois, when ticket prices are also cheap, with an average price of $290.

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 $352. 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 $413.

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 afternoon. 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 $389.

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?

The best time to book a flight to Puerto Rico from Illinois is 49 days out, which is when prices tend to be around $364. However, in the past 72 hours, people saw flights from Illinois for as low as $263.

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.

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

$44

Fastest flight time

4h 15m

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 $44. The best round-trip flight deal from Illinois to Puerto Rico found on momondo in the last 72 hours is $113.
The fastest flight from Illinois to Puerto Rico takes 4h 15m
Direct flights go from Illinois to Puerto Rico every day.
There is 1 airport near Puerto Rico: San Juan Luis Munoz Marin Intl (SJU)

  • 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?

  • 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?


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
FrontierPriceFrom $119Free CancellationRating
6.0
3,429 reviews
Search Frontier flights
JetBluePriceFrom $151Free CancellationRating
7.4
3,191 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $157Free CancellationRating
6.3
8,075 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $194Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $257Free CancellationRating
7.4
8,944 reviews
Search United Airlines flights
SouthwestPriceFrom $304Free CancellationRating
8.1
4,650 reviews
Search Southwest flights
DeltaPriceFrom $324Free CancellationRating
8.0
8,501 reviews
Search Delta 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.


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