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Cheap flights from Illinois to Puerto Rico from $51

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 1/4. 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.
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$106Spirit Airlines
Find Deal
Wed, Jan 29 - Sat, Feb 8
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$116Spirit Airlines
Find Deal
Fri, Jan 10 - Sat, Jan 18
4:58 pm - 2:02 amORD-SJU
7h 04m1 stop
8:31 pm - 11:58 pmSJU-ORD
5h 27mnonstop
Mon, Dec 16 - Fri, Dec 20
4:58 pm - 2:02 amORD-SJU
7h 04m1 stop
8:31 pm - 11:58 pmSJU-ORD
5h 27mnonstop
Mon, Dec 16 - Fri, Dec 20
8:44 pm - 9:35 amORD-SJU
10h 51m1 stop
6:35 am - 12:07 pmSJU-ORD
7h 32m1 stop
$168Frontier
Find Deal
Sat, Feb 22 - Thu, Feb 27
12:36 pm - 2:32 amMDW-SJU
11h 56m1 stop
12:59 am - 1:09 pmSJU-MDW
14h 10m1 stop
$168Frontier
Find Deal
Thu, Dec 12 - Mon, Dec 16
6:38 pm - 1:29 pmORD-SJU
16h 51m1 stop
3:36 pm - 7:06 pmSJU-ORD
5h 30mnonstop
$206American Airlines
Find Deal
Sat, Dec 7 - Fri, Dec 13
6:38 pm - 1:29 pmORD-SJU
16h 51m1 stop
2:43 pm - 9:28 pmSJU-ORD
8h 45m1 stop
$210American Airlines
Find Deal
Sat, Dec 7 - Fri, Dec 13
10:05 am - 12:25 amMDW-SJU
12h 20m2 stops
2:55 pm - 7:45 pmSJU-MDW
6h 50m1 stop
$210Southwest
Find Deal
Tue, Jan 28 - Fri, Jan 31
1:20 pm - 12:40 amMDW-SJU
9h 20m1 stop
2:55 pm - 7:45 pmSJU-MDW
6h 50m1 stop
$257Southwest
Find Deal
Wed, Jan 15 - Thu, Jan 23
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
$51Spirit Airlines
Find Deal
Sat, Jan 4
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
$58Spirit Airlines
Find Deal
Wed, Jan 8
4:58 pm - 2:02 amORD-SJU
7h 04m1 stop
$76Frontier
Find Deal
Mon, Dec 9
4:58 pm - 2:02 amORD-SJU
7h 04m1 stop
$83Frontier
Find Deal
Mon, Dec 9
11:15 am - 10:22 pmORD-SJU
9h 07m1 stop
$105United Airlines
Find Deal
Sat, Jan 25
1:20 pm - 12:50 amMDW-SJU
9h 30m2 stops
$105Southwest
Find Deal
Sun, Feb 2
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
$121United Airlines
Find Deal
Mon, Dec 9
5:55 am - 3:10 pmMDW-SJU
7h 15m1 stop
$152Southwest
Find Deal
Sat, Jan 11
11:44 am - 7:35 pmORD-SJU
6h 51m1 stop
$175JetBlue
Find Deal
Tue, Mar 18
9:06 am - 8:30 pmORD-BQN
9h 24m1 stop
$542JetBlue
Find Deal
Sat, Nov 30
11:51 am - 11:40 pmORD-SJU
9h 49m1 stop
8:31 pm - 11:58 pmSJU-ORD
5h 27mnonstop
$201Spirit Airlines
Find Deal
Fri, Nov 29 - Tue, Dec 24
11:51 am - 11:40 pmORD-SJU
9h 49m1 stop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$224Spirit Airlines
Find Deal
Fri, Nov 29 - Wed, Dec 4
6:30 pm - 1:29 amORD-SJU
28h 59m1 stop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
Thu, Nov 28 - Wed, Dec 4
11:51 am - 11:40 pmORD-SJU
9h 49m1 stop
3:54 am - 10:28 amSJU-ORD
8h 34m1 stop
Fri, Nov 29 - Mon, Dec 23
2:31 pm - 11:14 pmMDW-SJU
6h 43m1 stop
6:20 am - 11:42 amSJU-MDW
7h 22m1 stop
$314Frontier
Find Deal
Thu, Nov 28 - Wed, Dec 4
6:30 pm - 1:29 amORD-SJU
28h 59m1 stop
3:03 pm - 8:24 amSJU-ORD
19h 21m1 stop
$330Frontier
Find Deal
Thu, Nov 28 - Wed, Dec 4
9:00 am - 3:38 pmORD-SJU
4h 38mnonstop
2:05 am - 8:59 amSJU-ORD
8h 54m1 stop
$398United Airlines
Find Deal
Sat, Nov 30 - Tue, Dec 3
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
8:35 am - 11:54 amSJU-ORD
5h 19mnonstop
$399United Airlines
Find Deal
Wed, Nov 27 - Thu, Nov 28
5:06 am - 12:05 pmEVV-SJU
28h 59m2 stops
4:50 pm - 9:54 pmSJU-EVV
7h 04m1 stop
$407American Airlines
Find Deal
Thu, Nov 28 - Tue, Dec 3
8:19 am - 8:53 pmORD-SJU
10h 34m1 stop
5:50 am - 3:19 pmSJU-ORD
11h 29m2 stops
$408American Airlines
Find Deal
Wed, Nov 27 - Thu, Nov 28
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$106Spirit Airlines
Find Deal
Wed, Jan 29 - Sat, Feb 8
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$116Spirit Airlines
Find Deal
Fri, Jan 10 - Sat, Jan 18
9:32 am - 4:15 pmORD-SJU
4h 43mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$117Spirit Airlines
Find Deal
Sun, Jan 5 - Tue, Jan 14
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$118Spirit Airlines
Find Deal
Fri, Jan 10 - Sun, Jan 19
8:05 am - 1:45 pmORD-SJU
4h 40mnonstop
3:10 pm - 7:25 pmSJU-ORD
5h 15mnonstop
$201American Airlines
Find Deal
Tue, May 6 - Thu, May 8
9:00 am - 3:38 pmORD-SJU
4h 38mnonstop
8:35 am - 11:54 amSJU-ORD
5h 19mnonstop
$303United Airlines
Find Deal
Sun, Dec 8 - Wed, Dec 11
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
4:52 pm - 8:11 pmSJU-ORD
5h 19mnonstop
$308United Airlines
Find Deal
Mon, Dec 9 - Fri, Dec 13
8:05 am - 2:40 pmORD-SJU
4h 35mnonstop
3:36 pm - 7:06 pmSJU-ORD
5h 30mnonstop
$333American Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
12:50 pm - 7:05 pmSTL-SJU
4h 15mnonstop
12:15 pm - 3:25 pmSJU-STL
5h 10mnonstop
$465Southwest
Find Deal
Sat, Mar 1 - Sat, Mar 8
12:50 pm - 7:05 pmSTL-SJU
4h 15mnonstop
12:40 pm - 3:45 pmSJU-STL
5h 05mnonstop
$509Southwest
Find Deal
Sat, Feb 1 - Sat, Feb 8

Southwest flights from Illinois to Puerto Rico

Our best Southwest deals on Illinois to Puerto Rico flight tickets
Southwest
Jan 28
MDW10:05 amChicago Midway
12h 20m
2 stops
SJU12:25 amSan Juan Luis Munoz Marin Intl
Jan 31
SJU2:55 pmSan Juan Luis Munoz Marin Intl
6h 50m
1 stop
MDW7:45 pmChicago Midway
Southwest
Jan 15
MDW1:20 pmChicago Midway
9h 20m
1 stop
SJU12:40 amSan Juan Luis Munoz Marin Intl
Jan 23
SJU2:55 pmSan Juan Luis Munoz Marin Intl
6h 50m
1 stop
MDW7:45 pmChicago Midway
Southwest
Jan 25
MDW12:50 pmChicago Midway
8h 50m
1 stop
SJU11:40 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU6:00 amSan Juan Luis Munoz Marin Intl
12h 50m
2 stops
MDW4:50 pmChicago Midway

Delta flights from Illinois to Puerto Rico

Our best Delta deals on Illinois to Puerto Rico flight tickets
Delta
Jan 15
STL7:15 amLambert-St Louis
7h 59m
1 stop
SJU5:14 pmSan Juan Luis Munoz Marin Intl
Jan 25
SJU1:40 pmSan Juan Luis Munoz Marin Intl
10h 09m
1 stop
STL9:49 pmLambert-St Louis
Delta
Jan 21
MDW12:44 pmChicago Midway
9h 02m
1 stop
SJU11:46 pmSan Juan Luis Munoz Marin Intl
Jan 24
SJU7:30 amSan Juan Luis Munoz Marin Intl
10h 51m
1 stop
MDW4:21 pmChicago Midway
Delta
Dec 7
MDW6:00 amChicago Midway
9h 15m
1 stop
SJU5:15 pmSan Juan Luis Munoz Marin Intl
Dec 11
SJU7:30 amSan Juan Luis Munoz Marin Intl
10h 42m
1 stop
MDW4:12 pmChicago Midway

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 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 $354. 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 $415.

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

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 56% 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

$51

Fastest flight time

4h 15m

Direct flights

Every day

Airports in Puerto Rico

2 airports
The best one-way flight to Puerto Rico from Illinois in the past 72 hours is $51. The best round-trip flight deal from Illinois to Puerto Rico found on momondo in the last 72 hours is $106.
The fastest flight from Illinois to Puerto Rico takes 4h 15m
Direct flights go from Illinois to Puerto Rico every day.
There are 2 airports near Puerto Rico: Aguadilla Borinquen (BQN), 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
6.1
3,526 reviews
Search Frontier flights
JetBluePriceFrom $137Free CancellationRating
7.4
3,365 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $162Free CancellationRating
6.3
8,176 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $194Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $262Free CancellationRating
7.4
9,156 reviews
Search United Airlines flights
SouthwestPriceFrom $275Free CancellationRating
8.1
4,984 reviews
Search Southwest flights
DeltaPriceFrom $319Free CancellationRating
8.0
8,734 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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Popular flights according to clicks in the last 7 days on momondo