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Cheap flights from Illinois to San Juan from $97

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 San Juan departing on 5/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Illinois to San Juan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:33 am - 6:24 am
ORD
-
SJU
4h 51mnonstop
Frontier Logo
7:14 pm - 11:29 pm
SJU
-
ORD
5h 15mnonstop
$218Frontier
Tue, May 26 - Thu, Jun 11
Frontier Logo
3:55 pm - 2:08 am
ORD
-
SJU
9h 13m
1 stop
Frontier Logo
6:24 pm - 10:46 pm
SJU
-
ORD
5h 22mnonstop
$219Frontier
Tue, May 19 - Wed, May 20
Multiple Airlines Logo
12:33 am - 6:24 am
ORD
-
SJU
4h 51mnonstop
Multiple Airlines Logo
11:39 am - 3:49 pm
SJU
-
ORD
5h 10mnonstop
$221Multiple Airlines
Mon, May 25 - Thu, May 28
Multiple Airlines Logo
4:44 pm - 10:21 pm
ORD
-
SJU
4h 37mnonstop
Multiple Airlines Logo
3:58 pm - 11:13 pm
SJU
-
ORD
8h 15m
1 stop
$222Multiple Airlines
Sun, May 17 - Sat, May 23
Delta Logo
7:10 am - 4:35 pm
ORD
-
SJU
8h 25m
1 stop
Delta Logo
5:45 pm - 11:57 pm
SJU
-
ORD
7h 12m
1 stop
$226Delta
Wed, Aug 19 - Wed, Sep 2
Southwest Logo
7:15 am - 4:55 pm
MDW
-
SJU
8h 40m
1 stop
Southwest Logo
5:15 am - 12:05 pm
SJU
-
MDW
7h 50m
2 stops
$226Southwest
Thu, Aug 20 - Tue, Aug 25
Southwest Logo
7:30 am - 7:00 pm
MDW
-
SJU
10h 30m
1 stop
Southwest Logo
5:15 am - 12:05 pm
SJU
-
MDW
7h 50m
2 stops
$246Southwest
Wed, Aug 26 - Wed, Sep 2
Delta Logo
1:42 pm - 10:29 pm
EVV
-
SJU
7h 47m
1 stop
Delta Logo
7:30 am - 1:02 pm
SJU
-
EVV
6h 32m
1 stop
$326Delta
Mon, Aug 3 - Sun, Aug 9
American Airlines Logo
8:09 am - 11:59 pm
MLI
-
SJU
14h 50m
1 stop
American Airlines Logo
7:14 pm - 11:09 am
SJU
-
MLI
16h 55m
2 stops
$331American Airlines
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
4:48 pm - 9:43 am
BMI
-
SJU
15h 55m
2 stops
American Airlines Logo
3:44 pm - 10:50 pm
SJU
-
BMI
8h 06m
1 stop
$379American Airlines
Fri, Aug 21 - Tue, Aug 25

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American Airlines flights from Illinois to San Juan Luis Munoz Marin Intl Airport

Our best American Airlines deals on Illinois to San Juan Luis Munoz Marin Intl Airport flight tickets
American Airlines
Aug 24
ORD5:14 pmChicago O'Hare Intl
4h 53m
SJU11:07 pmSan Juan Luis Munoz Marin Intl
Aug 29
SJU6:51 amSan Juan Luis Munoz Marin Intl
13h 55m
1 stop
ORD7:46 pmChicago O'Hare Intl
$232
American Airlines
May 11
ORD8:25 amChicago O'Hare Intl
8h 45m
1 stop
SJU6:10 pmSan Juan Luis Munoz Marin Intl
May 28
SJU12:59 amSan Juan Luis Munoz Marin Intl
5h 05m
ORD5:04 amChicago O'Hare Intl
$242
American Airlines
May 11
ORD6:05 amChicago O'Hare Intl
13h 46m
1 stop
SJU8:51 pmSan Juan Luis Munoz Marin Intl
May 28
SJU12:59 amSan Juan Luis Munoz Marin Intl
5h 05m
ORD5:04 amChicago O'Hare Intl
$252

Southwest flights from Illinois to San Juan Luis Munoz Marin Intl Airport

Our best Southwest deals on Illinois to San Juan Luis Munoz Marin Intl Airport flight tickets
Southwest
May 11
MDW7:55 amChicago Midway
6h 40m
1 stop
SJU3:35 pmSan Juan Luis Munoz Marin Intl
May 14
SJU1:00 pmSan Juan Luis Munoz Marin Intl
8h 50m
1 stop
MDW8:50 pmChicago Midway
$296
Southwest
May 16
MDW12:05 pmChicago Midway
10h 10m
1 stop
SJU11:15 pmSan Juan Luis Munoz Marin Intl
May 23
SJU1:10 pmSan Juan Luis Munoz Marin Intl
5h 10m
MDW5:20 pmChicago Midway
$302
Southwest
May 12
MDW1:25 pmChicago Midway
9h 15m
1 stop
SJU11:40 pmSan Juan Luis Munoz Marin Intl
May 13
SJU5:05 amSan Juan Luis Munoz Marin Intl
12h 10m
1 stop
MDW4:15 pmChicago Midway
$321

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to San Juan Luis Munoz Marin Intl Airport 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 April 30, 2026.
Use the filters below to find and compare flights from Illinois to San Juan Luis Munoz Marin Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 5/26

12:33 am-6:24 am

Nonstop4h 51m

San Juan Luis Munoz Marin Intl

Thu 6/11

7:14 pm-11:29 pm

Nonstop5h 15m

$218

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 5/19

3:55 pm-2:08 am

1 stop9h 13m

San Juan Luis Munoz Marin Intl

Wed 5/20

6:24 pm-10:46 pm

Nonstop5h 22m

$219
Quickest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 5/25

12:33 am-6:24 am

Nonstop4h 51m

San Juan Luis Munoz Marin Intl

Thu 5/28

11:39 am-3:49 pm

Nonstop5h 10m

$221

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 5/17

4:44 pm-10:21 pm

Nonstop4h 37m

San Juan Luis Munoz Marin Intl

Sat 5/23

3:58 pm-11:13 pm

1 stop8h 15m

$222

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 8/19

7:10 am-4:35 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Wed 9/2

5:45 pm-11:57 pm

1 stop7h 12m

$226

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Thu 8/20

7:15 am-4:55 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Tue 8/25

5:15 am-12:05 pm

2 stops7h 50m

$226

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Wed 8/26

7:30 am-7:00 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Wed 9/2

5:15 am-12:05 pm

2 stops7h 50m

$246

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Mon 8/3

1:42 pm-10:29 pm

1 stop7h 47m

San Juan Luis Munoz Marin Intl

Sun 8/9

7:30 am-1:02 pm

1 stop6h 32m

$326

MolineSan Juan

MLI - SJU

MLISJU

Moline Quad-City

Wed 8/19

8:09 am-11:59 pm

1 stop14h 50m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:14 pm-11:09 am

2 stops16h 55m

$331

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Fri 8/21

4:48 pm-9:43 am

2 stops15h 55m

San Juan Luis Munoz Marin Intl

Tue 8/25

3:44 pm-10:50 pm

1 stop8h 06m

$379

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Illinois to San Juan Luis Munoz Marin Intl Airport

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 San Juan Luis Munoz Marin Intl Airport?

If you aren’t able to travel to San Juan Luis Munoz Marin Intl Airport during the month of May, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $328.

What is the cheapest day to depart on your flight to San Juan Luis Munoz Marin Intl Airport?

On average, the least expensive day to fly to San Juan Luis Munoz Marin Intl Airport from Illinois is on a Monday. momondo users have found tickets for Monday departures for as low as $382. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $461.

What is the cheapest time of day to depart on your flight to San Juan Luis Munoz Marin Intl Airport?

The cheapest time of day to fly to San Juan Luis Munoz Marin Intl Airport is in the evening when flights can be purchased for as low as $378. Flights at noon are often more expensive with an average ticket price of $485.

What is the cheapest Illinois to San Juan Luis Munoz Marin Intl flight route?

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

How far in advance should I book a flight from Illinois to San Juan Luis Munoz Marin Intl Airport?

You are more likely to see cheaper flights to San Juan Luis Munoz Marin Intl Airport from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to San Juan Luis Munoz Marin Intl Airport for around $385 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Juan Luis Munoz Marin Intl Airport from Illinois for as low as $342 on momondo.

Can stopping save me money on Illinois to San Juan Luis Munoz Marin Intl Airport flights?

You could potentially save up to 8% on your flight if you consider stops on a Illinois to San Juan Luis Munoz Marin Intl Airport flight.

Cheap Illinois to San Juan Luis Munoz Marin Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to San Juan Luis Munoz Marin Intl Airport

Best Price Found

$141

Fastest flight time

4h 35m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun
The best one-way flight to San Juan Luis Munoz Marin Intl Airport from Illinois in the past 72 hours is $141. The best round-trip flight deal from Illinois to San Juan Luis Munoz Marin Intl Airport found on momondo in the last 72 hours is $309.
The fastest flight from Illinois to San Juan Luis Munoz Marin Intl Airport takes 4h 35m
Direct flights go from Illinois to San Juan Luis Munoz Marin Intl Airport on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

Frequently asked questions about flying from Illinois to San Juan Luis Munoz Marin Intl Airport

  • When did momondo last update prices for flights from Illinois to San Juan Luis Munoz Marin Intl Airport?

    Prices for flights from Illinois to San Juan Luis Munoz Marin Intl Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to San Juan Luis Munoz Marin Intl Airport?

  • How old do you have to be to fly from Illinois to San Juan Luis Munoz Marin Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to San Juan Luis Munoz Marin Intl Airport.

  • What documentation or ID do you need to fly to San Juan Luis Munoz Marin Intl Airport?

    The required travel and health documents for your San Juan Luis Munoz Marin Intl Airport 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 San Juan Luis Munoz Marin Intl Airport. 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 San Juan Luis Munoz Marin Intl Airport?

Best airlines flying from Illinois to San Juan Luis Munoz Marin Intl Airport

Compare and see reviews for airlines that fly from Illinois to San Juan Luis Munoz Marin Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $118Free CancellationRating
5.6
2,969 reviews
Search Frontier flights
JetBluePriceFrom $119Free CancellationRating
7.1
2,969 reviews
Search JetBlue flights
DeltaPriceFrom $132Free CancellationRating
7.9
8,465 reviews
Search Delta flights
Spirit AirlinesPriceFrom $138Free CancellationRating
6.3
8,634 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $225Free CancellationRating
7.1
11,684 reviews
Search American Airlines flights
United AirlinesPriceFrom $255Free CancellationRating
7.4
9,678 reviews
Search United Airlines flights
SouthwestPriceFrom $352Free CancellationRating
8.0
4,315 reviews
Search Southwest flights

Traveling to a place near San Juan?

Book flights to San Juan if you plan to visit one of these locations
Carolina
Fajardo
Dorado
Luquillo
Caguas
Humacao
Rio Grande
Bayamón

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to San Juan?

It is quick and easy to find Illinois to San Juan 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 San Juan that suits you.

Can I find flights from Illinois to San Juan with flexible booking policies on momondo?

Flights from Illinois to San Juan 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 Illinois to San Juan?

Once all potential Illinois to San Juan flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to San Juan, momondo offers a useful price alert feature which will track prices for flights to San Juan from Illinois and alert you when they change.

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