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Cheap flights from Illinois to San Juan from $114

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 9/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 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.
United Airlines Logo
5:00 am - 1:45 pm
ORD
-
SJU
7h 45m
1 stop
United Airlines Logo
3:56 pm - 8:05 pm
SJU
-
ORD
5h 09mnonstop
$254United Airlines
Wed, Aug 26 - Sun, Aug 30
Frontier Logo
12:29 am - 6:26 am
ORD
-
SJU
4h 57mnonstop
Frontier Logo
6:11 pm - 10:26 pm
SJU
-
ORD
5h 15mnonstop
$255Frontier
Tue, Aug 18 - Mon, Aug 24
American Airlines Logo
8:20 am - 10:24 pm
ORD
-
SJU
13h 04m
1 stop
American Airlines Logo
7:20 pm - 7:34 am
SJU
-
ORD
13h 14m
1 stop
$256American Airlines
Sat, Aug 15 - Sat, Aug 29
Southwest Logo
7:45 am - 4:40 pm
MDW
-
SJU
7h 55m
1 stop
Southwest Logo
5:55 am - 1:05 pm
SJU
-
MDW
8h 10m
2 stops
$256Southwest
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
5:20 pm - 11:15 pm
ORD
-
SJU
4h 55mnonstop
American Airlines Logo
1:38 pm - 12:35 am
SJU
-
ORD
11h 57m
1 stop
$257American Airlines
Thu, Aug 27 - Thu, Sep 3
Multiple Airlines Logo
12:44 am - 6:44 am
ORD
-
SJU
5h 00mnonstop
Multiple Airlines Logo
7:25 am - 5:20 pm
SJU
-
ORD
10h 55m
1 stop
$262Multiple Airlines
Mon, Aug 10 - Tue, Aug 18
Southwest Logo
7:50 am - 6:05 pm
MDW
-
SJU
9h 15m
2 stops
Southwest Logo
5:15 am - 12:05 pm
SJU
-
MDW
7h 50m
1 stop
$266Southwest
Sat, Aug 15 - Wed, Aug 19
Delta Logo
10:56 am - 10:29 pm
MDW
-
SJU
10h 33m
1 stop
Delta Logo
12:56 pm - 10:36 pm
SJU
-
MDW
10h 40m
1 stop
$296Delta
Sat, Aug 22 - Tue, Aug 25
Delta Logo
6:05 am - 4:38 pm
MDW
-
SJU
9h 33m
1 stop
Delta Logo
7:00 am - 4:15 pm
SJU
-
MDW
10h 15m
1 stop
$304Delta
Tue, Aug 11 - Tue, Aug 18
Multiple Airlines Logo
8:13 am - 12:41 am
EVV
-
SJU
15h 28m
1 stop
Multiple Airlines Logo
5:22 pm - 5:49 pm
SJU
-
EVV
25h 27m
1 stop
$396Multiple Airlines
Sun, Jul 26 - Wed, Aug 5

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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
Aug 22
MDW7:45 amChicago Midway
7h 55m
1 stop
SJU4:40 pmSan Juan Luis Munoz Marin Intl
Aug 29
SJU5:55 amSan Juan Luis Munoz Marin Intl
11h 45m
1 stop
MDW4:40 pmChicago Midway
$256
Southwest
Aug 15
MDW7:50 amChicago Midway
9h 15m
2 stops
SJU6:05 pmSan Juan Luis Munoz Marin Intl
Aug 19
SJU5:15 amSan Juan Luis Munoz Marin Intl
7h 50m
2 stops
MDW12:05 pmChicago Midway
$266
Southwest
Sep 10
MDW3:15 pmChicago Midway
6h 50m
1 stop
SJU11:05 pmSan Juan Luis Munoz Marin Intl
Sep 11
SJU5:00 amSan Juan Luis Munoz Marin Intl
8h 20m
2 stops
MDW12:20 pmChicago Midway
$271

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

Our best Delta deals on Illinois to San Juan Luis Munoz Marin Intl Airport flight tickets
Delta
Aug 11
MDW12:46 pmChicago Midway
8h 43m
1 stop
SJU10:29 pmSan Juan Luis Munoz Marin Intl
Aug 18
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 15m
1 stop
MDW4:15 pmChicago Midway
$286
Delta
Aug 22
MDW6:05 amChicago Midway
9h 33m
1 stop
SJU4:38 pmSan Juan Luis Munoz Marin Intl
Aug 25
SJU12:56 pmSan Juan Luis Munoz Marin Intl
10h 40m
1 stop
MDW10:36 pmChicago Midway
$296
Delta
Aug 11
MDW6:05 amChicago Midway
9h 33m
1 stop
SJU4:38 pmSan Juan Luis Munoz Marin Intl
Aug 18
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 15m
1 stop
MDW4:15 pmChicago Midway
$304

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 June 13, 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

Wed 8/26

5:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Sun 8/30

3:56 pm-8:05 pm

Nonstop5h 09m

$254
Quickest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 8/18

12:29 am-6:26 am

Nonstop4h 57m

San Juan Luis Munoz Marin Intl

Mon 8/24

6:11 pm-10:26 pm

Nonstop5h 15m

$255

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 8/15

8:20 am-10:24 pm

1 stop13h 04m

San Juan Luis Munoz Marin Intl

Sat 8/29

7:20 pm-7:34 am

1 stop13h 14m

$256

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 8/22

7:45 am-4:40 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Sat 8/29

5:55 am-1:05 pm

2 stops8h 10m

$256

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 8/27

5:20 pm-11:15 pm

Nonstop4h 55m

San Juan Luis Munoz Marin Intl

Thu 9/3

1:38 pm-12:35 am

1 stop11h 57m

$257

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 8/10

12:44 am-6:44 am

Nonstop5h 00m

San Juan Luis Munoz Marin Intl

Tue 8/18

7:25 am-5:20 pm

1 stop10h 55m

$262

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 8/15

7:50 am-6:05 pm

2 stops9h 15m

San Juan Luis Munoz Marin Intl

Wed 8/19

5:15 am-12:05 pm

1 stop7h 50m

$266

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 8/22

10:56 am-10:29 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Tue 8/25

12:56 pm-10:36 pm

1 stop10h 40m

$296

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Tue 8/11

6:05 am-4:38 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Tue 8/18

7:00 am-4:15 pm

1 stop10h 15m

$304

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sun 7/26

8:13 am-12:41 am

1 stop15h 28m

San Juan Luis Munoz Marin Intl

Wed 8/5

5:22 pm-5:49 pm

1 stop25h 27m

$396

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 April, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $349.

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 $435. 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 $551.

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 $390. Flights in the morning are often more expensive with an average ticket price of $528.

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 $392 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 $351 on momondo.

What cabin class options are available on Illinois to San Juan Luis Munoz Marin Intl Airport flights?

There are 4 cabin classes available to choose from on Illinois to San Juan Luis Munoz Marin Intl Airport 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 San Juan Luis Munoz Marin Intl Airport flights?

You could potentially save up to 23% 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

$205

Fastest flight time

4h 20m

Direct flights

Every day
The best one-way flight to San Juan Luis Munoz Marin Intl Airport from Illinois in the past 72 hours is $205. 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 $396.
The fastest flight from Illinois to San Juan Luis Munoz Marin Intl Airport takes 4h 20m
Direct flights go from Illinois to San Juan Luis Munoz Marin Intl Airport every day.
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
JetBluePriceFrom $119Free CancellationRating
7.1
2,981 reviews
Search JetBlue flights
DeltaPriceFrom $132Free CancellationRating
7.9
8,406 reviews
Search Delta flights
FrontierPriceFrom $138Free CancellationRating
5.6
2,892 reviews
Search Frontier flights
American AirlinesPriceFrom $225Free CancellationRating
7.1
11,649 reviews
Search American Airlines flights
United AirlinesPriceFrom $261Free CancellationRating
7.4
9,816 reviews
Search United Airlines flights
SouthwestPriceFrom $352Free CancellationRating
7.9
4,235 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
Humacao
Rio Grande
Caguas
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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