Cheap flights from San Juan Luis Munoz Marin Intl Airport to Chicago from $102

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Juan Luis Munoz Marin Intl Airport to Chicago departing on 12/24. 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 San Juan Luis Munoz Marin Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
12:15 pm - 10:59 pm
SJU
-
ORD
11h 44m1 stop
JetBlue Logo
1:45 pm - 10:47 pm
ORD
-
SJU
8h 02m1 stop
$168JetBlue
Wed, Apr 15 - Thu, Apr 16
Frontier Logo
6:00 am - 9:31 pm
SJU
-
ORD
17h 31m1 stop
Frontier Logo
7:45 am - 11:40 pm
ORD
-
SJU
13h 55m1 stop
$169Frontier
Thu, Jan 8 - Thu, Jan 15
Frontier Logo
6:00 am - 9:31 pm
SJU
-
ORD
17h 31m1 stop
Frontier Logo
6:10 pm - 6:34 am
ORD
-
SJU
10h 24m1 stop
$170Frontier
Thu, Jan 8 - Mon, Jan 12
Multiple Airlines Logo
1:22 pm - 4:37 pm
SJU
-
ORD
5h 15mnonstop
Multiple Airlines Logo
7:45 am - 6:02 pm
ORD
-
SJU
8h 17m1 stop
$172Multiple Airlines
Wed, Feb 4 - Sun, Feb 8
Multiple Airlines Logo
4:22 pm - 10:46 pm
SJU
-
ORD
8h 24m1 stop
Multiple Airlines Logo
7:45 am - 6:05 pm
ORD
-
SJU
8h 20m1 stop
$174Multiple Airlines
Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
4:22 pm - 10:46 pm
SJU
-
ORD
8h 24m1 stop
Multiple Airlines Logo
5:53 pm - 1:59 pm
ORD
-
SJU
42h 06m2 stops
$176Multiple Airlines
Thu, Feb 5 - Tue, Feb 10
Multiple Airlines Logo
5:18 pm - 11:46 pm
SJU
-
ORD
8h 28m1 stop
Multiple Airlines Logo
7:20 am - 12:32 pm
ORD
-
SJU
27h 12m1 stop
$179Multiple Airlines
Fri, Jan 9 - Wed, Jan 14
Frontier Logo
4:11 pm - 10:29 pm
SJU
-
MDW
8h 18m1 stop
Frontier Logo
6:15 am - 2:09 pm
MDW
-
SJU
6h 54m1 stop
$180Frontier
Thu, Mar 5 - Mon, Mar 9
Frontier Logo
4:36 pm - 10:41 am
SJU
-
ORD
20h 05m1 stop
Frontier Logo
9:25 am - 11:59 pm
ORD
-
SJU
12h 34m1 stop
$180Frontier
Wed, Jan 21 - Sat, Jan 24
JetBlue Logo
5:40 am - 12:50 pm
SJU
-
ORD
8h 10m1 stop
JetBlue Logo
1:45 pm - 10:47 pm
ORD
-
SJU
8h 02m1 stop
$182JetBlue
Tue, Apr 14 - Tue, Apr 21

JetBlue flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Our best JetBlue deals on San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets
JetBlue
Apr 15
SJU12:15 pmSan Juan Luis Munoz Marin Intl
11h 44m
1 stop
ORD10:59 pmChicago O'Hare Intl
Apr 16
ORD1:45 pmChicago O'Hare Intl
8h 02m
1 stop
SJU10:47 pmSan Juan Luis Munoz Marin Intl
JetBlue
Apr 14
SJU5:40 amSan Juan Luis Munoz Marin Intl
8h 10m
1 stop
ORD12:50 pmChicago O'Hare Intl
Apr 18
ORD1:45 pmChicago O'Hare Intl
11h 02m
1 stop
SJU1:47 amSan Juan Luis Munoz Marin Intl
JetBlue
May 28
SJU12:30 pmSan Juan Luis Munoz Marin Intl
7h 56m
1 stop
ORD7:26 pmChicago O'Hare Intl
Jun 2
ORD3:15 pmChicago O'Hare Intl
8h 44m
1 stop
SJU12:59 amSan Juan Luis Munoz Marin Intl

Frontier flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Our best Frontier deals on San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets
Frontier
Jan 8
SJU6:00 amSan Juan Luis Munoz Marin Intl
17h 31m
1 stop
ORD9:31 pmChicago O'Hare Intl
Jan 15
ORD7:45 amChicago O'Hare Intl
13h 55m
1 stop
SJU11:40 pmSan Juan Luis Munoz Marin Intl
Frontier
Jan 8
SJU6:00 amSan Juan Luis Munoz Marin Intl
17h 31m
1 stop
ORD9:31 pmChicago O'Hare Intl
Jan 12
ORD6:10 pmChicago O'Hare Intl
10h 24m
1 stop
SJU6:34 amSan Juan Luis Munoz Marin Intl
Frontier
Jan 21
SJU4:36 pmSan Juan Luis Munoz Marin Intl
20h 05m
1 stop
ORD10:41 amChicago O'Hare Intl
Jan 24
ORD9:25 amChicago O'Hare Intl
12h 34m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl

momondo Fare Finder

 
Customize your flight search to find flights from San Juan Luis Munoz Marin Intl Airport to Chicago 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 December 11, 2025.
Use the filters below to find and compare flights from San Juan Luis Munoz Marin Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 4/15

12:15 pm-10:59 pm

1 stop11h 44m

Chicago O'Hare Intl

Thu 4/16

1:45 pm-10:47 pm

1 stop8h 02m

$168

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 1/8

6:00 am-9:31 pm

1 stop17h 31m

Chicago O'Hare Intl

Thu 1/15

7:45 am-11:40 pm

1 stop13h 55m

$169

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 1/8

6:00 am-9:31 pm

1 stop17h 31m

Chicago O'Hare Intl

Mon 1/12

6:10 pm-6:34 am

1 stop10h 24m

$170

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 2/4

1:22 pm-4:37 pm

Nonstop5h 15m

Chicago O'Hare Intl

Sun 2/8

7:45 am-6:02 pm

1 stop8h 17m

$172

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 1/22

4:22 pm-10:46 pm

1 stop8h 24m

Chicago O'Hare Intl

Sun 1/25

7:45 am-6:05 pm

1 stop8h 20m

$174

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 2/5

4:22 pm-10:46 pm

1 stop8h 24m

Chicago O'Hare Intl

Tue 2/10

5:53 pm-1:59 pm

2 stops42h 06m

$176

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 1/9

5:18 pm-11:46 pm

1 stop8h 28m

Chicago O'Hare Intl

Wed 1/14

7:20 am-12:32 pm

1 stop27h 12m

$179

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 3/5

4:11 pm-10:29 pm

1 stop8h 18m

Chicago Midway

Mon 3/9

6:15 am-2:09 pm

1 stop6h 54m

$180

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 1/21

4:36 pm-10:41 am

1 stop20h 05m

Chicago O'Hare Intl

Sat 1/24

9:25 am-11:59 pm

1 stop12h 34m

$180

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 4/14

5:40 am-12:50 pm

1 stop8h 10m

Chicago O'Hare Intl

Tue 4/21

1:45 pm-10:47 pm

1 stop8h 02m

$182

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 Chicago from

How to get the cheapest flight ticket from San Juan Luis Munoz Marin Intl Airport to Chicago

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 Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from San Juan Luis Munoz Marin Intl Airport, with most prices found around $263. If you’re not able to fly to Chicago in February, then May is your next best option. Flight prices from San Juan Luis Munoz Marin Intl Airport to Chicago during May average around $272.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $384. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from San Juan Luis Munoz Marin Intl Airport to Chicago for around $519.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from San Juan Luis Munoz Marin Intl Airport to Chicago during this time can be as low as $256. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $477.

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

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from San Juan Luis Munoz Marin Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $338 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from San Juan Luis Munoz Marin Intl Airport for as low as $287 on momondo.

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

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

You could potentially save up to 19% on your flight if you consider stops on a San Juan Luis Munoz Marin Intl Airport to Chicago flight.

How have San Juan Luis Munoz Marin Intl Airport to Chicago flight prices changed over time?

As of December 2025, prices for San Juan Luis Munoz Marin Intl Airport to Chicago flights are approximately 98% more expensive when compared to flights at the same time last year.

When to book flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from San Juan Luis Munoz Marin Intl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Juan Luis Munoz Marin Intl Airport to Chicago (SJU to CHI) flight deals and tips

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

Best Price Found

$140

Fastest flight time

4h 50m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from San Juan Luis Munoz Marin Intl Airport in the past 72 hours is $140. The best round-trip flight deal from San Juan Luis Munoz Marin Intl Airport to Chicago found on momondo in the last 72 hours is $289.
The fastest flight from San Juan Luis Munoz Marin Intl Airport to Chicago takes 4h 50m
Direct flights go from San Juan Luis Munoz Marin Intl Airport to Chicago every day.
There are 3 airports in Chicago. From San Juan Luis Munoz Marin Intl Airport there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
  • How far is San Juan Luis Munoz Marin Intl to Chicago by plane?

    The distance between San Juan Luis Munoz Marin Intl and Chicago is about 2057.4 mi. Flights usually cover this in 4h 50m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from San Juan Luis Munoz Marin Intl Airport to Chicago are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Juan Luis Munoz Marin Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago 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 Chicago. 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 San Juan Luis Munoz Marin Intl Airport to Chicago?

  • What is the most popular airline from San Juan Luis Munoz Marin Intl Airport to Chicago?

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

Compare and see reviews for airlines that fly from San Juan Luis Munoz Marin Intl Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $120Free CancellationRating
7.2
2,898 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $137Free CancellationRating
6.3
8,175 reviews
Search Spirit Airlines flights
FrontierPriceFrom $138Free CancellationRating
5.8
3,084 reviews
Search Frontier flights
DeltaPriceFrom $162Free CancellationRating
7.9
8,008 reviews
Search Delta flights
American AirlinesPriceFrom $272Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
United AirlinesPriceFrom $274Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
SouthwestPriceFrom $341Free CancellationRating
7.9
4,252 reviews
Search Southwest flights
  • United Airlines Flights From San Juan Luis Munoz Marin Intl Airport to Chicago

    United Airlines flight deals from San Juan Luis Munoz Marin Intl Airport to Chicago start from $274 round-trip. Over the 14 United Airlines flights for this route in a normal week, average airfare is usually $485 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From San Juan Luis Munoz Marin Intl Airport to Chicago

    The best American Airlines deal for San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets found on momondo in the last 72 hours was $272, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $482 round-trip. American Airlines operates 5 flights out of San Juan Luis Munoz Marin Intl Airport into Chicago in an average week, so prices vary by time and availability. 11,048 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Crown Point
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Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Juan to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for San Juan to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from San Juan to Chicago?

Once all potential San Juan to Chicago 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 San Juan to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from San Juan to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Sat 1/10
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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago