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Cheap flights from San Juan Luis Munoz Marin Intl Airport to Chicago from $117

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 10/29. 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

Spirit Airlines Logo
9:48 am - 1:56 pmSJU-ORD
5h 08mnonstop
Spirit Airlines Logo
7:51 pm - 2:12 pmORD-SJU
17h 21m1 stop
$181Spirit Airlines
Find Deal
Sat, Oct 11 - Fri, Oct 17
Spirit Airlines Logo
11:59 am - 5:39 pmSJU-ORD
6h 40m1 stop
Spirit Airlines Logo
9:06 pm - 2:51 amORD-SJU
4h 45mnonstop
$186Spirit Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Spirit Airlines Logo
7:43 pm - 11:57 pmSJU-ORD
5h 14mnonstop
Spirit Airlines Logo
9:06 pm - 2:51 amORD-SJU
4h 45mnonstop
$187Spirit Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
5:51 pm - 11:30 amSJU-ORD
18h 39m2 stops
Frontier Logo
5:40 am - 4:54 pmORD-SJU
9h 14m1 stop
$207Frontier
Find Deal
Fri, Oct 31 - Sun, Nov 2
United Airlines Logo
3:56 pm - 8:03 pmSJU-ORD
5h 07mnonstop
United Airlines Logo
2:20 pm - 8:00 pmORD-SJU
4h 40mnonstop
$218United Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
1:05 am - 8:38 amSJU-ORD
8h 33m1 stop
United Airlines Logo
8:55 am - 2:40 pmORD-SJU
4h 45mnonstop
$223United Airlines
Find Deal
Wed, Oct 22 - Mon, Oct 27
Frontier Logo
1:59 am - 11:39 pmSJU-ORD
22h 40m2 stops
Frontier Logo
6:40 am - 3:24 pmORD-SJU
7h 44m1 stop
$226Frontier
Find Deal
Wed, Oct 22 - Mon, Oct 27
Southwest Logo
5:50 am - 2:20 pmSJU-MDW
9h 30m1 stop
Southwest Logo
9:45 am - 9:55 pmMDW-SJU
11h 10m1 stop
$227Southwest
Find Deal
Thu, Oct 23 - Mon, Oct 27
American Airlines Logo
2:35 pm - 11:58 pmSJU-ORD
10h 23m1 stop
American Airlines Logo
5:50 am - 10:52 pmORD-SJU
15h 02m1 stop
$233American Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
Southwest Logo
5:45 am - 12:45 pmSJU-MDW
9h 00m2 stops
Southwest Logo
1:25 pm - 12:35 amMDW-SJU
9h 10m2 stops
$311Southwest
Find Deal
Tue, Nov 4 - Sun, Nov 9

Spirit Airlines flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Our best Spirit Airlines deals on San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets
Spirit Airlines
Oct 11
SJU9:48 amSan Juan Luis Munoz Marin Intl
5h 08m
ORD1:56 pmChicago O'Hare Intl
Oct 17
ORD7:51 pmChicago O'Hare Intl
17h 21m
1 stop
SJU2:12 pmSan Juan Luis Munoz Marin Intl
$181
Find similar
Spirit Airlines
Oct 2
SJU11:59 amSan Juan Luis Munoz Marin Intl
6h 40m
1 stop
ORD5:39 pmChicago O'Hare Intl
Oct 6
ORD9:06 pmChicago O'Hare Intl
4h 45m
SJU2:51 amSan Juan Luis Munoz Marin Intl
$186
Find similar
Spirit Airlines
Oct 24
SJU7:43 pmSan Juan Luis Munoz Marin Intl
5h 14m
ORD11:57 pmChicago O'Hare Intl
Oct 27
ORD9:06 pmChicago O'Hare Intl
4h 45m
SJU2:51 amSan Juan Luis Munoz Marin Intl
$187
Find similar

United Airlines flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Our best United Airlines deals on San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets
United Airlines
Oct 23
SJU3:56 pmSan Juan Luis Munoz Marin Intl
5h 07m
ORD8:03 pmChicago O'Hare Intl
Oct 27
ORD2:20 pmChicago O'Hare Intl
4h 40m
SJU8:00 pmSan Juan Luis Munoz Marin Intl
$218
Find similar
United Airlines
Oct 22
SJU1:05 amSan Juan Luis Munoz Marin Intl
8h 33m
1 stop
ORD8:38 amChicago O'Hare Intl
Oct 27
ORD8:55 amChicago O'Hare Intl
4h 45m
SJU2:40 pmSan Juan Luis Munoz Marin Intl
$223
Find similar

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 September 15, 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

Sat 10/11

9:48 am-1:56 pm

Nonstop5h 08m

Chicago O'Hare Intl

Fri 10/17

7:51 pm-2:12 pm

1 stop17h 21m

$181

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 10/2

11:59 am-5:39 pm

1 stop6h 40m

Chicago O'Hare Intl

Mon 10/6

9:06 pm-2:51 am

Nonstop4h 45m

$186

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 10/24

7:43 pm-11:57 pm

Nonstop5h 14m

Chicago O'Hare Intl

Mon 10/27

9:06 pm-2:51 am

Nonstop4h 45m

$187

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 10/31

5:51 pm-11:30 am

2 stops18h 39m

Chicago O'Hare Intl

Sun 11/2

5:40 am-4:54 pm

1 stop9h 14m

$207

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 10/23

3:56 pm-8:03 pm

Nonstop5h 07m

Chicago O'Hare Intl

Mon 10/27

2:20 pm-8:00 pm

Nonstop4h 40m

$218

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 10/22

1:05 am-8:38 am

1 stop8h 33m

Chicago O'Hare Intl

Mon 10/27

8:55 am-2:40 pm

Nonstop4h 45m

$223

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 10/22

1:59 am-11:39 pm

2 stops22h 40m

Chicago O'Hare Intl

Mon 10/27

6:40 am-3:24 pm

1 stop7h 44m

$226

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 10/23

5:50 am-2:20 pm

1 stop9h 30m

Chicago Midway

Mon 10/27

9:45 am-9:55 pm

1 stop11h 10m

$227

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 10/30

2:35 pm-11:58 pm

1 stop10h 23m

Chicago O'Hare Intl

Sun 11/2

5:50 am-10:52 pm

1 stop15h 02m

$233

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Tue 11/4

5:45 am-12:45 pm

2 stops9h 00m

Chicago Midway

Sun 11/9

1:25 pm-12:35 am

2 stops9h 10m

$311

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 typical price of a round-trip flight between San Juan Luis Munoz Marin Intl Airport and Chicago?

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from San Juan Luis Munoz Marin Intl Airport, with most prices found around $225. If you’re not able to fly to Chicago in January, then May is your next best option. Flight prices from San Juan Luis Munoz Marin Intl Airport to Chicago during May average around $270.

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 $364. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, 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 $255. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $481.

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 $327 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 $268 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 5% 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 September 2025, prices for San Juan Luis Munoz Marin Intl Airport to Chicago flights are approximately 69% 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

$174

Fastest flight time

5h 07m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from San Juan Luis Munoz Marin Intl Airport in the past 72 hours is $174. 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 $339.
The fastest flight from San Juan Luis Munoz Marin Intl Airport to Chicago takes 5h 07m
Direct flights go from San Juan Luis Munoz Marin Intl Airport to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • 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 5h 07m, 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
Spirit AirlinesPriceFrom $135Free CancellationRating
6.3
8,015 reviews
Search Spirit Airlines flights
FrontierPriceFrom $137Free CancellationRating
5.8
3,172 reviews
Search Frontier flights
DeltaPriceFrom $162Free CancellationRating
7.9
7,954 reviews
Search Delta flights
United AirlinesPriceFrom $238Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
SouthwestPriceFrom $257Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $333Free CancellationRating
7.2
10,000 reviews
Search American Airlines 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 $238 round-trip. Over the 7 United Airlines flights for this route in a normal week, average airfare is usually $478 round-trip - but some users have found much cheaper deals with momondo.

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

    The best Spirit Airlines deal for San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets found on momondo in the last 72 hours was $135, round-trip. It should be noted that an average Spirit Airlines flight deal for this route in this time was higher, at $278 round-trip. Spirit Airlines operates 4 flights out of San Juan Luis Munoz Marin Intl Airport into Chicago in an average week, so prices vary by time and availability. 8,015 Spirit Airlines reviews by users on momondo have scored the airline at 6.3/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
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Portage
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Valparaiso
Crown Point
Munster
Chesterton
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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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport