Chicago

$114+ Cheap flights from Luis Munoz Marin Intl (SJU) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CHI
ago. 19 — ago. 261
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Cheapflights Tip: The best prices from San Juan Luis Munoz Marin Intl to Chicago are usually found in January or May, booked 51 days in advance, depart on a Friday or Thursday and return on a Monday

Cheap flight deals from Luis Munoz Marin Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Luis Munoz Marin Intl (SJU) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated agosto 14, 2025.

Round-trip from

$224
(Cheapflightsfares)

One-way from

$114
(SmartFares)

Popular in

June

Cheapest in

January

Average price

$292

Good round-trip deal

$264 or less

Good one-way deal

$182 or less
From San Juan Luis Munoz Marin Intl to Chicago (CHI)
One-way flight from San Juan Luis Munoz Marin Intl to Chicago (CHI)
Highest demand for flights based on searches. 3% potential increase in price ($10 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in August 2025
Price to beat on a round-trip flight from San Juan Luis Munoz Marin Intl to Chicago (CHI).
Price to beat on a one-way flight from San Juan Luis Munoz Marin Intl to Chicago (CHI).

Find flight deals from Luis Munoz Marin Intl to Chicago

Cheapest flights from Luis Munoz Marin Intl to Chicago
Explore the most affordable flight options available from Luis Munoz Marin Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/217:40 pmSJU - ORD
Nonstop5h 03mSpirit Airlines
sáb. 8/236:56 amORD - SJU
1 stop16h 01mSpirit Airlines
Deal found 8/12$220
This Cheapflightsfares deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/271:39 pmSJU - ORD
Nonstop5h 11mSpirit Airlines
dom. 8/315:16 pmORD - SJU
1 stop6h 40mSpirit Airlines
Deal found 8/13$224
This Cheapflightsfares deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/288:00 pmSJU - ORD
1 stop14h 22mSpirit Airlines
dom. 8/315:16 pmORD - SJU
1 stop6h 40mSpirit Airlines
Deal found 8/14$226
This Cheapflightsfares deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2910:16 pmSJU - ORD
1 stop12h 06mSpirit Airlines
dom. 9/712:55 pmORD - SJU
Nonstop4h 39mSpirit Airlines
Deal found 8/13$228
This Cheapflightsfares deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2910:16 pmSJU - ORD
1 stop12h 06mSpirit Airlines
dom. 8/3112:55 pmORD - SJU
Nonstop4h 45mSpirit Airlines
Deal found 8/13$229
This Cheapflightsfares deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2210:16 pmSJU - ORD
1 stop12h 06mSpirit Airlines
lun. 8/256:56 amORD - SJU
1 stop16h 01mSpirit Airlines
Deal found 8/13$235
This SmartFares deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/215:42 pmSJU - ORD
1 stop7h 17mSpirit Airlines
lun. 8/256:56 amORD - SJU
1 stop7h 14mSpirit Airlines
Deal found 8/12$236
This OneTravel deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/2511:59 amSJU - ORD
1 stop11h 49mSpirit Airlines
dom. 9/286:10 amORD - SJU
1 stop17h 33mSpirit Airlines
Deal found 8/14$237
This Cheapflightsfares deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2910:16 pmSJU - ORD
1 stop12h 06mSpirit Airlines
mar. 9/96:30 amORD - SJU
1 stop6h 41mSpirit Airlines
Deal found 8/12$238
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/273:16 pmSJU - MDW
1 stop9h 01mFrontier
sáb. 10/410:51 amMDW - SJU
1 stop12h 08mFrontier
Deal found 8/13$262
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/247:15 amSJU - MDW
1 stop9h 54mDelta
dom. 10/2612:48 pmMDW - SJU
1 stop8h 11mDelta
Deal found 8/13$263
This Priceline deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/1812:28 amSJU - MDW
1 stop7h 43mFrontier
sáb. 9/276:15 amMDW - SJU
1 stop6h 56mFrontier
Deal found 8/13$267

Cheapflights Fare Finder

 
Customize your flight search to find flights from Luis Munoz Marin Intl 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, Cheapflights users made 2,558,603 searches. Data last updated agosto 14, 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

Luis Munoz Marin Intl

Fly to

Chicago

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 8/28

8:00 pm-9:22 am

1 stop14h 22m

Chicago O'Hare Intl

dom. 8/31

5:16 pm-12:56 am

1 stop6h 40m

$226

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 9/25

11:59 am-5:39 pm

1 stop6h 40m

Chicago O'Hare Intl

dom. 9/28

6:10 am-12:43 am

1 stop17h 33m

$237

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

lun. 10/13

7:40 pm-11:56 pm

Nonstop5h 16m

Chicago O'Hare Intl

sáb. 10/18

6:00 am-2:38 pm

1 stop7h 38m

$246

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 10/2

11:59 am-5:39 pm

1 stop6h 40m

Chicago O'Hare Intl

dom. 10/5

12:55 pm-6:34 pm

Nonstop4h 39m

$248

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 8/21

7:40 pm-11:43 pm

Nonstop5h 03m

Chicago O'Hare Intl

lun. 8/25

12:55 pm-6:40 pm

Nonstop4h 45m

$250

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 11/6

8:10 am-11:32 am

Nonstop5h 22m

Chicago O'Hare Intl

mar. 11/11

2:20 pm-9:00 pm

Nonstop4h 40m

$254

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

vie. 11/7

4:52 pm-8:20 pm

Nonstop5h 28m

Chicago O'Hare Intl

lun. 11/10

8:55 am-3:40 pm

Nonstop4h 45m

$254

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

vie. 9/26

7:40 pm-11:56 pm

Nonstop5h 16m

Chicago O'Hare Intl

dom. 10/5

3:22 pm-9:02 pm

Nonstop4h 40m

$255

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

sáb. 9/27

3:16 pm-11:17 pm

1 stop9h 01m

Chicago Midway

sáb. 10/4

10:51 am-11:59 pm

1 stop12h 08m

$262

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

vie. 10/24

7:15 am-4:09 pm

1 stop9h 54m

Chicago Midway

dom. 10/26

12:48 pm-9:59 pm

1 stop8h 11m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 35 results
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The best insider tips for San Juan Luis Munoz Marin Intl Airport to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your San Juan Luis Munoz Marin Intl Airport to Chicago trip
Airlines
Spirit Airlines

Spirit's Big Front Seats offer 11 inches extra legroom, ideal for comfort on medium-haul flights.


Spirit's self-service bag drop speeds up airport check-in, saving time for travelers.

United Airlines

United's Economy Plus offers extra legroom, enhancing comfort on medium-haul flights.


United's Polaris Lounges provide premium amenities like showers and dining for business travelers.

Airports
SJU

Security wait times at SJU can vary dramatically, so arrive two hours early for domestic flights to avoid delays.

Read more about SJUby Brandon Schultz
ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
Our travel experts
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on SJU

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Best time to book a flight from Luis Munoz Marin Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Luis Munoz Marin Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Juan Luis Munoz Marin Intl Airport to Chicago

How far ahead should I book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Luis Munoz Marin Intl to Chicago. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from San Juan Luis Munoz Marin Intl Airport to Chicago, you should look to book at least 51 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago?

Currently, August is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago (average of $245). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SJU to CHI?

Find hourly flight availability from Luis Munoz Marin Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

When flying from San Juan Luis Munoz Marin Intl Airport to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 50% versus a flight at noon.

What is the cheapest day to fly from San Juan Luis Munoz Marin Intl Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Luis Munoz Marin Intl to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Juan Luis Munoz Marin Intl Airport to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from San Juan Luis Munoz Marin Intl Airport to Chicago

Explore weekly flight availability from Luis Munoz Marin Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated agosto 14, 2025.

The most flights from SJU to CHI are scheduled on a Thursday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

How much does it cost to fly round-trip from San Juan Luis Munoz Marin Intl Airport to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated agosto 14, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from San Juan Luis Munoz Marin Intl Airport to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Luis Munoz Marin Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines flying from San Juan Luis Munoz Marin Intl Airport to Chicago round-trip?

    Our cheapest airline available from San Juan Luis Munoz Marin Intl Airport to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $130 on this airline. Additional options worth looking into are Spirit Airlines and Delta, starting at $136 and $162 round-trip. You may be able to fly from San Juan Luis Munoz Marin Intl Airport to Chicago for 57% less than the average price by searching for these airlines.

  • What are the most reliable airlines from San Juan Luis Munoz Marin Intl Airport to Chicago?

    No one likes to see their flight delayed. When booking a flight from San Juan Luis Munoz Marin Intl Airport to Chicago consider choosing Air Canada (91%), United Airlines (91%) or Air New Zealand (91%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from San Juan Luis Munoz Marin Intl Airport to Chicago?

    The cheapest flight price from San Juan Luis Munoz Marin Intl Airport to Chicago is $127. On average you can expect to pay $402. The most popular route, (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), can usually be booked for $224.

  • Can I find deals for flights from Luis Munoz Marin Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on Luis Munoz Marin Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Luis Munoz Marin Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Luis Munoz Marin Intl to Chicago.

  • Can I find deals for business class flights from Luis Munoz Marin Intl to Chicago?

    Yes. Cheapflights offers flight deals from Luis Munoz Marin Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago?

    Currently, August is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago (average of $245). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
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Hammond
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Alternative routes for Luis Munoz Marin Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Luis Munoz Marin Intl to Chicago

Discover the top 6 airlines that operate flights from Luis Munoz Marin Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$246FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$136Average$273FlexibilityNo cancel feeOn-time65%
DeltaCheapest$162Average$374FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$219Average$469FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$257Average$445FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$331Average$480FlexibilityNo cancel feeOn-time71%

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