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$68+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CHI
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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The best prices from San Juan Luis Munoz Marin Intl to Chicago are usually found in January or August, booked 51 days in advance, depart on a Thursday or Friday and return on a Tuesday

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 enero 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$136
(Mytrip)

One-way from

$68
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$229

Good round-trip deal

$367 or less

Good one-way deal

$203 or less
Provider with most accurate pricing for San Juan Luis Munoz Marin Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for San Juan Luis Munoz Marin Intl-Chicago (CHI) flights.
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From San Juan Luis Munoz Marin Intl to Chicago (CHI)
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One-way flight from San Juan Luis Munoz Marin Intl to Chicago (CHI)
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Price to beat on a round-trip flight from San Juan Luis Munoz Marin Intl to Chicago (CHI).
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Price to beat on a one-way flight from San Juan Luis Munoz Marin Intl to Chicago (CHI).
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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 enero 21, 2025.

This eDestinos deal was found by Cheapflights users on 1/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/207:57 pmSJU - ORD
Nonstop5h 23mSpirit Airlines
lun. 2/2412:55 pmORD - SJU
Nonstop4h 31mSpirit Airlines
Deal found 1/21$136
This FlightHub deal was found by Cheapflights users on 1/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/89:15 pmSJU - MDW
1 stop14h 47mFrontier
lun. 2/1011:33 amMDW - SJU
1 stop12h 46mFrontier
Deal found 1/21$140
This Priceline deal was found by Cheapflights users on 1/21. 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. 2/276:35 amSJU - ORD
1 stop8h 45mFrontier
mar. 3/43:14 pmORD - SJU
1 stop16h 35mFrontier
Deal found 1/21$140
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/218:31 pmSJU - ORD
Nonstop5h 24mMultiple Airlines
lun. 2/247:08 pmORD - SJU
1 stop12h 41mMultiple Airlines
Deal found 1/21$142
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/52:05 amSJU - ORD
1 stop9h 35mUnited Airlines
dom. 2/98:50 amORD - SJU
1 stop10h 38mUnited Airlines
Deal found 1/21$245
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/206:05 amSJU - MDW
1 stop10h 40mSouthwest
lun. 2/241:25 pmMDW - SJU
2 stops9h 25mSouthwest
Deal found 1/20$310
This Delta deal was found by Cheapflights users on 1/21. 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.
mar. 3/47:30 amSJU - MDW
1 stop10h 50mDelta
mar. 3/119:54 amMDW - SJU
1 stop9h 16mDelta
Deal found 1/21$325

Find flights from Luis Munoz Marin Intl to Chicago within your budget

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 2/20

7:57 pm-11:20 pm

Nonstop5h 23m

Chicago O'Hare Intl

lun. 2/24

12:55 pm-7:26 pm

Nonstop4h 31m

$136

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 2/27

6:35 am-1:20 pm

1 stop8h 45m

Chicago O'Hare Intl

mar. 3/4

3:14 pm-9:49 am

1 stop16h 35m

$140

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

vie. 2/21

8:31 pm-11:55 pm

Nonstop5h 24m

Chicago O'Hare Intl

lun. 2/24

7:08 pm-9:49 am

1 stop12h 41m

$142

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

mar. 3/4

7:59 pm-3:13 pm

1 stop21h 14m

Chicago Midway

mar. 3/11

7:25 am-9:44 am

1 stop25h 19m

$144

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

mié. 2/5

2:05 am-9:40 am

1 stop9h 35m

Chicago O'Hare Intl

dom. 2/9

8:50 am-9:28 pm

1 stop10h 38m

$245

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

jue. 2/20

6:05 am-2:45 pm

1 stop10h 40m

Chicago Midway

lun. 2/24

1:25 pm-12:50 am

2 stops9h 25m

$310

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

mar. 3/4

7:30 am-4:20 pm

1 stop10h 50m

Chicago Midway

mar. 3/11

12:51 pm-8:10 pm

1 stop6h 19m

$325

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

sáb. 2/1

6:14 am-8:31 am

3 stops28h 17m

Chicago Midway

mié. 2/5

1:05 pm-12:59 am

3 stops33h 54m

$681

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

lun. 4/7

5:01 am-7:46 pm

1 stop15h 45m

$68

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

mar. 4/8

9:35 pm-10:40 am

1 stop14h 05m

$68

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 21 results
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Compare providers for flights from Luis Munoz Marin Intl to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Luis Munoz Marin Intl to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Juan Luis Munoz Marin Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Juan Luis Munoz Marin Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Juan Luis Munoz Marin Intl Airport-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Juan Luis Munoz Marin Intl Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Juan Luis Munoz Marin Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Luis Munoz Marin Intl to Chicago

Get recent, data-driven insights about flights from Luis Munoz Marin Intl to Chicago including ideal travel times, pricing trends, and more.

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 January 17, 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 $320). 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 enero 21, 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 49% 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 Tuesday 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 enero 21, 2025.

The most flights from SJU to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 enero 21, 2025.
Read through reviews of airlines operating flights from San Juan to Chicago, such as United Airlines, Spirit Airlines and Southwest. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Air Transat
7.8
Good
381 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,201 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $136 on this airline. Additional options worth looking into are Spirit Airlines and United Airlines, starting at $138 and $245 round-trip. You may be able to fly from San Juan Luis Munoz Marin Intl Airport to Chicago for 54% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from San Juan Luis Munoz Marin Intl Airport to Chicago one-way?

    $68 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $70 and $118, respectively.

  • 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 Spirit Airlines (85%), Air Canada (83%) or United Airlines (83%) 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 $109. On average you can expect to pay $815. The most popular route, (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), can usually be booked for $132.

  • 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 $320). 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 San Juan Luis Munoz Marin Intl Airport?

Book flights to San Juan Luis Munoz Marin Intl Airport if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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.
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
Luis Munoz Marin Intl to St. Louis flights

Top 7 airlines flying from Luis Munoz Marin Intl to Chicago

Discover the top 7 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$253FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$140Average$257FlexibilityNo cancel feeOn-time65%
DeltaCheapest$187Average$446FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$211Average$464FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$386FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$274Average$302FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$327Average$460FlexibilityNo cancel feeOn-time71%
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