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$134+ Cheap flights from Luis Munoz Marin Intl (SJU) to Midway (MDW)

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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MDW
May 3 — May 101
Sat 5/3
Sat 5/10
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from San Juan Luis Munoz Marin Intl to Chicago Midway are usually found in December or August, booked 45 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Luis Munoz Marin Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Luis Munoz Marin Intl (SJU) to Midway (MDW). 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 April 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$292
(Cheapflightsfares)

One-way from

$147
(Cheapflightsfares)

Popular in

June

Cheapest in

December

Average price

$489

Good one-way deal

$244 or less
Provider with most accurate pricing for San Juan Luis Munoz Marin Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for San Juan Luis Munoz Marin Intl-Chicago Midway flights.
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From San Juan Luis Munoz Marin Intl to Chicago Midway
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One-way flight from San Juan Luis Munoz Marin Intl to Chicago Midway
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Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a one-way flight from San Juan Luis Munoz Marin Intl to Chicago Midway.
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Find flight deals from Luis Munoz Marin Intl to Midway

Cheapest flights from Luis Munoz Marin Intl to Midway
Explore the most affordable flight options available from Luis Munoz Marin Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
Thu 5/86:00 amSJU - MDW
1 stop7h 24mFrontier
Mon 5/126:15 amMDW - SJU
1 stop7h 32mFrontier
Deal found 4/28$292
This Trip.com deal was found by Cheapflights users on 4/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/282:54 pmSJU - MDW
1 stop8h 42mMultiple Airlines
Sun 6/16:20 amMDW - SJU
1 stop8h 06mMultiple Airlines
Deal found 4/27$320
This Southwest deal was found by Cheapflights users on 4/27. 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.
Thu 5/227:40 amSJU - MDW
2 stops10h 55mSouthwest
Tue 5/2710:05 amMDW - SJU
2 stops10h 45mSouthwest
Deal found 4/27$381
This Delta deal was found by Cheapflights users on 4/28. 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.
Thu 10/27:30 amSJU - MDW
1 stop8h 24mDelta
Mon 10/66:00 amMDW - SJU
1 stop6h 23mDelta
Deal found 4/28$419

Cheapflights Fare Finder

Customize your flight search to find flights from Luis Munoz Marin Intl to Midway 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 April 28, 2025.
Use the filters below to find and compare flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport that are best for you.

Fly from

Luis Munoz Marin Intl

Fly to

Midway

Route

Depart

Return

Price

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 5/8

6:00 am-12:24 pm

1 stop7h 24m

Chicago Midway

Mon 5/12

6:15 am-2:47 pm

1 stop7h 32m

$292

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 5/28

2:54 pm-10:36 pm

1 stop8h 42m

Chicago Midway

Sun 6/1

6:20 am-3:26 pm

1 stop8h 06m

$320

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 5/22

7:40 am-5:35 pm

2 stops10h 55m

Chicago Midway

Tue 5/27

10:05 am-9:50 pm

2 stops10h 45m

$381

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 10/2

7:30 am-2:54 pm

1 stop8h 24m

Chicago Midway

Sun 10/5

6:00 am-4:08 pm

1 stop9h 08m

$419

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Sat 5/31

12:36 pm-10:17 pm

1 stop10h 41m

$134

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 5/8

6:00 am-12:24 pm

1 stop7h 24m

$147

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Sat 5/31

1:00 pm-5:20 pm

Nonstop5h 20m

$186

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 8/20

7:30 am-2:56 pm

1 stop8h 26m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Compare providers for flights from Luis Munoz Marin Intl to Midway

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 Midway in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightnetworkPrice Accuracy-Trust Score*3 stars
Trip.comPrice Accuracy1 starTrust Score*3 stars

*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 Midway Airport 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 Midway Airport 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 Midway Airport 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 Midway Airport flights, Cheapflights users trust eDreams the most. eDreams 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 Midway Airport 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 Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Luis Munoz Marin Intl to Midway. Price data was last updated on April 25, 2025.

To ensure you get the cheapest price possible for a flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport, you should look to book at least 44 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 Midway Airport?

Currently, April is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport (average of $160). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 MDW?

Find hourly flight availability from Luis Munoz Marin Intl to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 28, 2025.

A simple way to save on the total cost of your ticket is to fly from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport in the evening. If you’re flexible enough to do this you can expect to save up to 62% on your trip compared to booking a flight at noon.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport 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 Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated April 28, 2025.
To help decide which airline to fly from San Juan to Chicago, see what other customers have to say about Southwest, Delta and Frontier. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,285 reviews
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Luis Munoz Marin Intl to Midway. 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 Midway Airport round-trip?

    Our cheapest airline available from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport is Frontier. Our recent data shows that you can find tickets from as low as $292 on this airline. Additional options worth looking into are Southwest and Delta, starting at $381 and $391 round-trip. Frontier is currently priced 19% below the average price you’ll pay for this route.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $147. Southwest flights start at $186 while deals on Delta start at $268 one-way.

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

    Looking at all options, your cheapest flight can be booked for $132. While the most popular route (San Juan Luis Munoz Marin Intl - Chicago Midway) can be booked for $284 on average our data indicates $310 when flying from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport.

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

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

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

    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 Midway.

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

    Yes. Cheapflights offers flight deals from Luis Munoz Marin Intl to Midway 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 Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport (average of $160). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Luis Munoz Marin Intl to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to O'Hare Intl flights

Top 2 airlines flying from Luis Munoz Marin Intl to Midway

Discover the top 2 airlines that operate flights from Luis Munoz Marin Intl to Midway. 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 April 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$148Average$278FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$312Average$435FlexibilityNo cancel feeOn-time63%

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