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$90+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MDW
Feb 9 — Feb 161
Sun 2/9
Sun 2/16
1 adult, Economy
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The best prices from San Juan Luis Munoz Marin Intl to Chicago Midway are usually found in February or December, booked 20 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

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 February 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$140
(Booking.com)

One-way from

$90
(Priceline)

Popular in

November

Cheapest in

February

Average price

$212

Good one-way deal

$249 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. 6% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 4, 2025.

This Booking.com deal was found by Cheapflights users on 2/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2010:31 pmSJU - MDW
1 stop22h 48mFrontier
Mon 2/2412:43 pmMDW - SJU
1 stop19h 06mFrontier
Deal found 2/4$140
This Delta deal was found by Cheapflights users on 2/4. 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.
Wed 4/163:34 pmSJU - MDW
1 stop7h 52mDelta
Mon 4/216:04 amMDW - SJU
1 stop8h 57mDelta
Deal found 2/4$385
This Southwest deal was found by Cheapflights users on 2/4. 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 5/85:35 amSJU - MDW
2 stops10h 05mSouthwest
Tue 5/131:00 pmMDW - SJU
2 stops8h 30mSouthwest
Deal found 2/4$405
This Mytrip deal was found by Cheapflights users on 2/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/23:05 amSJU - MDW
3 stops14h 35mMultiple Airlines
Fri 4/1110:59 amMDW - SJU
3 stops31h 51mMultiple Airlines
Deal found 2/3$660

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

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 February 4, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 2/19

9:30 pm-7:29 pm

1 stop23h 59m

Chicago Midway

Sat 2/22

10:26 am-2:02 am

1 stop13h 36m

$140

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 4/16

3:34 pm-10:26 pm

1 stop7h 52m

Chicago Midway

Sat 4/19

6:04 am-4:01 pm

1 stop8h 57m

$385

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Tue 3/11

4:50 pm-11:00 pm

1 stop7h 10m

Chicago Midway

Mon 3/17

8:00 am-8:00 pm

2 stops11h 00m

$405

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 4/2

3:05 am-4:40 pm

3 stops14h 35m

Chicago Midway

Fri 4/11

10:59 am-7:50 pm

3 stops31h 51m

$660

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 3/26

5:35 am-9:51 pm

1 stop17h 16m

$90

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 3/5

4:15 pm-10:20 pm

1 stop8h 05m

$193

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Sat 3/1

5:00 pm-8:15 pm

Nonstop5h 15m

$208

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 3/12

5:39 pm-5:36 pm

3 stops24h 57m

$214

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Sun 4/20

2:00 pm-2:22 pm

3 stops25h 22m

$400

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Sun 4/6

1:35 pm-10:20 am

2 stops21h 45m

$411

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice 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 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 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.

Travel insights for flights from Luis Munoz Marin Intl to Midway

Get recent, data-driven insights about flights from Luis Munoz Marin Intl to Midway 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 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 January 31, 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 20 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 February 4, 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 afternoon. If you’re flexible enough to do this you can expect to save up to 31% on your trip compared to booking a flight in the morning.

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

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

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

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 February 4, 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
8.1
Very good
4,560 reviews

Food

7.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
4,560 reviews
Southwest
8.1
Very good
4,560 reviews

Food

7.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
8,408 reviews
Southwest
8.1
Very good
4,560 reviews

Food

7.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

Frontier
6.0
Okay
3,416 reviews
Southwest
8.1
Very good
4,560 reviews

Food

7.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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 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 $140 on this airline. Additional options worth looking into are Delta and Southwest, starting at $385 and $405 round-trip. Frontier is currently priced 55% 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 $90. Southwest flights start at $193 while deals on Delta start at $243 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 $212. While the most popular route (San Juan Luis Munoz Marin Intl - Chicago Midway) can be booked for $140 on average our data indicates $338 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
New Buffalo
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 February 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$148Average$278FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$267Average$384FlexibilityNo cancel feeOn-time63%
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