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.

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).

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

Leaving on a Thursday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 276% on the overall cost on flights 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.

$117+ Flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport

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

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

Q: How far in advance should I book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?

To save on the cost of your flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport, book at least 52 days before your planned departure. Booking around this time can save you about 70% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $270 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $305.

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Find cheap flights from Luis Munoz Marin Intl to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from San Juan Luis Munoz Marin Intl to Chicago Midway are usually found in December or September, 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

Round-trip from	$240 (Priceline)
One-way from	$117 (Trip.com)
Popular in	March
Cheapest in	December
Average price	$378
Good one-way deal	$292 or less

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. 16% potential increase in price ($76 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).

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Average for round-trip flights in July 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 julio 3, 2025.

jue. 7/1012:59 amSJU - MDW

1 stop23h 52mFrontier

dom. 7/138:35 amMDW - SJU

1 stop23h 29mFrontier

Deal found 7/3

$225

sáb. 10/412:58 pmSJU - MDW

1 stop9h 15mDelta

mar. 10/76:00 amMDW - SJU

1 stop9h 18mDelta

Deal found 7/3

$337

lun. 9/225:50 amSJU - MDW

2 stops9h 10mSouthwest

mar. 9/301:00 pmMDW - SJU

2 stops8h 30mSouthwest

Deal found 7/2

$362

jue. 8/710:14 pmSJU - MDW

2 stops16h 42mMultiple Airlines

lun. 8/111:11 pmMDW - SJU

2 stops11h 24mMultiple Airlines

Deal found 7/2

$375

Best flights from Luis Munoz Marin Intl to Midway
Discover carefully curated flight deals from Luis Munoz Marin Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated julio 3, 2025.

sáb. 7/129:30 pmSJU - MDW

1 stop18h 36mFrontier

lun. 7/148:35 amMDW - SJU

1 stop14h 57mFrontier

Deal found 7/3

$240

vie. 8/292:40 pmSJU - MDW

1 stop8h 04mDelta

mar. 9/26:00 amMDW - SJU

1 stop9h 36mDelta

Deal found 7/2

$347

lun. 9/225:50 amSJU - MDW

2 stops9h 10mSouthwest

mar. 9/301:00 pmMDW - SJU

2 stops8h 30mSouthwest

Deal found 7/2

$362

jue. 8/710:14 pmSJU - MDW

2 stops16h 42mMultiple Airlines

lun. 8/111:11 pmMDW - SJU

2 stops11h 24mMultiple Airlines

Deal found 7/2

$375

Last-minute flights from Luis Munoz Marin Intl to Midway
Discover last-minute flight deals from Luis Munoz Marin Intl to Midway. Data last updated julio 3, 2025 and is based on user searches.

jue. 7/1012:59 amSJU - MDW

1 stop23h 52mFrontier

dom. 7/138:35 amMDW - SJU

1 stop23h 29mFrontier

Deal found 7/3

$225

jue. 7/101:30 pmSJU - MDW

1 stop9h 35mSouthwest

mar. 7/154:05 pmMDW - SJU

1 stop6h 50mSouthwest

Deal found 6/30

$426

vie. 7/117:00 amSJU - MDW

2 stops12h 02mDelta

dom. 7/136:00 amMDW - SJU

1 stop6h 29mDelta

Deal found 7/1

$3,262

dom. 7/132:40 amSJU - MDW

2 stops12h 24mMultiple Airlines

lun. 7/2810:31 amMDW - SJU

3 stops34h 06mMultiple Airlines

Deal found 7/1

$570

jue. 8/710:14 pmSJU - MDW

2 stops16h 42mMultiple Airlines

lun. 8/111:11 pmMDW - SJU

2 stops11h 24mMultiple Airlines

Deal found 7/2

$375

vie. 8/292:40 pmSJU - MDW

1 stop8h 04mDelta

mar. 9/26:00 amMDW - SJU

1 stop9h 36mDelta

Deal found 7/2

$347

vie. 8/295:50 amSJU - MDW

2 stops8h 40mSouthwest

sáb. 9/1311:40 amMDW - SJU

1 stop10h 00mSouthwest

Deal found 7/1

$369

One-way flights from Luis Munoz Marin Intl to Midway
Search for one-way flight options from Luis Munoz Marin Intl to Midway. Find affordable one-way fares based on user searches. Data last updated julio 3, 2025.

jue. 7/313:50 pmSJU - MDW

1 stop8h 27mMultiple Airlines

Deal found 7/1

$117

jue. 8/287:25 amSJU - MDW

1 stop10h 40mFrontier

Deal found 7/1

$136

mar. 9/307:20 amSJU - MDW

1 stop10h 05mSouthwest

Deal found 7/3

$164

Cheapflights Fare Finder

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

Fly to

Route

Depart

Return

Price

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

mié. 12/3

11:05 am-1:10 pm

1 stop28h 05m

Chicago Midway

lun. 12/8

6:00 am-2:54 pm

1 stop6h 54m

$261

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

sáb. 10/4

12:58 pm-9:13 pm

1 stop9h 15m

Chicago Midway

mar. 10/7

6:00 am-4:18 pm

1 stop9h 18m

$337

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

lun. 9/22

5:50 am-2:00 pm

2 stops9h 10m

Chicago Midway

mar. 9/30

1:00 pm-10:30 pm

2 stops8h 30m

$362

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

jue. 8/7

10:14 pm-1:56 pm

2 stops16h 42m

Chicago Midway

lun. 8/11

1:11 pm-1:35 am

2 stops11h 24m

$375

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

jue. 7/31

3:50 pm-11:17 pm

1 stop8h 27m

$117

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

jue. 8/28

7:25 am-5:05 pm

1 stop10h 40m

$136

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

mar. 9/30

7:20 am-4:25 pm

1 stop10h 05m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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?

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?

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.

Reviews of airlines servicing Midway

See what other customers who have flown with Southwest, Delta, and Frontier from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Southwest

8.0

Very good

4,266 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Delta

8.0

Very good

7,982 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Frontier

5.9

Fair

3,286 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

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 $240 on this airline. Additional options worth looking into are Delta and Southwest, starting at $347 and $362 round-trip. Frontier is currently priced 37% below the average price you’ll pay for this route.
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 $292. While the most popular route (San Juan Luis Munoz Marin Intl - Chicago Midway) can be booked for $284 on average our data indicates $368 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

Merrillville

Lansing

Benton Harbor

Porter

Hammond

Valparaiso

Chesterton

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Luis Munoz Marin Intl to Midway

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$130	Average$234	FlexibilityNo cancel fee	On-time62%
Southwest	Cheapest$312	Average$454	FlexibilityNo cancel fee	On-time63%

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$117+ 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 7/31. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Luis Munoz Marin Intl to Midway with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from San Juan Luis Munoz Marin Intl to Chicago Midway are usually found in December or September, 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

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good one-way deal

Find flight deals from Luis Munoz Marin Intl to Midway

Cheapest flights from Luis Munoz Marin Intl to MidwayExplore 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 julio 3, 2025.

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 julio 3, 2025.

Cheapflights Fare Finder

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.

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.

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 June 27, 2025.

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

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 julio 3, 2025.

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 julio 3, 2025.

See what other customers who have flown with Southwest, Delta, and Frontier from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

What are the cheapest flights 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?

How can I 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?

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

Traveling to a place near San Juan Luis Munoz Marin Intl Airport?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Luis Munoz Marin Intl to Midway

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

Top 2 airlines flying from Luis Munoz Marin Intl to Midway

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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 julio 3, 2025.