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Cheap flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport from $140

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport departing on 4/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from San Juan Luis Munoz Marin Intl Airport to Chicago.
2:56 am - 7:55 pmSJU-MDW
17h 59m1 stop
8:00 am - 10:02 pmMDW-SJU
13h 02m1 stop
$293Frontier
Find Deal
Thu, Apr 17 - Sun, Apr 27
6:00 am - 5:28 pmSJU-MDW
12h 28m1 stop
8:30 am - 7:44 pmMDW-SJU
10h 14m1 stop
$296Frontier
Find Deal
Fri, May 9 - Sun, May 11
12:55 pm - 12:31 pmSJU-MDW
24h 36m1 stop
1:26 pm - 2:49 amMDW-SJU
12h 23m1 stop
$298Frontier
Find Deal
Wed, Apr 23 - Mon, Apr 28
3:56 am - 12:31 pmSJU-MDW
9h 35m1 stop
8:00 am - 10:02 pmMDW-SJU
13h 02m1 stop
$306Frontier
Find Deal
Thu, Apr 24 - Sun, Apr 27
1:00 pm - 5:20 pmSJU-MDW
5h 20mnonstop
6:35 am - 6:50 pmMDW-SJU
11h 15m1 stop
$377Southwest
Find Deal
Sat, May 10 - Sat, May 17
7:30 am - 3:30 pmSJU-MDW
9h 00m1 stop
12:48 pm - 7:48 pmMDW-SJU
6h 00m1 stop
$381Delta
Find Deal
Sat, May 10 - Sat, May 17
1:00 pm - 5:20 pmSJU-MDW
5h 20mnonstop
8:45 pm - 9:50 amMDW-SJU
12h 05m1 stop
$397Southwest
Find Deal
Sat, May 10 - Sun, May 18
3:34 pm - 10:22 pmSJU-MDW
7h 48m1 stop
6:04 am - 2:19 pmMDW-SJU
7h 15m1 stop
$410Delta
Find Deal
Thu, May 1 - Tue, May 6
11:15 am - 1:29 pmSJU-MDW
27h 14m2 stops
9:40 am - 8:02 pmMDW-SJU
33h 22m3 stops
Sat, May 10 - Sat, May 17
12:40 pm - 1:29 pmSJU-MDW
25h 49m3 stops
9:40 am - 8:02 pmMDW-SJU
33h 22m3 stops
Sat, May 10 - Sat, May 17

Delta flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport

Our best Delta deals on San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport flight tickets
Delta
May 10
SJU7:30 amSan Juan Luis Munoz Marin Intl
9h 00m
1 stop
MDW3:30 pmChicago Midway
May 17
MDW12:48 pmChicago Midway
6h 00m
1 stop
SJU7:48 pmSan Juan Luis Munoz Marin Intl
Delta
May 1
SJU3:34 pmSan Juan Luis Munoz Marin Intl
7h 48m
1 stop
MDW10:22 pmChicago Midway
May 6
MDW6:04 amChicago Midway
7h 15m
1 stop
SJU2:19 pmSan Juan Luis Munoz Marin Intl
Delta
May 19
SJU7:30 amSan Juan Luis Munoz Marin Intl
9h 00m
1 stop
MDW3:30 pmChicago Midway
May 21
MDW10:25 amChicago Midway
8h 23m
1 stop
SJU7:48 pmSan Juan Luis Munoz Marin Intl

Frontier flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport

Our best Frontier deals on San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport flight tickets
Frontier
Apr 17
SJU2:56 amSan Juan Luis Munoz Marin Intl
17h 59m
1 stop
MDW7:55 pmChicago Midway
Apr 27
MDW8:00 amChicago Midway
13h 02m
1 stop
SJU10:02 pmSan Juan Luis Munoz Marin Intl
Frontier
May 9
SJU6:00 amSan Juan Luis Munoz Marin Intl
12h 28m
1 stop
MDW5:28 pmChicago Midway
May 11
MDW8:30 amChicago Midway
10h 14m
1 stop
SJU7:44 pmSan Juan Luis Munoz Marin Intl
Frontier
Apr 6
SJU3:14 amSan Juan Luis Munoz Marin Intl
10h 14m
1 stop
MDW12:28 pmChicago Midway
Apr 14
MDW1:03 pmChicago Midway
11h 11m
1 stop
SJU1:14 amSan Juan Luis Munoz Marin Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport, with most prices found around $252. If you are unable to visit Chicago Midway Airport during the month of December, then departing from San Juan Luis Munoz Marin Intl Airport during the month August is also very affordable. Most momondo users find prices during this month for around $270.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport. The lowest ticket price found for a Friday departure recently was $154. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from San Juan Luis Munoz Marin Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $610.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $237 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $614. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest San Juan Luis Munoz Marin Intl to Chicago Midway flight route?

Fly from San Juan Luis Munoz Marin Intl to Chicago Midway for the best San Juan Luis Munoz Marin Intl - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $356 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport for as low as $244 on momondo.

What cabin class options are available on San Juan Luis Munoz Marin Intl to Chicago Midway flights?

There are 1 cabin classes available to choose from on San Juan Luis Munoz Marin Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport flight prices changed over time?

As of March 2025, prices for San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport flights are approximately 165% more expensive when compared to flights at the same time last year.

When to book flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport (SJU to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport

Best Price Found

$140

Fastest flight time

5h 00m

Direct flights

Mon and Sun
The best one-way flight to Chicago Midway Airport from San Juan Luis Munoz Marin Intl Airport in the past 72 hours is $140. The best round-trip flight deal from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $293.
The fastest flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport takes 5h 00m
Direct flights go from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport on Monday and Sunday. The only airline offering direct flights is Southwest.

  • How far is San Juan Luis Munoz Marin Intl to Chicago Midway by plane?

    Chicago Midway is 2057.4 mi away from San Juan Luis Munoz Marin Intl. 5h 20m is a normal flight duration for this route.

  • When did momondo last update prices for flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?

    Prices for flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?

  • What is the most popular airline from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?


Best airlines flying from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $148Free CancellationRating
6.0
3,276 reviews
Search Frontier flights
SouthwestPriceFrom $312Free CancellationRating
8.0
4,276 reviews
Search Southwest flights
  • Southwest Flights From San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport

    The lowest priced Southwest flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport from the last 72 hours was $312. Generally, Southwest has 5 flights on this route every week with an average price of $438. Southwest is rated 8.0/10 by our users.


Traveling to a place near Chicago?

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Why use momondo?

Why should I use momondo to find a flight deal from San Juan to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San Juan to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from San Juan to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from San Juan which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from San Juan to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Juan to Chicago.

I’m not ready to book a flight from San Juan to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of San Juan to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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