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Cheap flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport from $63

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 4/2. 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

These are some of the best round-trip flight deals from San Juan Luis Munoz Marin Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from San Juan Luis Munoz Marin Intl Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from San Juan Luis Munoz Marin Intl Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from San Juan Luis Munoz Marin Intl Airport to Chicago

Find recent round-trip train or bus tickets from San Juan Luis Munoz Marin Intl Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
1:28 pm - 2:19 pmSJU-MDW
26h 51m1 stop
11:33 am - 2:19 amMDW-SJU
12h 46m1 stop
$137Frontier
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Thu, Jan 23 - Mon, Jan 27
9:49 pm - 2:42 pmSJU-MDW
18h 53m1 stop
7:45 am - 1:59 amMDW-SJU
16h 14m1 stop
$144Frontier
Find Deal
Thu, Feb 6 - Mon, Feb 10
7:55 am - 7:45 pmSJU-MDW
12h 50m1 stop
12:40 pm - 9:38 pmMDW-SJU
7h 58m1 stop
$147Frontier
Find Deal
Tue, Apr 1 - Wed, Apr 9
7:55 am - 7:45 pmSJU-MDW
12h 50m1 stop
4:40 pm - 1:50 amMDW-SJU
8h 10m1 stop
$150Frontier
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Tue, Apr 1 - Tue, Apr 8
1:10 am - 5:49 pmSJU-MDW
17h 39m1 stop
12:46 pm - 9:34 amMDW-SJU
43h 48m2 stops
$222
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Wed, Apr 30 - Tue, May 6
1:10 am - 3:53 pmSJU-MDW
15h 43m1 stop
5:57 pm - 9:34 amMDW-SJU
38h 37m2 stops
$259
Find Deal
Tue, Apr 15 - Sun, Apr 20
6:05 am - 2:45 pmSJU-MDW
10h 40m1 stop
1:25 pm - 12:50 amMDW-SJU
9h 25m2 stops
$305Southwest
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Thu, Feb 20 - Mon, Feb 24
2:55 pm - 7:45 pmSJU-MDW
6h 50m1 stop
1:45 pm - 12:40 amMDW-SJU
8h 55m2 stops
$310Southwest
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Wed, Feb 12 - Wed, Feb 19
4:15 pm - 10:20 pmSJU-MDW
8h 05m1 stop
10:57 am - 11:46 pmMDW-SJU
10h 49m1 stop
$325Delta
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Thu, Jan 23 - Mon, Jan 27
12:55 pm - 9:46 pmSJU-MDW
9h 51m1 stop
10:10 am - 7:39 pmMDW-SJU
8h 29m1 stop
$418Delta
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Thu, May 1 - Tue, May 6
5:35 am - 9:33 pmSJU-MDW
16h 58m1 stop
$63Frontier
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Wed, Apr 2
6:00 am - 3:53 pmSJU-MDW
10h 53m1 stop
$64Frontier
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Tue, Mar 11
9:15 pm - 10:02 amSJU-MDW
14h 47m1 stop
$65Frontier
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Sat, Jan 25
6:00 am - 4:50 pmSJU-MDW
12h 50m2 stops
$118Southwest
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Tue, Feb 4
6:15 am - 2:53 pmSJU-MDW
10h 38m1 stop
$163Delta
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Sat, Jan 18
6:00 am - 11:45 amSJU-MDW
7h 45m1 stop
$188Southwest
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Tue, Feb 11
6:15 am - 4:14 pmSJU-MDW
10h 59m1 stop
$248Delta
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Mon, Mar 10
2:19 pm - 5:35 pmSJU-MDW
29h 16m3 stops
$270
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Mon, Mar 3
9:34 pm - 9:26 pmSJU-MDW
25h 52m3 stops
$305
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Sat, Feb 22
3:00 pm - 5:43 pmSJU-MDW
28h 43m3 stops
$354WestJet
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Sun, Feb 9
1:45 pm - 10:00 pmSJU-MDW
10h 15m1 stop
1:20 pm - 12:40 amMDW-SJU
9h 20m1 stop
$665Southwest
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Sun, Jan 12 - Wed, Jan 15
1:45 pm - 10:00 pmSJU-MDW
10h 15m1 stop
1:45 pm - 12:40 amMDW-SJU
8h 55m2 stops
$720Southwest
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Sun, Jan 12 - Wed, Jan 15
4:15 pm - 10:20 pmSJU-MDW
8h 05m1 stop
10:57 am - 11:46 pmMDW-SJU
10h 49m1 stop
$735Delta
Find Deal
Fri, Jan 10 - Sun, Jan 12
4:15 pm - 10:20 pmSJU-MDW
8h 05m1 stop
10:57 am - 9:06 pmMDW-SJU
8h 09m1 stop
$999Delta
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Sun, Jan 12 - Thu, Jan 16
11:45 am - 7:15 pmSJU-MDW
9h 30m2 stops
1:45 pm - 12:40 amMDW-SJU
8h 55m2 stops
$1,008Southwest
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Sun, Jan 12 - Wed, Jan 15
6:15 am - 6:14 pmSJU-MDW
13h 59m2 stops
10:57 am - 11:46 pmMDW-SJU
10h 49m1 stop
$5,534Delta
Find Deal
Fri, Jan 10 - Sun, Jan 12

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
Jan 23
SJU1:28 pmSan Juan Luis Munoz Marin Intl
26h 51m
1 stop
MDW2:19 pmChicago Midway
Jan 27
MDW11:33 amChicago Midway
12h 46m
1 stop
SJU2:19 amSan Juan Luis Munoz Marin Intl
$137
Find similar
Frontier
Feb 6
SJU9:49 pmSan Juan Luis Munoz Marin Intl
18h 53m
1 stop
MDW2:42 pmChicago Midway
Feb 10
MDW7:45 amChicago Midway
16h 14m
1 stop
SJU1:59 amSan Juan Luis Munoz Marin Intl
$144
Find similar
Frontier
Apr 1
SJU7:55 amSan Juan Luis Munoz Marin Intl
12h 50m
1 stop
MDW7:45 pmChicago Midway
Apr 9
MDW12:40 pmChicago Midway
7h 58m
1 stop
SJU9:38 pmSan Juan Luis Munoz Marin Intl
$147
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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
Jan 23
SJU4:15 pmSan Juan Luis Munoz Marin Intl
8h 05m
1 stop
MDW10:20 pmChicago Midway
Jan 27
MDW10:57 amChicago Midway
10h 49m
1 stop
SJU11:46 pmSan Juan Luis Munoz Marin Intl
$325
Find similar
Delta
May 1
SJU12:55 pmSan Juan Luis Munoz Marin Intl
9h 51m
1 stop
MDW9:46 pmChicago Midway
May 6
MDW10:10 amChicago Midway
8h 29m
1 stop
SJU7:39 pmSan Juan Luis Munoz Marin Intl
$418
Find similar
Delta
Jan 17
SJU4:15 pmSan Juan Luis Munoz Marin Intl
8h 05m
1 stop
MDW10:20 pmChicago Midway
Jan 21
MDW10:57 amChicago Midway
10h 49m
1 stop
SJU11:46 pmSan Juan Luis Munoz Marin Intl
$425
Find similar

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 February 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 $244. If you are unable to visit Chicago Midway Airport during the month of February, then departing from San Juan Luis Munoz Marin Intl Airport during the month December is also very affordable. Most momondo users find prices during this month for around $252.

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

According to our data, Sunday 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 Sunday departure recently was $247. 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, Wednesday 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 $384.

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 afternoon is the least expensive time of day to depart. momondo users have found prices as low as $211 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $353. 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?

We recommend purchasing flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport 21 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago Midway Airport for $309. In the past 72 hours, momondo users found flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport for as low as $150.

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 January 2025, prices for San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport flights are approximately 47% cheaper 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

$63

Fastest flight time

5h 15m

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 $63. 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 $137.
The fastest flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport takes 5h 15m
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.
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  • 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 15m 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 $130Free CancellationRating
6.0
3,428 reviews
Search Frontier flights
DeltaPriceFrom $249Free CancellationRating
8.0
8,499 reviews
Search Delta flights
SouthwestPriceFrom $267Free CancellationRating
8.1
4,648 reviews
Search Southwest flights

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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