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Cheap flights from San Juan Luis Munoz Marin Intl Airport to Chicago from $94

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 departing on 9/13. 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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0 bags

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Find the cheapest flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Cheap round-trip flights

Frontier Logo
1:06 pm - 7:16 amSJU-MDW
19h 10m1 stop
Frontier Logo
6:20 am - 2:11 pmMDW-SJU
6h 51m1 stop
$153Frontier
Find Deal
Wed, Sep 24 - Mon, Sep 29
Frontier Logo
1:06 pm - 7:16 amSJU-MDW
19h 10m1 stop
Frontier Logo
6:21 am - 3:22 pmMDW-SJU
8h 01m1 stop
$158Frontier
Find Deal
Wed, Sep 24 - Sun, Sep 28
Frontier Logo
11:05 am - 1:10 pmSJU-MDW
28h 05m1 stop
Frontier Logo
6:00 am - 2:54 pmMDW-SJU
6h 54m1 stop
$261Frontier
Find Deal
Wed, Dec 3 - Mon, Dec 8
Frontier Logo
3:16 pm - 11:20 pmSJU-MDW
9h 04m1 stop
Frontier Logo
6:21 am - 3:20 pmMDW-SJU
7h 59m1 stop
$280Frontier
Find Deal
Thu, Oct 2 - Sun, Oct 5
Frontier Logo
8:03 am - 12:44 pmSJU-MDW
6h 41m1 stop
Frontier Logo
6:15 am - 3:15 pmMDW-SJU
7h 00m1 stop
$281Frontier
Find Deal
Fri, Nov 14 - Mon, Nov 17
Delta Logo
12:58 pm - 9:13 pmSJU-MDW
9h 15m1 stop
Delta Logo
6:00 am - 4:18 pmMDW-SJU
9h 18m1 stop
$337Delta
Find Deal
Sat, Oct 4 - Tue, Oct 7
Delta Logo
2:40 pm - 9:44 pmSJU-MDW
8h 04m1 stop
Delta Logo
6:00 am - 4:36 pmMDW-SJU
9h 36m1 stop
$347Delta
Find Deal
Fri, Aug 29 - Tue, Sep 2
Southwest Logo
5:50 am - 2:00 pmSJU-MDW
9h 10m2 stops
Southwest Logo
1:00 pm - 10:30 pmMDW-SJU
8h 30m2 stops
$362Southwest
Find Deal
Mon, Sep 22 - Tue, Sep 30
Southwest Logo
5:50 am - 1:30 pmSJU-MDW
8h 40m2 stops
Southwest Logo
11:40 am - 10:40 pmMDW-SJU
10h 00m1 stop
$369Southwest
Find Deal
Fri, Aug 29 - Sat, Sep 13
 Logo
10:14 pm - 1:56 pmSJU-MDW
16h 42m2 stops
 Logo
1:11 pm - 1:35 amMDW-SJU
11h 24m2 stops
Thu, Aug 7 - Mon, Aug 11

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
Sep 24
SJU1:06 pmSan Juan Luis Munoz Marin Intl
19h 10m
1 stop
MDW7:16 amChicago Midway
Sep 29
MDW6:20 amChicago Midway
6h 51m
1 stop
SJU2:11 pmSan Juan Luis Munoz Marin Intl
Frontier
Sep 24
SJU1:06 pmSan Juan Luis Munoz Marin Intl
19h 10m
1 stop
MDW7:16 amChicago Midway
Sep 28
MDW6:21 amChicago Midway
8h 01m
1 stop
SJU3:22 pmSan Juan Luis Munoz Marin Intl
Frontier
Jul 10
SJU12:59 amSan Juan Luis Munoz Marin Intl
23h 52m
1 stop
MDW11:51 pmChicago Midway
Jul 13
MDW8:35 amChicago Midway
23h 29m
1 stop
SJU9:04 amSan Juan Luis Munoz Marin Intl

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
Oct 4
SJU12:58 pmSan Juan Luis Munoz Marin Intl
9h 15m
1 stop
MDW9:13 pmChicago Midway
Oct 7
MDW6:00 amChicago Midway
9h 18m
1 stop
SJU4:18 pmSan Juan Luis Munoz Marin Intl
Delta
Aug 29
SJU2:40 pmSan Juan Luis Munoz Marin Intl
8h 04m
1 stop
MDW9:44 pmChicago Midway
Sep 2
MDW6:00 amChicago Midway
9h 36m
1 stop
SJU4:36 pmSan 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 September 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 $580.

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 $610. 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 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $386 when searching 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 $250 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 July 2025, prices for San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport flights are approximately 93% 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

$94

Fastest flight time

6h 41m

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 $94. 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 $153.
The fastest flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport takes 6h 41m
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. 6h 41m 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
5.9
3,284 reviews
Search Frontier flights
SouthwestPriceFrom $312Free CancellationRating
8.0
4,270 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 2 flights on this route every week with an average price of $454. 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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Tue 7/8
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