$162 Cheap Flights from Chicago (MDW) to Ponce (PSE)

View $162 flight on Sun, Dec 7, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Ponce (PSE-Mercedita)

Cheap Flights from Chicago to Ponce (MDW-PSE)

Prices were available within the past 7 days and start at $162 for one-way flights and $215 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sun, Mar 1 - Tue, Mar 10
MDW
Chicago
PSE
Ponce
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Mar 1 from Chicago to Ponce, returning Tue, Mar 10, priced at $215 found 1 day ago
Frontier Airlines
Thu, Dec 11 - Thu, Dec 25
MDW
Chicago
PSE
Ponce
$248 Roundtrip, found 21 hours ago
$248
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Dec 11 from Chicago to Ponce, returning Thu, Dec 25, priced at $248 found 21 hours ago
Frontier Airlines
Fri, Dec 12 - Thu, Dec 25
MDW
Chicago
PSE
Ponce
$264 Roundtrip, found 21 hours ago
$264
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Chicago to Ponce, returning Thu, Dec 25, priced at $264 found 21 hours ago
Frontier Airlines
Thu, Dec 11 - Mon, Dec 29
MDW
Chicago
PSE
Ponce
$274 Roundtrip, found 21 hours ago
$274
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Dec 11 from Chicago to Ponce, returning Mon, Dec 29, priced at $274 found 21 hours ago
Frontier Airlines
Fri, Dec 12 - Mon, Dec 29
MDW
Chicago
PSE
Ponce
$290 Roundtrip, found 21 hours ago
$290
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Chicago to Ponce, returning Mon, Dec 29, priced at $290 found 21 hours ago
Frontier Airlines
Thu, Dec 11 - Tue, Dec 23
MDW
Chicago
PSE
Ponce
$298 Roundtrip, found 21 hours ago
$298
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Dec 11 from Chicago to Ponce, returning Tue, Dec 23, priced at $298 found 21 hours ago
Frontier Airlines
Fri, Nov 28 - Fri, Dec 5
MDW
Chicago
PSE
Ponce
$312 Roundtrip, found 4 days ago
$312
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Nov 28 from Chicago to Ponce, returning Fri, Dec 5, priced at $312 found 4 days ago
Frontier Airlines
Sun, Feb 15 - Mon, Feb 23
MDW
Chicago
PSE
Ponce
$313 Roundtrip, found 6 days ago
$313
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Chicago to Ponce, returning Mon, Feb 23, priced at $313 found 6 days ago
Frontier Airlines
Fri, Dec 12 - Tue, Dec 23
MDW
Chicago
PSE
Ponce
$314 Roundtrip, found 21 hours ago
$314
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Chicago to Ponce, returning Tue, Dec 23, priced at $314 found 21 hours ago
Frontier Airlines
Thu, Dec 4 - Thu, Dec 18
MDW
Chicago
PSE
Ponce
$316 Roundtrip, found 21 hours ago
$316
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Dec 4 from Chicago to Ponce, returning Thu, Dec 18, priced at $316 found 21 hours ago

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Flights from Chicago (MDW) to Ponce (PSE)
Origin airport
Midway Intl.
Destination airport
Mercedita
Airlines serving
Frontier Airlines
Roundtrip price
$215
Distance
2063 mi

Chicago to Ponce Flights

The cheapest times to fly from Chicago to Ponce

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Ponce are during the month of March. You can find some of the cheapest flights from Chicago to Ponce with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Ponce

Sunday is one of the best days to book for cheap flights from Chicago to Ponce: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Ponce

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Ponce in 2025. You can also book with separate airlines for your outbound and return journeys, from $162 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Ponce flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Ponce airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Mercedita Airport (PSE) cost?
Get a cheap one-way flight from $162 or cheap return flight from $215 from Midway Intl. Airport (MDW) to Mercedita Airport (PSE) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Mercedita Airport (PSE)?
March is the most affordable month to fly from MDW to PSE. Traveling during quieter months is often the key to landing a great deal.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Mercedita Airport (PSE)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest MDW to PSE flight.
How many flights per day from Midway Intl. Airport (MDW) to Mercedita Airport (PSE)?
You'll need to book a flight with a layover when traveling from Midway Intl. Airport (MDW) to Mercedita Airport (PSE). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from MDW to PSE?
Typically you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* However, this can change based on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Mercedita Airport (PSE)?
To reach Mercedita Airport (PSE) on schedule, pick a flight that takes off from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Ponce from Midway Intl. Airport (MDW)?
Explore your flight options from Midway Intl. Airport (MDW) to Luis Munoz Marin Intl. Airport (SJU). This is the only Ponce airport you can arrive at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Mercedita Airport (PSE) last-minute?
Last-minute fares from MDW to PSE are generally more expensive. For the cheapest rates, start looking for flights ahead of time. That being said, if you're flexible with your travel plans, you may score a cheap fare right before you leave.
Is it cheaper to book a MDW to PSE flight and hotel package?
You can save money by securing a MDW to PSE flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've selected your ideal accommodations and flights, you can add extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Mercedita Airport (PSE)?
If you reserved your MDW to PSE flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you want more information.

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*Available to One Key members.