$147 Cheap Flights from Chicago (MDW) to Ponce (PSE)

View $147 flight on Fri, Jan 23, 2026Opens 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 $147 for one-way flights and $297 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Nov 7 - Fri, Nov 14
MDW
Chicago
PSE
Ponce
$297 Roundtrip, found 3 hours ago
$297
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Chicago to Ponce, returning Fri, Nov 14, priced at $297 found 3 hours ago
Frontier Airlines
Fri, Nov 7 - Sat, Nov 15
MDW
Chicago
PSE
Ponce
$306 Roundtrip, found 3 hours ago
$306
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Chicago to Ponce, returning Sat, Nov 15, priced at $306 found 3 hours ago
Frontier Airlines
Sat, Oct 4 - Fri, Oct 10
MDW
Chicago
PSE
Ponce
$363 Roundtrip, found 4 days ago
$363
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Oct 4 from Chicago to Ponce, returning Fri, Oct 10, priced at $363 found 4 days ago
Frontier Airlines
Sun, Nov 9 - Fri, Nov 14
MDW
Chicago
PSE
Ponce
$371 Roundtrip, found 3 hours ago
$371
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Nov 9 from Chicago to Ponce, returning Fri, Nov 14, priced at $371 found 3 hours ago
Frontier Airlines
Sun, Nov 9 - Sat, Nov 15
MDW
Chicago
PSE
Ponce
$380 Roundtrip, found 3 hours ago
$380
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Nov 9 from Chicago to Ponce, returning Sat, Nov 15, priced at $380 found 3 hours ago
Frontier Airlines
Thu, Oct 23 - Thu, Jan 15
MDW
Chicago
PSE
Ponce
$413 Roundtrip, found 3 days ago
$413
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Chicago to Ponce, returning Thu, Jan 15, priced at $413 found 3 days ago
Frontier Airlines
Sun, Oct 26 - Thu, Jan 15
MDW
Chicago
PSE
Ponce
$424 Roundtrip, found 3 days ago
$424
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Oct 26 from Chicago to Ponce, returning Thu, Jan 15, priced at $424 found 3 days ago
Frontier Airlines
Sun, Oct 12 - Fri, Oct 17
MDW
Chicago
PSE
Ponce
$526 Roundtrip, found 2 days ago
$526
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Oct 12 from Chicago to Ponce, returning Fri, Oct 17, priced at $526 found 2 days ago
Frontier Airlines
Thu, Oct 23 - Fri, Jan 16
MDW
Chicago
PSE
Ponce
$553 Roundtrip, found 3 days ago
$553
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Chicago to Ponce, returning Fri, Jan 16, priced at $553 found 3 days ago
Frontier Airlines
Sun, Oct 26 - Fri, Jan 16
MDW
Chicago
PSE
Ponce
$564 Roundtrip, found 3 days ago
$564
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Oct 26 from Chicago to Ponce, returning Fri, Jan 16, priced at $564 found 3 days ago

Alternative airports near Ponce

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Mercedita PSE. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $526
PSE
Mercedita
CheapestClosest
Average driving time to city center8 min
Flights from $526

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 $147 or cheap return flight from $297 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)?
November 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.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Mercedita
Airlines serving
Frontier Airlines
Roundtrip price
$297
Distance
2063 mi

Book with confidence

Book with confidence

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 November. 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 $147 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.

 

Chicago to Ponce Flights

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Explore a world of travel with Expedia

*Available to One Key members.