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

View $147 flight on Thu, Nov 20, 2025Opens in a new window

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

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Cheap Flights from Ponce to Chicago (PSE-MDW)

Prices were available within the past 7 days and start at $147 for one-way flights and $380 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Oct 24 - Sun, Nov 2
PSE
Ponce
MDW
Chicago
$380 Roundtrip, found 12 hours ago
$380
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Fri, Oct 24 from Ponce to Chicago, returning Sun, Nov 2, priced at $380 found 12 hours ago
Frontier Airlines
Fri, Oct 24 - Thu, Oct 30
PSE
Ponce
MDW
Chicago
$462 Roundtrip, found 1 day ago
$462
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Oct 24 from Ponce to Chicago, returning Thu, Oct 30, priced at $462 found 1 day ago

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $583
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $583

Frequently asked questions

How much does a flight from Mercedita Airport (PSE) to Midway Intl. Airport (MDW) cost?
Grab a cheap one-way flight from $147 or cheap return flight from $380 from Mercedita Airport (PSE) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Mercedita Airport (PSE) to Midway Intl. Airport (MDW)?
October is the least expensive month to fly from PSE to MDW. Planning your trip for the off-season is often the key to landing a great deal.
Which airlines fly direct from Mercedita Airport (PSE) to Midway Intl. Airport (MDW)?
You can't fly direct to Midway Intl. Airport (MDW) from Ponce (PSE-Mercedita). However, you can easily travel to Chicago without any layovers by taking off from Luis Munoz Marin Intl. Airport (SJU).
What is the cheapest airline that flies from Mercedita Airport (PSE) to Midway Intl. Airport (MDW)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll fly you from PSE to MDW. Then, sort your results by "Price (lowest to highest)" to snag a good deal.
How many flights per day from Mercedita Airport (PSE) to Midway Intl. Airport (MDW)?
Direct flights from Mercedita Airport (PSE) to Midway Intl. Airport (MDW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from PSE to MDW?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Mercedita Airport (PSE) to Midway Intl. Airport (MDW)?
Choose a flight from Mercedita Airport (PSE) to Midway Intl. Airport (MDW) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures after this hour are on average 22% more likely to be canceled.**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.
Is it cheaper to buy a plane ticket from Mercedita Airport (PSE) to Midway Intl. Airport (MDW) last-minute?
Booking your ticket from PSE to MDW just before your trip is typically more expensive. However, if you're flexible with your travel dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book a PSE to MDW flight and hotel package?
Opting for a PSE to MDW flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Pick from our extensive range of stays and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Mercedita Airport (PSE) to Midway Intl. Airport (MDW)?
It's generally possible to cancel or reschedule your PSE to MDW flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Mercedita
Destination airport
Midway Intl.
Airlines serving
Frontier Airlines
Roundtrip price
$379
Distance
2063 mi

Book with confidence

Ponce to Chicago Flights

The cheapest times to fly from Ponce to Chicago

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 Ponce to Chicago are during the month of October. You can find some of the cheapest flights from Ponce to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Ponce to Chicago

Sunday is one of the best days to book for cheap flights from Ponce to Chicago: 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 Ponce to Chicago

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 Ponce to Chicago 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 Ponce to Chicago 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 Ponce to Chicago 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.

 

Ponce to Chicago Flights

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