Title: $107 Cheap flights from Chicago to Ponce (MDW to PSE) - Expedia.com ![La Guancha](https://images.trvl-media.com/place/6081945/51898624-b061-43d9-b975-464854fe35e7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6081945/51898624-b061-43d9-b975-464854fe35e7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $107 Cheap Flights from Chicago (MDW) to Ponce (PSE) [View $107 flight on Thu, Feb 19, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:MDW,to:PSE,departure:2/19/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:106.58&airProductToken=AQphCi8IxnISBDE0NTgY7LABIMxwKKrKhQMw1MuFAzhFQABYAWoEUENfMXIHWjE0VlBDNAouCMZyEgQ0Njg2GMxwIM8kKMjUhQMw8tWFAzhFQABYAWoEUENfMXIHWjE0VlBDNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travelers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Flight 1 Leaving from Going to Departing Flight 2 Leaving from Going to Departing ## Popular airlines from Chicago Midway Airport (MDW) to Ponce (PSE-Mercedita) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:PSE,departure:2/20/2026TANYT&leg2=from:PSE,to:MDW,departure:2/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ## Cheap Flights from Chicago to Ponce (MDW-PSE) Prices were available within the past 7 days and start at $107 for one-way flights and $202 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Apr 30 - Thu, May 7 MDW Chicago PSE Ponce $202 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:4/30/2026TANYT&leg2=from:PSE,to:MDW,departure:5/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:201.96&airProductToken=AQphCi8IxnISBDE1MzYY7LABIMxwKJbeiwMwv9-LAzhFQABYAWoEUENfMXIHWjE0VlBDNAouCMZyEgQ0Njg2GMxwIM8kKKHoiwMwzOmLAzhFQABYAWoEUENfMXIHWjE0VlBDNAphCi4IxnISBDQ2ODUYzyQgzHAoyK2MAzCRr4wDOEVAAFgBagRQQ18xcgdaMTRWUEM0Ci8IxnISBDM4NTMYzHAg7LABKJ22jAMw0LeMAzhFQABYAWoEUENfMXIHWjE0VlBDNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Feb 26 - Sat, Mar 7 MDW Chicago PSE Ponce $211 Roundtrip found 20 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:2/26/2026TANYT&leg2=from:PSE,to:MDW,departure:3/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:210.96&airProductToken=AQphCi8IxnISBDE0NTgY7LABIMxwKIqZhgMwtJqGAzhFQABYAWoEUENfMXIHWjE0VlBDNAouCMZyEgQ0Njg2GMxwIM8kKKijhgMw0qSGAzhFQABYAWoEUENfMXIHWjE0VlBDNAphCi4IxnISBDQ2ODUYzyQgzHAo2f-GAzCtgYcDOEVAAFgBagRQQ18xcgdaMjFWUEM1Ci8IxnISBDE0NTcYzHAg7LABKMqDhwMwgYWHAzhFQABYAWoEUENfMXIHWjIxVlBDNRIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Feb 26 - Mon, Mar 2 MDW Chicago PSE Ponce $223 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:2/26/2026TANYT&leg2=from:PSE,to:MDW,departure:3/2/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:222.96&airProductToken=AQphCi8IxnISBDE0NTgY7LABIMxwKIqZhgMwtJqGAzhFQABYAWoEUENfMXIHWjE0VlBDNAouCMZyEgQ0Njg2GMxwIM8kKKijhgMw0qSGAzhFQABYAWoEUENfMXIHWjE0VlBDNAphCi4IxnISBDQ2ODUYzyQgzHAogseGAzDPyIYDOEVAAFgBagRQQ18xcgdSMDdWUEM0Ci8IxnISBDM4NTMYzHAg7LABKNrKhgMwk8yGAzhFQABYAWoEUENfMXIHUjA3VlBDNBIMCAEQARgBKgJGOTIAGAEiBAgBEAEoAigDMA0) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Apr 23 - Thu, May 7 MDW Chicago PSE Ponce $228 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:4/23/2026TANYT&leg2=from:PSE,to:MDW,departure:5/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:227.20&airProductToken=AQpDCiAIxnISBDE1MzYY7LABIMxwKLaPiwMw35CLAzhaQABYAQofCMZyEgQ0Njg2GMxwIM8kKMGZiwMw7JqLAzhaQAFYAQpDCh8IxnISBDQ2ODUYzyQgzHAoyK2MAzCRr4wDOFpAAFgBCiAIxnISBDM4NTMYzHAg7LABKJ22jAMw0LeMAzhaQAFYARIKCAEQARgBKgJGORgBIgQIARABKAQwAQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Feb 26 - Sat, Mar 7 MDW Chicago PSE Ponce $232 Roundtrip found 5 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:2/26/2026TANYT&leg2=from:PSE,to:MDW,departure:3/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:231.96&airProductToken=AQphCi8IxnISBDE0NTgY7LABIMxwKIqZhgMwtJqGAzhFQABYAWoEUENfMXIHUjA3VlBDNAouCMZyEgQ0Njg2GMxwIM8kKKijhgMw0qSGAzhFQABYAWoEUENfMXIHUjA3VlBDNAphCi4IxnISBDQ2ODUYzyQgzHAo2f-GAzCtgYcDOEVAAFgBagRQQ18xcgdaMjFWUEM1Ci8IxnISBDE0NTcYzHAg7LABKMqDhwMwgYWHAzhFQABYAWoEUENfMXIHWjIxVlBDNRIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Fri, Apr 10 - Thu, Apr 16 MDW Chicago PSE Ponce $237 Roundtrip found 23 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:4/10/2026TANYT&leg2=from:PSE,to:MDW,departure:4/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:236.96&airProductToken=AQphCi8IxnISBDE1MzYY7LABIMxwKLqCigMw5YOKAzhFQABYAWoEUENfMXIHWjE0UFBDNAouCMZyEgQ0Njg2GMxwIM8kKK-HigMw2oiKAzhFQABYAWoEUENfMXIHWjE0UFBDNAphCi4IxnISBDQ2ODUYzyQgzHAoqMGKAzDxwooDOEVAAFgBagRQQ18xcgdaMTRWUEM0Ci8IxnISBDM4NTMYzHAg7LABKP3JigMwsMuKAzhFQABYAWoEUENfMXIHWjE0VlBDNBIKCAEQARgBKgJGORgBIgQIARABKAIoAzAN) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, Mar 30 - Thu, Apr 16 MDW Chicago PSE Ponce $239 Roundtrip found 4 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:3/30/2026TANYT&leg2=from:PSE,to:MDW,departure:4/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:238.58&airProductToken=AQpDCiAIxnISBDE1MzYY7LABIMxwKKuHiQMw0oiJAzhaQABYAQofCMZyEgQ0Njg2GMxwIM8kKLmMiQMw5Y2JAzhaQAFYAQpDCh8IxnISBDQ2ODUYzyQgzHAoqMGKAzDxwooDOFpAAFgBCiAIxnISBDM4NTMYzHAg7LABKP3JigMwsMuKAzhaQAFYARIKCAEQARgBKgJGORgBIgQIARABKAQwAQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Feb 26 - Tue, Mar 10 MDW Chicago PSE Ponce $249 Roundtrip found 4 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:2/26/2026TANYT&leg2=from:PSE,to:MDW,departure:3/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:248.92&airProductToken=AQpDCiAIxnISBDE0NTgY7LABIMxwKIqZhgMwtJqGAzhSQABYAQofCMZyEgQ0Njg2GMxwIM8kKKijhgMw0qSGAzhSQAFYAQpDCh8IxnISBDQ2ODUYzyQgzHAo_6GHAzDPo4cDOFpAAFgBCiAIxnISBDE0NTcYzHAg7LABKLWuhwMw8a-HAzhaQAFYARIKCAEQARgBKgJGORgBIgQIARABKAQwAQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Feb 26 - Sat, Mar 7 MDW Chicago PSE Ponce $251 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:2/26/2026TANYT&leg2=from:PSE,to:MDW,departure:3/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:250.30&airProductToken=AQpDCiAIxnISBDE0NTgY7LABIMxwKIqZhgMwtJqGAzhSQABYAQofCMZyEgQ0Njg2GMxwIM8kKKijhgMw0qSGAzhSQAFYAQpDCh8IxnISBDQ2ODUYzyQgzHAo2f-GAzCtgYcDOFpAAFgBCiAIxnISBDE0NTcYzHAg7LABKMqDhwMwgYWHAzhaQAFYARIKCAEQARgBKgJGORgBIgQIARABKAQwAQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Thu, Apr 16 - Sun, Apr 19 MDW Chicago PSE Ponce $257 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PSE,departure:4/16/2026TANYT&leg2=from:PSE,to:MDW,departure:4/19/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:256.96&airProductToken=AQphCi8IxnISBDE1MzYY7LABIMxwKNbAigMw_8GKAzhFQABYAWoEUENfMXIHWjE0VlBDNAouCMZyEgQ0Njg2GMxwIM8kKOHKigMwjMyKAzhFQABYAWoEUENfMXIHWjE0VlBDNAphCi4IxnISBDQ2ODUYzyQgzHAoiOOKAzDR5IoDOEVAAFgBagRQQ18xcgdSMDdQUEM0Ci8IxnISBDM4NTMYzHAg7LABKN3rigMwkO2KAzhFQABYAWoEUENfMXIHUjA3UFBDNBIMCAEQARgBKgJGOTIAGAEiBAgBEAEoAigDMA0) ## Alternative airports near Ponce Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:PSE,departure:2/20/2026TANYT&leg2=from:PSE,to:MDW,departure:2/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) PSE Mercedita CheapestClosest 8 min [Flights from $393 ](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:PSE,departure:2/20/2026TANYT&leg2=from:PSE,to:MDW,departure:2/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) __Flights from Chicago (MDW) to Ponce (PSE)__ | Origin airport | Midway Intl. | | ------------------- | ----------------- | | Destination airport | Mercedita | | Airlines serving | Frontier Airlines | | Roundtrip price | $202 | | 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 April. 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 2026\. You can also book with separate airlines for your outbound and return journeys, from $107 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](https://www.expedia.com/package-deals). 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 Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita) cost? ### What is the cheapest month to fly from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? ### Which airlines fly direct from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? ### What is the cheapest airline that flies from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? ### How do I find cheap flights from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? ### What is the best time to fly from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? ### What is the earliest flight from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? ### How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? ### Can you fly business or first class from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? ### How do I earn miles on a Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita) flight with Expedia? ### Is it cheaper to buy a plane ticket from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita) at the last minute? ### Is it cheaper to book a Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita) flight and hotel package? ### Can I cancel or change the date of my flight from Chicago, IL (MDW-Midway Intl.) to Ponce (PSE-Mercedita)? \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - 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[Flights to Ponce ](https://www.expedia.com/Cheap-Flights-To-Ponce.d2879.Travel-Guide-Flights) - [Parque de la Ceiba ](https://www.expedia.com/Parque-De-La-Ceiba-Ponce.d553248622639801729.Vacation-Attraction) - [Visit Ponce ](https://www.expedia.com/Ponce.dx2879) - [Museo de la Musica Puertorriquena ](https://www.expedia.com/Museo-De-La-Musica-Puertorriquena-Ponce-Centro.d553248621533158039.Vacation-Attraction) - [Teatro la Perla ](https://www.expedia.com/Teatro-La-Perla-Ponce-Centro.d6081939.Vacation-Attraction) - [Ponce Vacations ](https://www.expedia.com/Ponce.d2879.Destination-Travel-Guides) - [Ponce History Museum ](https://www.expedia.com/Ponce-History-Museum-Ponce-Centro.d553248621533158037.Vacation-Attraction) - [Museum of Puerto Rico Music ](https://www.expedia.com/Museum-Of-Puerto-Rico-Music-Ponce-Centro.d6081947.Vacation-Attraction) - [Parque de Bombas ](https://www.expedia.com/Parque-De-Bombas-Ponce-Centro.d6081925.Vacation-Attraction) - [Car rentals near Ponce ](https://www.expedia.com/Car-Rentals-In-Ponce.d2879.Car-Rental-Guide) - [Car rentals near Teatro la Perla ](https://www.expedia.com/Car-Rentals-In-Teatro-La-Perla.d6081939.Car-Rental-Guide) - [Things to do in Ponce ](https://www.expedia.com/Things-To-Do-In-Ponce.d2879.Travel-Guide-Activities) \*Available to One Key members.