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Port Au Prince

$830+ Cheap flights from Midway (MDW) to Port Au Prince (PAP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PAP
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
1 adult, Economy
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Cheap flight deals from Midway to Port Au Prince

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Port Au Prince (PAP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars
Provider with most accurate pricing for Chicago Midway-Port Au Prince Mais Gate flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Port Au Prince Mais Gate flights.
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Find flight deals from Midway to Port Au Prince

One-way flights from Midway to Port Au Prince
Search for one-way flight options from Midway to Port Au Prince. Find affordable one-way fares based on user searches. Data last updated November 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:42 pmMDW - PAP
3 stops40h 48mMultiple Airlines
Deal found 11/19$830
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/218:00 amMDW - PAP
2 stops27h 30mMultiple Airlines
Deal found 11/19$1,462

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Port Au Prince that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 21, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Port Au Prince that are best for you.

Fly from

Midway

Fly to

Port Au Prince

Route

Depart

Return

Price

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Mon 12/15

8:42 pm-2:30 pm

3 stops40h 48m

$830

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Sat 3/21

8:00 am-12:30 pm

2 stops27h 30m

$1,462

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Port Au Prince flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Chicago Midway Airport-Port Au Prince flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Port Au Prince flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Port Au Prince flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Port Au Prince flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Port Au Prince

Have a flexible travel schedule? Discover the best time to fly to Port Au Prince from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Port Au Prince. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Port Au Prince from Chicago Midway?

    Most people fly into Port Au Prince Mais Gate (PAP) if they book a flight to Port Au Prince from Chicago Midway. On average, Mais Gate has 0 inbound flights from Chicago Midway per day from 0 airlines. Port Au Prince Mais Gate is conveniently located just 2.4 mi from Port Au Prince’s city center.

  • Can I find deals for flights from Midway to Port Au Prince that include hotel bookings?

    Yes. In addition to deals on Midway to Port Au Prince flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Port Au Prince?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Port Au Prince.

  • Can I find deals for business class flights from Midway to Port Au Prince?

    Yes. Cheapflights offers flight deals from Midway to Port Au Prince by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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O'Hare Intl to Port Au Prince flights

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