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Port Au Prince

$491+ Cheap flights from Chicago (CHI) 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PAP
Jan 9 — Jan 161
Fri 1/9
Fri 1/16
1 adult, Economy
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Cheap flight deals from Chicago to Port Au Prince

One-way flights from Chicago to Port Au Prince
Search for one-way flight options from Chicago to Port Au Prince. Find affordable one-way fares based on user searches. Data last updated December 10, 2025.

This Mytrip deal was found by Cheapflights users on 12/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/228:43 pmORD - PAP
2 stops34h 27mMultiple Airlines
Deal found 12/8$491
This Kiwi.com deal was found by Cheapflights users on 12/7. 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.
Sun 3/158:59 pmORD - PAP
2 stops35h 16mMultiple Airlines
Deal found 12/7$654
This Trip.com deal was found by Cheapflights users on 12/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/225:01 pmMDW - PAP
3 stops38h 14mMultiple Airlines
Deal found 12/8$657
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Sun 2/153:40 pmORD - PAP
2 stops39h 35mMultiple Airlines
Deal found 12/10$664
This Kiwi.com deal was found by Cheapflights users on 12/7. 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.
Sun 3/158:00 amMDW - PAP
2 stops48h 15mMultiple Airlines
Deal found 12/7$762

Find flight deals from Chicago to Port Au Prince

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 December 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars
Provider with most accurate pricing for Chicago (CHI)-Port Au Prince Mais Gate flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Port Au Prince Mais Gate flights.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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 December 10, 2025.
Use the filters below to find and compare flights from Chicago to Port Au Prince that are best for you.

Fly from

Chicago

Fly to

Port Au Prince

Route

Depart

Return

Price

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Thu 1/22

3:22 pm-8:10 am

3 stops39h 48m

$545

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Sun 3/15

8:59 pm-9:15 am

2 stops35h 16m

$654

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Thu 1/22

5:01 pm-8:15 am

3 stops38h 14m

$657

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Sun 2/15

3:40 pm-8:15 am

2 stops39h 35m

$664

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Sun 3/15

8:00 am-9:15 am

2 stops48h 15m

$762

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Compare providers for flights from Chicago to Port Au Prince

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Port Au Prince in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Port Au Prince flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Port Au Prince flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Port Au Prince flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Port Au Prince flights, Cheapflights users trust eDreams the most. eDreams 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-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 Chicago to Port Au Prince

Have a flexible travel schedule? Discover the best time to fly to Port Au Prince from Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Port Au Prince
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    Located just 2.4 mi from the city center, Port Au Prince Mais Gate is the airport most travelers will use when flying to Port Au Prince from Chicago. Booking flights from Chicago to Mais Gate (PAP) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

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

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

  • How can I find direct flights from Chicago 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 Chicago to Port Au Prince.

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

    Yes. Cheapflights offers flight deals from Chicago 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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