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Port Au Prince

$733+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PAP
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Cheap 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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,291
(Mytrip)

One-way from

$807
(Mytrip)
Provider with most accurate pricing for Chicago (CHI)-Port Au Prince Mais Gate flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Port Au Prince Mais Gate flights.
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From Chicago (CHI) to Port Au Prince Mais Gate
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One-way flight from Chicago (CHI) to Port Au Prince Mais Gate
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Find flight deals from Chicago to Port Au Prince

Cheapest flights from Chicago to Port Au Prince
Explore the most affordable flight options available from Chicago to Port Au Prince. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2025.

This Mytrip deal was found by Cheapflights users on 10/21. 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.
Fri 12/57:00 amORD - PAP
2 stops24h 10mMultiple Airlines
Fri 12/1212:00 pmPAP - ORD
2 stops31h 36mMultiple Airlines
Deal found 10/21$1,291
This Trip.com deal was found by Cheapflights users on 10/22. 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.
Fri 11/218:59 amORD - PAP
3 stops46h 16mMultiple Airlines
Fri 11/283:00 pmPAP - ORD
3 stops34h 08mMultiple Airlines
Deal found 10/22$2,908
This Trip.com deal was found by Cheapflights users on 10/22. 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.
Fri 11/215:05 amMDW - PAP
3 stops50h 10mMultiple Airlines
Fri 11/283:00 pmPAP - MDW
3 stops32h 43mMultiple Airlines
Deal found 10/22$2,914

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 October 23, 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

Fri 12/5

7:00 am-8:10 am

2 stops24h 10m

Port Au Prince Mais Gate

Fri 12/12

12:00 pm-6:36 pm

2 stops31h 36m

$1,291

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Fri 11/21

8:59 am-8:15 am

3 stops46h 16m

Port Au Prince Mais Gate

Fri 11/28

3:00 pm-12:08 am

3 stops34h 08m

$2,908

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Fri 11/21

5:05 am-8:15 am

3 stops50h 10m

Port Au Prince Mais Gate

Fri 11/28

3:00 pm-10:43 pm

3 stops32h 43m

$2,914

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Sun 2/15

1:35 pm-2:30 pm

2 stops23h 55m

$733

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Sun 3/15

8:00 am-8:15 am

2 stops47h 15m

$805

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Mon 12/15

5:05 am-2:30 pm

3 stops32h 25m

$807

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Sun 3/15

8:59 pm-12:15 pm

3 stops38h 16m

$984

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Mon 12/15

8:42 pm-2:30 pm

3 stops40h 48m

$1,018

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Port Au Prince flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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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