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Haiti

$720+ Cheap flights from Chicago (CHI) to Haiti

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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CAP
Jul 9 — Jul 161
Thu 7/9
Thu 7/16
1 adult, Economy
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Cheap flight deals from Chicago to Haiti

Cheapest flights from Chicago to Haiti
Explore the most affordable flight options available from Chicago to Haiti. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.

This Trip.com deal was found by Cheapflights users on 6/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/197:05 am
ORD
-
PAP
3 stops47h 55m
Multiple Airlines
Sun 7/269:00 am
PAP
-
ORD
3 stops36h 52m
Multiple Airlines
Deal found 6/7$1,627
This Trip.com deal was found by Cheapflights users on 6/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:05 am
MDW
-
PAP
3 stops49h 25m
Multiple Airlines
Sun 7/261:00 pm
PAP
-
MDW
3 stops34h 03m
Multiple Airlines
Deal found 6/7$1,636

Find flight deals from Chicago to Haiti

Keep the following information in mind while searching for Chicago to Haiti flight deals. Data was last updated June 9, 2026.

Round-trip from

$1,627
(Trip.com)

One-way from

$792
(Kiwi.com)
From Chicago (CHI) to Haiti
Search Deals
One-way flight from Chicago (CHI) to Haiti
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Haiti 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 June 9, 2026.
Use the filters below to find and compare flights from Chicago to Haiti that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Sun 7/19

7:05 am-8:00 am

3 stops47h 55m

Port Au Prince Mais Gate

Sun 7/26

9:00 am-8:52 pm

3 stops36h 52m

$1,627
Quickest round-trip

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Sun 7/19

6:05 am-8:30 am

3 stops49h 25m

Port Au Prince Mais Gate

Sun 7/26

1:00 pm-10:03 pm

3 stops34h 03m

$1,636
Cheapest one-way
Quickest one-way

ChicagoPort Au Prince

ORD - PAP

ORDPAP

Chicago O'Hare Intl

Wed 7/8

8:05 am-2:30 pm

2 stops29h 25m

$720

ChicagoPort Au Prince

MDW - PAP

MDWPAP

Chicago Midway

Wed 7/8

12:11 pm-8:00 am

3 stops42h 49m

$792

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Sorted by cheapest first

Best time to book a flight from Chicago to Haiti

Have a flexible travel schedule? Discover the best time to fly to Haiti 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 Haiti
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 Haiti. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Chicago to Haiti that include hotel bookings?

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

  • How can I find direct flights from Chicago to Haiti?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Haiti.

  • Can I find deals for business class flights from Chicago to Haiti?

    Yes. Cheapflights offers flight deals from Chicago to Haiti 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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