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$348+ Cheap flights from Dominica to Chicago (CHI)

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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
DOM — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Dominica to Chicago

One-way flights from Dominica to Chicago
Search for one-way flight options from Dominica to Chicago. Find affordable one-way fares based on user searches. Data last updated December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:45 pmDOM - ORD
1 stop9h 52mUnited Airlines
Deal found 12/17$348
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 4/79:00 amDOM - ORD
2 stops16h 01mMultiple Airlines
Deal found 12/17$355
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Fri 4/109:00 amDOM - ORD
2 stops25h 38mMultiple Airlines
Deal found 12/17$389
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:15 pmDOM - ORD
2 stops17h 55mAmerican Airlines
Deal found 12/17$433
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Thu 4/97:15 amDOM - ORD
3 stops17h 26mMultiple Airlines
Deal found 12/17$492
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 4/87:15 amDOM - ORD
3 stops17h 26mMultiple Airlines
Deal found 12/17$503
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/273:45 pmDOM - ORD
1 stop9h 50mUnited Airlines
Deal found 12/15$506
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/274:20 pmDOM - ORD
3 stops42h 11mMultiple Airlines
Deal found 12/15$535

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dominica to Chicago 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 18, 2025.
Use the filters below to find and compare flights from Dominica to Chicago that are best for you.

Fly from

Dominica

Fly to

Chicago

Route

Depart

Return

Price

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Wed 4/8

2:45 pm-11:37 pm

1 stop9h 52m

$348

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Tue 4/7

9:00 am-5:45 am

1 stop21h 45m

$376

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Fri 4/10

9:00 am-9:38 am

2 stops25h 38m

$389

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Wed 4/8

2:15 pm-7:10 am

2 stops17h 55m

$433

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Thu 4/9

7:15 am-11:41 pm

3 stops17h 26m

$492

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Wed 4/8

7:15 am-11:41 pm

3 stops17h 26m

$503

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Best time to book a flight from Dominica to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dominica 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 Dominica to Chicago
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 Dominica to Chicago. 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 Dominica to Chicago that include hotel bookings?

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

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

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

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

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Dominica to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Roseau to O'Hare Intl flights

Top airline flying from Dominica to Chicago

Discover the top airline that operate flights from Dominica to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$708Average$869FlexibilityNo cancel feeOn-time71%

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