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Cheap flights from Dominica to Chicago from $766

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Dominica to Chicago departing on 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Dominica to Chicago

Recent round-trip flight deals from Dominica to Chicago

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:00 am - 11:27 pmDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
15h 27m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
7:11 am - 5:40 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
33h 29m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl
$766Multiple Airlines
Sun, Aug 30 - Sat, Sep 12
Multiple Airlines Logo
8:55 am - 9:00 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
25h 05m2 stops Bridgetown Grantley Adams Intl Toronto Pearson Intl
Multiple Airlines Logo
8:40 pm - 8:15 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
22h 35m3 stops Toronto Pearson Intl Bridgetown Grantley Adams Intl Castries George F. L. Charle
$998Multiple Airlines
Sun, Aug 30 - Sat, Sep 12
Multiple Airlines Logo
9:00 am - 1:39 pmDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
29h 39m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale
Multiple Airlines Logo
10:59 am - 5:40 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
29h 41m2 stops New York John F Kennedy Intl San Juan Luis Munoz Marin Intl
$1,004Multiple Airlines
Sun, Aug 30 - Sat, Sep 12
American Airlines Logo
2:34 pm - 9:00 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
19h 26m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
5:00 am - 1:54 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
7h 54m1 stop Miami
$1,140American Airlines
Mon, Aug 24 - Fri, Aug 28
Multiple Airlines Logo
7:15 am - 9:00 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
26h 45m3 stops St. John's V.C. Bird Intl Bridgetown Grantley Adams Intl Toronto Pearson Intl
Multiple Airlines Logo
8:40 pm - 8:15 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
22h 35m3 stops Toronto Pearson Intl Bridgetown Grantley Adams Intl Castries George F. L. Charle
$1,195Multiple Airlines
Sun, Aug 30 - Sat, Sep 12
Multiple Airlines Logo
12:10 pm - 8:41 pmDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
33h 31m3 stops Bridgetown Grantley Adams Intl Port of Spain Piarco Intl Toronto Pearson Intl
Multiple Airlines Logo
2:15 pm - 6:10 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
26h 55m3 stops Toronto Pearson Intl Port of Spain Piarco Intl St. John's V.C. Bird Intl
$1,682Multiple Airlines
Mon, Aug 24 - Fri, Aug 28
Multiple Airlines Logo
12:10 pm - 9:00 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
21h 50m2 stops Bridgetown Grantley Adams Intl Toronto Pearson Intl
Multiple Airlines Logo
8:50 pm - 7:35 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
21h 45m2 stops Toronto Pearson Intl Bridgetown Grantley Adams Intl
$2,168Multiple Airlines
Mon, Aug 24 - Fri, Aug 28

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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, momondo users made 832,500 searches. Data last updated August 12, 2026.
Use the filters below to find and compare flights from Dominica to Chicago that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Sun 8/30

9:00 am-11:27 pm

1 stop15h 27m

Chicago O'Hare Intl

Sat 9/12

7:11 am-5:40 pm

2 stops33h 29m

$766

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Sun 8/30

8:55 am-9:00 am

2 stops25h 05m

Chicago O'Hare Intl

Sat 9/12

8:40 pm-8:15 pm

3 stops22h 35m

$998

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Sun 8/30

9:00 am-1:39 pm

2 stops29h 39m

Chicago O'Hare Intl

Sat 9/12

10:59 am-5:40 pm

2 stops29h 41m

$1,004
Quickest round-trip

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Mon 8/24

2:34 pm-9:00 am

2 stops19h 26m

Chicago O'Hare Intl

Fri 8/28

5:00 am-1:54 pm

1 stop7h 54m

$1,140

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Sun 8/30

7:15 am-9:00 am

3 stops26h 45m

Chicago O'Hare Intl

Sat 9/12

8:40 pm-8:15 pm

3 stops22h 35m

$1,195

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Mon 8/24

12:10 pm-8:41 pm

3 stops33h 31m

Chicago O'Hare Intl

Fri 8/28

2:15 pm-6:10 pm

3 stops26h 55m

$1,682

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Mon 8/24

12:10 pm-9:00 am

2 stops21h 50m

Chicago O'Hare Intl

Fri 8/28

8:50 pm-7:35 pm

2 stops21h 45m

$2,168
Cheapest one-way
Quickest one-way

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Mon 10/5

2:21 pm-12:38 am

1 stop11h 17m

$1,006

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Mon 10/5

2:21 pm-7:27 am

2 stops18h 06m

$1,016

RoseauChicago

DOM Roseau Douglas–Charles - ORD Chicago O'Hare Intl

DOMORD

Roseau Douglas–Charles

Mon 10/5

7:15 am-12:57 am

3 stops18h 42m

$2,302

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Dominica to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Dominica to Chicago?

American Airlines is the most popular carrier operating from Dominica to Chicago

Cheap Dominica to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dominica to Chicago

Fastest flight time

15h 27m

Direct flights

None
The fastest flight from Dominica to Chicago takes 15h 27m
There are no direct flights from Dominica to Chicago. There are no popular flight routes from Dominica to Chicago.
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Frequently asked questions about flying from Dominica to Chicago

  • When did momondo last update prices for flights from Dominica to Chicago?

    Prices for flights from Dominica to Chicago are refreshed on a daily basis.

  • How old do you have to be to fly from Dominica to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Dominica to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Dominica to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Dominica to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Dominica to Chicago with flexible booking policies on momondo?

All flight searches from Dominica to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Dominica to Chicago?

Once you have performed a search for Dominica to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Dominica to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Dominica and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport