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Cheap flights from Roseau to Chicago from $359

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Roseau to Chicago departing on 8/7. 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
0 bags

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Cheap round-trip flights

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DOM
-
CHI
2398 mimulti-stop
Multiple Airlines Logo
CHI
-
DOM
2398 mimulti-stop
Multiple Airlines

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American Airlines flights from Roseau to Chicago

Our best American Airlines deals on Roseau to Chicago flight tickets
American Airlines
Jun 13
DOM4:25 pmRoseau Douglas–Charles
15h 32m
2 stops
ORD6:57 amChicago O'Hare Intl
Jun 20
ORD6:00 pmChicago O'Hare Intl
18h 47m
1 stop
DOM1:47 pmRoseau Douglas–Charles
$795
American Airlines
Jun 13
DOM4:25 pmRoseau Douglas–Charles
17h 44m
1 stop
ORD9:09 amChicago O'Hare Intl
Jun 20
ORD6:00 pmChicago O'Hare Intl
18h 47m
1 stop
DOM1:47 pmRoseau Douglas–Charles
$839
American Airlines
Jun 13
DOM4:25 pmRoseau Douglas–Charles
15h 32m
2 stops
ORD6:57 amChicago O'Hare Intl
Jun 20
ORD8:52 pmChicago O'Hare Intl
15h 55m
2 stops
DOM1:47 pmRoseau Douglas–Charles
$849

momondo Fare Finder

 
Customize your flight search to find flights from Roseau 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 April 30, 2026.
Use the filters below to find and compare flights from Roseau to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest one-way

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Fri 8/7

9:00 am-12:25 pm

2 stops28h 25m

$359

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Sun 8/16

9:00 am-9:11 am

2 stops25h 11m

$379

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Fri 8/7

9:00 am-11:38 pm

1 stop15h 38m

$402

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Tue 8/11

9:00 am-12:25 pm

3 stops28h 25m

$410

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Sun 8/9

9:00 am-9:11 am

2 stops25h 11m

$428

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Fri 8/7

9:25 am-12:25 pm

3 stops28h 00m

$430

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Tue 8/18

9:25 am-10:26 pm

2 stops38h 01m

$438

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Tue 8/11

9:00 am-11:27 pm

1 stop15h 27m

$440
Quickest one-way

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Fri 8/21

9:25 am-11:14 pm

3 stops14h 49m

$450

RoseauChicago

DOM - ORD

DOMORD

Roseau Douglas–Charles

Sun 8/9

9:00 am-11:38 pm

1 stop15h 38m

$479

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 Roseau 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 Roseau Douglas–Charles to Chicago?

American Airlines is the most popular carrier operating from Roseau Douglas–Charles to Chicago

When to book flights from Roseau to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Roseau to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Roseau to Chicago (DOM to CHI) flight deals and tips

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

Fastest flight time

26h 00m

Direct flights

None
The fastest flight from Roseau to Chicago takes 26h 00m
There are no direct flights from Roseau to Chicago. There are no popular flight routes from Roseau to Chicago.
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Frequently asked questions about flying from Roseau to Chicago

  • How far is Roseau Douglas–Charles to Chicago by plane?

    The distance between Roseau Douglas–Charles and Chicago is about 2408.6 mi. By plane, this route typically takes 26h 00m.

  • When did momondo last update prices for flights from Roseau Douglas–Charles Airport to Chicago?

    Prices for flights from Roseau Douglas–Charles Airport to Chicago refresh daily.

  • How old do you have to be to fly from Roseau Douglas–Charles Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Roseau Douglas–Charles Airport to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Roseau to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Roseau with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Roseau to Chicago.

I’m not ready to book a flight from Roseau 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 Roseau 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