Which airports can I use when flying from Chicago to Roseau?

Flights from Chicago to Roseau may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Roseau Douglas–Charles (DOM).

What cabin classes can I book on flights from Chicago to Roseau?

Only Economy Class is available on flights from Chicago to Roseau.

Which airports do connecting flights from Chicago to Roseau pass through?

Connecting flights from Chicago to Roseau most commonly pass through: • Miami (MIA) - 88% of one-stop connections • Newark (EWR) - 12% of one-stop connections

Can I save money by using flexible dates for flights from Chicago to Roseau?

Yes. Flexible dates can save you up to 39% on flights from Chicago to Roseau. Friday is the cheapest departure day at $638 round-trip on average, while Saturday is the most expensive at $1,045, a difference of $407. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

How long is a flight from Chicago to Roseau?

A nonstop flight from Chicago to Roseau takes about 00m, covering 2,398 miles.

Do I need a passport to fly from Chicago to Roseau?

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Have flight prices from Chicago to Roseau changed much recently?

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $699 to $2,314. That means the highest observed fare was about 3x higher than the lowest one.

How are flight prices from Chicago to Roseau looking right now?

One-way fares from Chicago to Roseau are currently in line with typical prices for this route. Average one-way fares are about $465.

How much time can I save by choosing a different layover airport from Chicago to Roseau?

Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 10h 17m, compared with 13h 34m via Newark (EWR).

What is the time difference between Chicago and Roseau?

Roseau is 2 hours ahead of Chicago (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

How much should I expect to pay for a Chicago to Roseau flight?

Round-trip flights from Chicago to Roseau range from $663 to $1,045, with an average of $802 over the past 12 months. Anything below $663 counts as a good deal.

How much is a round-trip flight from Chicago to Roseau?

Round-trip flights from Chicago to Roseau typically range from $663 to $1,045. The lowest price found in the past 5 days was $699, on American Airlines.

What is the cheapest Chicago to Roseau flight route?

There's little price difference between Chicago to Roseau routes. They average around $802 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Roseau?

Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Chicago to Roseau. It’s 21% cheaper than the average day, while Saturday is the most expensive, with prices 30% higher.

Which airline is the cheapest to fly from Chicago to Roseau?

American Airlines ($699) and United Airlines ($813) are the cheapest airlines to fly round-trip from Chicago to Roseau according to KAYAK data over the last 5 days.

What’s the most popular layover airport when flying from Chicago to Roseau?

Miami (MIA) is the most popular layover for the Chicago to Roseau route. Over the past 3 months, 88% of KAYAK users found 1-stop round-trips connecting via MIA.

What is the cheapest layover airport when flying from Chicago to Roseau?

Flights via Newark (EWR) offer the most affordable fares, with an average round-trip price of $638. Based on KAYAK data over the past 3 months.

When flying from Chicago to Roseau which airport offers the shortest layover?

Miami (MIA) had the shortest average connection time for Chicago to Roseau layovers at 6h 52m over the past 3 months.

$349 CHEAP FLIGHTS from Chicago to Roseau (CHI - DOM)

Save 26% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest round-trip

$699

Typical prices: $663-$1,045

American Airlines

Mon 3/12Mon 3/19

ORD - DOM • 1 stop

Cheapest one-way

$349

Typical prices: $392-$455

American Airlines

Sun 12/30

ORD - DOM • 1 stop

Nonstop flights

Not available

There are currently no direct flights between Chicago and Roseau. You'll need to take a connecting flight to reach the destination.

Insights

When to travel

February

Cheapest • 25% price drop

February

Most popular

Good to know

Top layover airports

Newark (EWR)

Cheapest • Avg $638 (round-trip)

Miami (MIA)

Shortest trip • 10h 17m (one-way)

Insights

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We hope you love your trip to Roseau!

Flight Deals

Cheap Flights from Chicago to Roseau (CHI-DOM)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Recent round-trip flight deals from Chicago to Roseau

Fri, Mar 12 - Fri, Mar 19

7:29 pm - 3:18 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

17h 49m1 stop Miami

3:08 pm - 11:59 pmDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

9h 51m1 stop Miami

$699American Airlines

Fri, Mar 12 - Fri, Mar 19

9:00 pm - 3:18 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

16h 18m2 stops Washington, D.C. Reagan-National Miami

3:08 pm - 12:47 amDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

10h 39m1 stop Miami

$703American Airlines

Fri, Mar 12 - Fri, Mar 19

7:29 pm - 3:18 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

17h 49m1 stop Miami

3:08 pm - 11:59 pmDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

9h 51m1 stop Miami

$709American Airlines

Fri, Mar 12 - Fri, Mar 19

9:00 pm - 3:18 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

16h 18m2 stops Washington, D.C. Reagan-National Miami

3:08 pm - 12:47 amDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

10h 39m1 stop Miami

$713American Airlines

Tue, Feb 16 - Tue, Feb 23

7:29 pm - 3:18 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

17h 49m1 stop Miami

4:08 pm - 9:30 amDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

19h 22m1 stop Miami

$757American Airlines

Tue, Feb 16 - Tue, Feb 23

9:00 pm - 3:18 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

16h 18m2 stops Washington, D.C. Reagan-National Miami

4:08 pm - 6:47 amDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

16h 39m2 stops Miami Philadelphia

$761American Airlines

Fri, Dec 4 - Tue, Dec 8

5:24 pm - 5:30 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

22h 06m2 stops Orlando San Juan Luis Munoz Marin Intl

10:25 am - 1:08 amDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

16h 43m2 stops San Juan Luis Munoz Marin Intl Orlando

$812Multiple Airlines

Tue, Feb 16 - Wed, Feb 24

6:29 pm - 2:17 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

17h 48m1 stop Newark

3:45 pm - 7:51 amDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

18h 06m1 stop Newark

$813United Airlines

Fri, Feb 19 - Wed, Feb 24

6:29 pm - 2:17 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

17h 48m1 stop Newark

3:45 pm - 7:51 amDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

18h 06m1 stop Newark

$823United Airlines

Sun, Feb 14 - Tue, Feb 23

12:17 am - 8:50 pmORD Chicago O'Hare Intl-DOM Roseau Douglas–Charles

18h 33m2 stops San Juan Luis Munoz Marin Intl Road Town Beef Island

10:25 am - 1:36 amDOM Roseau Douglas–Charles-ORD Chicago O'Hare Intl

17h 11m1 stop San Juan Luis Munoz Marin Intl

$854Multiple Airlines

Booking Insights

Price, demand and travel trends for Chicago to Roseau flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Prices

Airlines

Layovers

How much is a round-trip flight from Chicago to Roseau? This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Roseau departing in march.
What is the cheapest Chicago to Roseau flight route? KAYAK tracks online flight deals over the last 12 months and analyzes pricing trends to identify the best available fares.: There's little price difference between Chicago to Roseau routes. They average around $802 round-trip, based on KAYAK data over the past 12 months.
What's the cheapest day of the week to fly from Chicago to Roseau?: Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Chicago to Roseau. It’s 21% cheaper than the average day, while Saturday is the most expensive, with prices 30% higher.

Find deals

Low season	July
High season	February
Cheapest flight	$349

Beat the crowds with an average 90% drop in travelers.

The most popular month to fly with an average 90% increase in travelers.

One-way flight from Chicago O'Hare Intl Airport to Roseau

When to book flights from Chicago to Roseau

Are your dates flexible? Find out the best times to travel from Chicago to Roseau based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

What cabin classes can I book on flights from Chicago to Roseau?
Only Economy Class is available on flights from Chicago to Roseau.
How long is a flight from Chicago to Roseau?
A nonstop flight from Chicago to Roseau takes about 00m, covering 2,398 miles.
Do I need a passport to fly from Chicago to Roseau?
Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.
How much should I expect to pay for a Chicago to Roseau flight?
Round-trip flights from Chicago to Roseau range from $663 to $1,045, with an average of $802 over the past 12 months. Anything below $663 counts as a good deal.
Have flight prices from Chicago to Roseau changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $699 to $2,314. That means the highest observed fare was about 3x higher than the lowest one.
How are flight prices from Chicago to Roseau looking right now?
One-way fares from Chicago to Roseau are currently in line with typical prices for this route. Average one-way fares are about $465.
Which airports can I use when flying from Chicago to Roseau?
Flights from Chicago to Roseau may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Roseau Douglas–Charles (DOM).
Which airports do connecting flights from Chicago to Roseau pass through?
Connecting flights from Chicago to Roseau most commonly pass through:

• Miami (MIA) - 88% of one-stop connections
• Newark (EWR) - 12% of one-stop connections
Can I save money by using flexible dates for flights from Chicago to Roseau?
Yes. Flexible dates can save you up to 39% on flights from Chicago to Roseau. Friday is the cheapest departure day at $638 round-trip on average, while Saturday is the most expensive at $1,045, a difference of $407.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.
How much time can I save by choosing a different layover airport from Chicago to Roseau?
Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 10h 17m, compared with 13h 34m via Newark (EWR).
What is the time difference between Chicago and Roseau?
Roseau is 2 hours ahead of Chicago (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

If your dates are flexible, aim for a Friday departure and avoid flying on Saturday. On this route, Friday flights average $638, about $407 less than Saturday fares (39% savings) based on the last 12 months.
If you can choose when to travel, plan your Chicago to Roseau trip for February. Fares historically average $602 round-trip in that month - typically $841 less than the most expensive month, which is October (based on the last 12 months).

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CHI - DOM

$349 Find Cheap Flights from Chicago to Roseau - Compare and Save

Everything you should know

Cheap Flights from Chicago to Roseau (CHI-DOM)

Recent round-trip flight deals from Chicago to Roseau

Recent one-way flight deals from Chicago to Roseau

Price, demand and travel trends for Chicago to Roseau flights

How much is a round-trip flight from Chicago to Roseau?

What is the cheapest Chicago to Roseau flight route?

What's the cheapest day of the week to fly from Chicago to Roseau?

Which airline is the cheapest to fly from Chicago to Roseau?

What’s the most popular layover airport when flying from Chicago to Roseau?

What is the cheapest layover airport when flying from Chicago to Roseau?

When flying from Chicago to Roseau which airport offers the shortest layover?

Key details for Chicago to Roseau flights

Low season

High season

Cheapest flight

When to book flights from Chicago to Roseau

Your Chicago to Roseau flight questions, answered

Your guide to booking Chicago to Roseau flights

More options for your flight from Chicago to Roseau

Complete your trip to Roseau with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights from Chicago to Roseau

Find direct flights to and from Chicago and Roseau

Flights from domestic origins to Roseau

Flights to other popular destinations