CHI - DOM

$319 Find Cheap Flights from Chicago to Roseau - Compare and Save

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Everything you should know

Cheapest round-trip
$648
Typical prices: $689-$1,348
American Airlines
Sat 11/10Sat 11/17
ORD - DOM • 1 stop
Cheapest one-way
$319
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
Insights
When to travel
March
Cheapest • 28% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Newark (EWR)
Cheapest • Avg $638 (round-trip)
Miami (MIA)
Shortest trip • 9h 57m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Chicago to Roseau (CHI-DOM)

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

Recent round-trip flight deals from Chicago to Roseau

Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
7:50 pm - 2:47 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
16h 57m1 stop Miami
American Airlines Logo
3:27 pm - 8:00 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
18h 33m1 stop Miami
$648American Airlines
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
8:57 pm - 2:47 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
15h 50m2 stops Washington, D.C. Reagan-National Miami
American Airlines Logo
3:27 pm - 12:44 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
11h 17m1 stop Miami
$653American Airlines
Tue, Nov 10 - Tue, Nov 17
American Airlines Logo
9:06 pm - 2:47 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
15h 41m2 stops Charlotte Douglas Miami
American Airlines Logo
3:27 pm - 7:26 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
17h 59m2 stops Miami Washington, D.C. Reagan-National
$653American Airlines
Fri, Mar 5 - Tue, Mar 9
American Airlines Logo
5:05 am - 2:40 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
7h 35m1 stop Miami
American Airlines Logo
3:20 pm - 12:38 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
11h 18m1 stop Miami
$694American Airlines
Fri, Mar 5 - Tue, Mar 9
American Airlines Logo
5:05 am - 2:40 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
7h 35m1 stop Miami
American Airlines Logo
3:20 pm - 7:25 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
18h 05m2 stops Miami Philadelphia
$699American Airlines
Wed, Dec 2 - Mon, Dec 7
American Airlines Logo
5:00 am - 2:47 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
7h 47m1 stop Miami
American Airlines Logo
3:27 pm - 8:00 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
18h 33m1 stop Miami
$733American Airlines
Thu, Dec 3 - Mon, Dec 7
American Airlines Logo
7:50 pm - 2:47 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
16h 57m1 stop Miami
American Airlines Logo
3:27 pm - 8:00 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
18h 33m1 stop Miami
$734American Airlines
Wed, Dec 2 - Mon, Dec 7
American Airlines Logo
5:00 am - 2:47 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
7h 47m1 stop Miami
American Airlines Logo
3:27 pm - 7:27 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
18h 00m2 stops Miami Philadelphia
$738American Airlines
Thu, Nov 12 - Sun, Nov 15
Multiple Airlines Logo
10:15 am - 7:35 pmORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
31h 20m2 stops Toronto Pearson Intl Simpson Bay Princess Juliana
Multiple Airlines Logo
9:00 am - 9:17 amDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
26h 17m3 stops San Juan Luis Munoz Marin Intl Baltimore/Washington Atlanta Hartsfield-Jackson
$894Multiple Airlines
Thu, Nov 5 - Sun, Nov 8
Multiple Airlines Logo
8:45 am - 9:50 amORD  Chicago O'Hare Intl-DOM Roseau Douglas–Charles
23h 05m2 stops Toronto Pearson Intl Port of Spain Piarco Intl
Multiple Airlines Logo
9:00 am - 6:45 pmDOM  Roseau Douglas–Charles-ORD Chicago O'Hare Intl
35h 45m3 stops San Juan Luis Munoz Marin Intl Tampa Atlanta Hartsfield-Jackson
$1,077Multiple 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.

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

Round-trip flights from Chicago to Roseau typically range from $689 to $1,348. The lowest price found in the past 5 days was $648, 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 $925 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 32% cheaper than the average day, while Saturday is the most expensive, with prices 22% higher.

Find deals

Key details for Chicago to Roseau flights

Low season

July

Cheapest flight

$319
The most popular month to fly with an average 180% 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

Your Chicago to Roseau flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

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

    Two cabin classes are available on flights from Chicago to Roseau:

    • Economy Class
    • First Class

  • How long is a flight from Chicago to Roseau?

    A nonstop flight from Chicago to Roseau takes 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 $689 to $1,348, with an average of $925 over the past 12 months. Anything below $689 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 $648 to $3,110. That means the highest observed fare was about 5x 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 lower than usual. Average one-way flight prices are about $359, which is 22% below the typical average for this route.

  • 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) - 91% of one-stop connections
    • Newark (EWR) - 9% 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 44% 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 $1,134, a difference of $496.

    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 9h 57m, compared with 13h 34m via Newark (EWR).

  • What is the time difference between Chicago and Roseau?

    Roseau is 1 hour ahead of Chicago (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Chicago to Roseau flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Friday departure and avoid flying on Saturday. On this route, Friday flights average $638, about $496 less than Saturday fares (44% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago to Roseau trip for March. Fares historically average $663 round-trip in that month - typically $780 less than the most expensive month, which is October (based on the last 12 months).

More options for your flight from Chicago to Roseau

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