CHI - DOM

Find cheap flights from Chicago to Roseau

1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Roseau

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Roseau, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Roseau, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Nonstop flights
Not available
There are currently no direct flights between Chicago and Roseau. You'll need at least 1 connection.
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Chicago to Roseau (CHI-DOM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Roseau that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Roseau

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

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.

FAQs for booking flights from Chicago to Roseau

  • Do I need a passport to fly between Chicago and Roseau?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Roseau.

  • Which aircraft models fly most regularly from Chicago to Roseau?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Roseau?

    oneworld is the only airline alliance operating flights between Chicago and Roseau.

  • How does KAYAK find such low prices on flights from Chicago to Roseau?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Roseau.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Roseau?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Roseau from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Roseau?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Roseau with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Roseau?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Roseau from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Chicago to Roseau

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Roseau. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Roseau? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11480 reviews
7.2Comfort
7.9Crew
6.9Entertainment
7.5Boarding
6.4Food
Airline reviews

The gate got changed several times and the flight was delayed over an hour. Awful experience

2.0 MediocreGenesis, Mar 2026
ORD - SDF
Read more American Airlines reviews

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

Everything you need to know for your flight from Chicago to Roseau

Information on your arrival and departure airports

Roseau (DOM)