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Castries

$200+ Cheap flights from Midway (MDW) to Castries (UVF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — UVF
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Midway to Castries

Cheapest flights from Midway to Castries
Explore the most affordable flight options available from Midway to Castries. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:00 amMDW - UVF
1 stop7h 30mDelta
Sat 1/33:00 pmUVF - MDW
1 stop9h 22mDelta
Deal found 12/11$2,439
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:08 pmMDW - UVF
2 stops19h 22mDelta
Sat 1/33:00 pmUVF - MDW
1 stop9h 22mDelta
Deal found 12/11$2,494
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:00 amMDW - UVF
1 stop7h 33mDelta
Sat 1/34:53 pmUVF - MDW
1 stop18h 12mDelta
Deal found 12/11$2,564

Find flight deals from Midway to Castries

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Castries (UVF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,021
(Delta)

One-way from

$200
(Delta)

Popular in

December

Cheapest in

September

Average price

$1,703
Provider with most accurate pricing for Chicago Midway-Castries Hewanorra flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Castries Hewanorra flights.
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From Chicago Midway to Castries Hewanorra
Search Deals
One-way flight from Chicago Midway to Castries Hewanorra
Search Deals
Highest demand for flights based on searches. 33% potential increase in price ($414 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($88 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Castries 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, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Castries that are best for you.

Fly from

Midway

Fly to

Castries

Route

Depart

Return

Price

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 2/21

6:00 am-3:05 pm

1 stop7h 05m

Castries Hewanorra

Mon 3/2

4:25 pm-12:46 pm

2 stops22h 21m

$1,021

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sun 12/28

6:00 am-3:30 pm

1 stop7h 30m

Castries Hewanorra

Sat 1/3

3:00 pm-10:22 pm

1 stop9h 22m

$2,439

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 12/29

6:08 pm-3:30 pm

2 stops19h 22m

Castries Hewanorra

Sat 1/3

4:53 pm-5:26 pm

2 stops26h 33m

$2,494

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 12/27

6:00 am-3:33 pm

1 stop7h 33m

Castries Hewanorra

Sat 1/3

4:53 pm-9:05 am

1 stop18h 12m

$2,564

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sun 1/11

6:30 pm-2:50 pm

2 stops42h 20m

Castries Hewanorra

Sun 1/18

3:40 pm-5:55 pm

2 stops28h 15m

$3,566

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sun 3/1

7:17 pm-2:46 pm

2 stops41h 29m

Castries Hewanorra

Thu 3/5

3:40 pm-5:37 pm

2 stops27h 57m

$3,608

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Tue 12/30

9:29 am-3:30 pm

2 stops28h 01m

$200

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sun 12/28

6:00 am-3:30 pm

1 stop7h 30m

$812

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 12/29

6:08 pm-3:30 pm

2 stops19h 22m

$868

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 12/29

3:10 pm-2:50 pm

3 stops21h 40m

$1,017

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Compare providers for flights from Midway to Castries

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Castries in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Castries flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Castries flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Castries flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Castries flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Castries flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Castries

Have a flexible travel schedule? Discover the best time to fly to Castries from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Castries. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Castries from Chicago Midway?

    Castries Hewanorra (UVF) is the airport you will fly into if you book a flight from Chicago Midway to Castries. You should not have trouble finding flights to Hewanorra from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Castries airport from Chicago Midway. It is only a 19.3 mi journey from Hewanorra (UVF) to Castries’s city center.

  • How long is the flight from Chicago Midway Airport to Castries?

    A quick flight from Chicago Midway Airport to Castries can take about 7h 05m. Delta provides one of the quickest options available for as low as $1,021. Chicago Midway Airport and Castries are separated by a distance of 2514 mi.

  • Can I find deals for flights from Midway to Castries that include hotel bookings?

    Yes. In addition to deals on Midway to Castries flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Castries?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Castries.

  • Can I find deals for business class flights from Midway to Castries?

    Yes. Cheapflights offers flight deals from Midway to Castries by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Alternative routes for Midway to Castries

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O'Hare Intl to Castries flights
O'Hare Intl to Castries flights

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