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Castries

$298+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — UVF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$735
(Delta)

One-way from

$298
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$608
From Chicago Midway to Castries Hewanorra
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One-way flight from Chicago Midway to Castries Hewanorra
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Highest demand for flights based on searches. 6% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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.
Thu 11/136:00 amMDW - UVF
1 stop7h 39mDelta
Sun 11/164:59 pmUVF - MDW
1 stop8h 33mDelta
Deal found 9/11$735
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 11/266:00 amMDW - UVF
1 stop7h 39mDelta
Mon 12/14:59 pmUVF - MDW
1 stop8h 33mDelta
Deal found 9/9$952
This Delta deal was found by Cheapflights users on 9/9. 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 11/246:00 amMDW - UVF
1 stop7h 39mDelta
Mon 12/14:59 pmUVF - MDW
1 stop8h 33mDelta
Deal found 9/9$1,048
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 12/166:00 amMDW - UVF
1 stop7h 38mDelta
Sat 12/203:00 pmUVF - MDW
1 stop9h 16mDelta
Deal found 9/10$1,379
This Mytrip deal was found by Cheapflights users on 9/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/261:48 pmMDW - UVF
2 stops24h 37mMultiple Airlines
Thu 10/302:40 pmUVF - MDW
2 stops23h 28mMultiple Airlines
Deal found 9/9$1,458
This Delta deal was found by Cheapflights users on 9/11. 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.
Fri 11/216:00 amMDW - UVF
1 stop7h 39mDelta
Wed 11/264:59 pmUVF - MDW
1 stop8h 33mDelta
Deal found 9/11$1,480
This Delta deal was found by Cheapflights users on 9/10. 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 11/236:00 amMDW - UVF
1 stop7h 39mDelta
Fri 11/284:59 pmUVF - MDW
1 stop8h 33mDelta
Deal found 9/10$1,536
This Mytrip deal was found by Cheapflights users on 9/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/91:48 pmMDW - UVF
2 stops23h 27mMultiple Airlines
Tue 10/143:10 pmUVF - MDW
2 stops22h 58mMultiple Airlines
Deal found 9/10$1,708
This Delta deal was found by Cheapflights users on 9/11. 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 11/226:00 amMDW - UVF
1 stop7h 39mDelta
Wed 11/264:59 pmUVF - MDW
1 stop8h 33mDelta
Deal found 9/11$1,747

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 September 11, 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

Thu 11/13

6:00 am-3:39 pm

1 stop7h 39m

Castries Hewanorra

Sun 11/16

4:59 pm-11:32 pm

1 stop8h 33m

$735

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 11/15

6:00 am-3:39 pm

1 stop7h 39m

Castries Hewanorra

Tue 11/18

4:59 pm-11:32 pm

1 stop8h 33m

$952

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 11/26

6:00 am-3:39 pm

1 stop7h 39m

Castries Hewanorra

Mon 12/1

4:59 pm-11:32 pm

1 stop8h 33m

$952

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 11/24

6:00 am-3:39 pm

1 stop7h 39m

Castries Hewanorra

Mon 12/1

4:59 pm-11:32 pm

1 stop8h 33m

$1,048

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sun 10/26

1:48 pm-3:25 pm

2 stops24h 37m

Castries Hewanorra

Thu 10/30

2:40 pm-1:08 pm

2 stops23h 28m

$1,458

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Fri 11/21

6:00 am-3:39 pm

1 stop7h 39m

Castries Hewanorra

Wed 11/26

4:59 pm-11:32 pm

1 stop8h 33m

$1,480

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sun 11/23

6:00 am-3:39 pm

1 stop7h 39m

Castries Hewanorra

Fri 11/28

4:59 pm-11:32 pm

1 stop8h 33m

$1,536

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Thu 10/9

1:48 pm-2:15 pm

2 stops23h 27m

Castries Hewanorra

Tue 10/14

3:10 pm-1:08 pm

2 stops22h 58m

$1,708

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 11/5

6:00 am-3:26 pm

1 stop7h 26m

Castries Hewanorra

Sun 11/9

4:59 pm-11:32 pm

1 stop8h 33m

$1,835

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Fri 10/3

1:49 pm-1:44 pm

2 stops46h 55m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 11 results
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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 39m. Delta provides one of the quickest options available for as low as $735. 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Castries?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Castries (average of $556). Flying from Chicago Midway Airport to Castries in December is currently the most expensive (average of $730). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Midway to Castries

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