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Cheap flights from Chicago Midway Airport to Castries from $293

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Castries departing on 4/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Castries

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 2:04 pmMDW-UVF
7h 04m1 stop
Delta Logo
3:24 pm - 12:35 pmUVF-MDW
22h 11m2 stops
$815Delta
Find Deal
Mon, Apr 6 - Wed, Apr 8
Delta Logo
6:00 am - 2:04 pmMDW-UVF
7h 04m1 stop
Delta Logo
3:24 pm - 6:34 pmUVF-MDW
28h 10m2 stops
$875Delta
Find Deal
Mon, Apr 6 - Wed, Apr 8
Delta Logo
6:00 am - 3:36 pmMDW-UVF
7h 36m1 stop
Delta Logo
4:56 pm - 11:47 pmUVF-MDW
8h 51m1 stop
$910Delta
Find Deal
Wed, Dec 10 - Wed, Dec 17
Delta Logo
5:59 pm - 2:04 pmMDW-UVF
19h 05m2 stops
Delta Logo
3:24 pm - 12:35 pmUVF-MDW
22h 11m2 stops
$1,011Delta
Find Deal
Mon, Apr 6 - Wed, Apr 8
Delta Logo
6:00 am - 2:04 pmMDW-UVF
7h 04m1 stop
Delta Logo
3:24 pm - 9:56 amUVF-MDW
19h 32m1 stop
$1,022Delta
Find Deal
Mon, Apr 6 - Wed, Apr 8
Delta Logo
6:00 am - 3:36 pmMDW-UVF
7h 36m1 stop
Delta Logo
4:56 pm - 11:47 pmUVF-MDW
8h 51m1 stop
$1,055Delta
Find Deal
Wed, Dec 3 - Wed, Dec 10
Delta Logo
1:00 pm - 2:04 pmMDW-UVF
24h 04m2 stops
Delta Logo
3:24 pm - 6:34 pmUVF-MDW
28h 10m2 stops
$1,071Delta
Find Deal
Mon, Apr 6 - Wed, Apr 8
Multiple Airlines Logo
9:59 am - 2:50 pmMDW-UVF
26h 51m2 stops
Multiple Airlines Logo
5:15 pm - 10:05 amUVF-MDW
18h 50m1 stop
$1,144Multiple Airlines
Find Deal
Wed, Dec 10 - Wed, Dec 17
Multiple Airlines Logo
1:50 pm - 2:50 pmMDW-UVF
23h 00m2 stops
Multiple Airlines Logo
5:15 pm - 1:10 pmUVF-MDW
21h 55m2 stops
$1,180Multiple Airlines
Find Deal
Wed, Dec 10 - Wed, Dec 17
WestJet Logo
7:02 pm - 2:50 pmMDW-UVF
41h 48m2 stops
WestJet Logo
3:40 pm - 9:54 amUVF-MDW
44h 14m2 stops
$3,927WestJet
Find Deal
Tue, Nov 25 - Sun, Nov 30

Delta flights from Chicago Midway Airport to Castries

Our best Delta deals on Chicago Midway Airport to Castries flight tickets
Delta
Apr 6
MDW6:00 amChicago Midway
7h 04m
1 stop
UVF2:04 pmCastries Hewanorra
Apr 8
UVF3:24 pmCastries Hewanorra
22h 11m
2 stops
MDW12:35 pmChicago Midway
$815
Find similar
Delta
Apr 6
MDW6:00 amChicago Midway
7h 04m
1 stop
UVF2:04 pmCastries Hewanorra
Apr 8
UVF3:24 pmCastries Hewanorra
28h 10m
2 stops
MDW6:34 pmChicago Midway
$875
Find similar
Delta
Dec 10
MDW6:00 amChicago Midway
7h 36m
1 stop
UVF3:36 pmCastries Hewanorra
Dec 17
UVF4:56 pmCastries Hewanorra
8h 51m
1 stop
MDW11:47 pmChicago Midway
$910
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated November 4, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Castries that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 4/6

6:00 am-2:04 pm

1 stop7h 04m

Castries Hewanorra

Wed 4/8

3:24 pm-12:35 pm

2 stops22h 11m

$815

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 4/6

6:00 am-2:04 pm

1 stop7h 04m

Castries Hewanorra

Wed 4/8

3:24 pm-6:34 pm

2 stops28h 10m

$875

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 12/10

6:00 am-3:36 pm

1 stop7h 36m

Castries Hewanorra

Wed 12/17

4:56 pm-11:47 pm

1 stop8h 51m

$910

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 4/6

5:59 pm-2:04 pm

2 stops19h 05m

Castries Hewanorra

Wed 4/8

3:24 pm-12:35 pm

2 stops22h 11m

$1,011

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 4/6

6:00 am-2:04 pm

1 stop7h 04m

Castries Hewanorra

Wed 4/8

3:24 pm-9:56 am

1 stop19h 32m

$1,022

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 12/3

6:00 am-3:36 pm

1 stop7h 36m

Castries Hewanorra

Wed 12/10

4:56 pm-11:47 pm

1 stop8h 51m

$1,055

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 4/6

1:00 pm-2:04 pm

2 stops24h 04m

Castries Hewanorra

Wed 4/8

3:24 pm-6:34 pm

2 stops28h 10m

$1,071

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 12/10

9:59 am-2:50 pm

2 stops26h 51m

Castries Hewanorra

Wed 12/17

5:15 pm-10:05 am

1 stop18h 50m

$1,144

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 12/10

1:50 pm-2:50 pm

2 stops23h 00m

Castries Hewanorra

Wed 12/17

5:15 pm-1:10 pm

2 stops21h 55m

$1,180

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Tue 11/25

7:02 pm-2:50 pm

2 stops41h 48m

Castries Hewanorra

Sun 11/30

3:40 pm-9:54 am

2 stops44h 14m

$3,927

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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See travel insights to Castries from

How to get the cheapest flight ticket from Chicago Midway Airport to Castries

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Castries?

The cheapest day to depart from Chicago Midway Airport to Castries is on a Wednesday when prices can be found for as low as $630. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $966. These prices are subject to change though, so be sure to set up a Price Alert for flights to Castries.

What is the cheapest time of day to depart on your flight to Castries?

According to our data, the cheapest time of day to fly to Castries is at noon. momondo users have found flights departing from Chicago Midway Airport to Castries at noon for as low as $496. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Castries are more costly in the morning, with an average ticket price of $873. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago Midway Airport to Castries

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Castries according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Castries (MDW to UVF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Castries

Direct flights

None
There are no direct flights from Chicago Midway Airport to Castries. There are no popular flight routes from Chicago Midway Airport to Castries.
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  • How far is Chicago Midway to Castries Hewanorra by plane?

    A flight from Chicago Midway to Castries Hewanorra will travel around 2497.1 mi. Typically, this will take 7h 04m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Castries Hewanorra Airport?

    Prices for flights from Chicago Midway Airport to Castries Hewanorra Airport refresh daily.

  • How old do you have to be to fly from Chicago Midway Airport to Castries Hewanorra Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Castries Hewanorra Airport.

  • What documentation or ID do you need to fly to Castries Hewanorra Airport?

    The travel and health documents you'll need for your trip to Castries Hewanorra Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Castries Hewanorra Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Castries?

Book flights to Castries if you plan to visit one of these locations
Vieux Fort

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Castries?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Castries for you.

Can I find flights from Chicago to Castries with flexible booking policies on momondo?

All flight searches from Chicago to Castries on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Castries?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Castries from Chicago.

I’m not ready to book a flight from Chicago to Castries right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Castries flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to Saint Lucia

Airports servicing Saint Lucia

Castries George F. L. Charle Airport