Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Castries from $385

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 6/20. 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

Find the cheapest flights from Chicago Midway Airport to Castries

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:54 am - 1:40 pm
MDW
-
UVF
26h 46m
2 stops
Multiple Airlines Logo
3:05 pm - 9:40 am
UVF
-
MDW
19h 35m
1 stop
$760Multiple Airlines
Sat, Jun 13 - Fri, Jun 19
Multiple Airlines Logo
10:25 am - 1:40 pm
MDW
-
UVF
26h 15m
1 stop
Multiple Airlines Logo
2:30 pm - 2:35 pm
UVF
-
MDW
25h 05m
1 stop
$768Multiple Airlines
Sat, Jun 13 - Thu, Jun 18
Multiple Airlines Logo
1:22 pm - 2:10 pm
MDW
-
UVF
23h 48m
2 stops
Multiple Airlines Logo
3:05 pm - 9:14 am
UVF
-
MDW
19h 09m
2 stops
$821Multiple Airlines
Thu, Jun 4 - Tue, Jun 9
Delta Logo
6:00 am - 2:26 pm
MDW
-
UVF
7h 26m
1 stop
Delta Logo
3:41 pm - 8:45 am
UVF
-
MDW
18h 04m
2 stops
$842Delta
Wed, Oct 7 - Wed, Oct 14
Multiple Airlines Logo
6:35 pm - 1:40 pm
MDW
-
UVF
18h 05m
2 stops
Multiple Airlines Logo
3:05 pm - 9:14 am
UVF
-
MDW
19h 09m
2 stops
$920Multiple Airlines
Sat, Jun 13 - Fri, Jun 19
Multiple Airlines Logo
9:17 am - 1:40 pm
MDW
-
UVF
27h 23m
2 stops
Multiple Airlines Logo
3:05 pm - 9:14 am
UVF
-
MDW
19h 09m
3 stops
$921Multiple Airlines
Sat, Jun 13 - Fri, Jun 19
Multiple Airlines Logo
1:22 pm - 2:10 pm
MDW
-
UVF
23h 48m
2 stops
Multiple Airlines Logo
3:05 pm - 9:14 am
UVF
-
MDW
19h 09m
3 stops
$924Multiple Airlines
Thu, Jun 4 - Tue, Jun 9
Delta Logo
6:00 am - 2:21 pm
MDW
-
UVF
7h 21m
1 stop
Delta Logo
3:41 pm - 8:45 am
UVF
-
MDW
18h 04m
2 stops
$927Delta
Sat, Oct 10 - Thu, Oct 15
Delta Logo
6:00 am - 2:23 pm
MDW
-
UVF
7h 23m
1 stop
Delta Logo
3:38 pm - 12:30 pm
UVF
-
MDW
21h 52m
2 stops
$942Delta
Thu, Sep 24 - Tue, Sep 29
Multiple Airlines Logo
10:30 am - 1:40 pm
MDW
-
UVF
26h 10m
1 stop
Multiple Airlines Logo
2:30 pm - 9:45 am
UVF
-
MDW
20h 15m
1 stop
$1,011Multiple Airlines
Sat, May 16 - Sun, May 24

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Chicago Midway Airport to Castries

Our best Delta deals on Chicago Midway Airport to Castries flight tickets
Delta
Oct 7
MDW6:00 amChicago Midway
7h 26m
1 stop
UVF2:26 pmCastries Hewanorra
Oct 14
UVF3:41 pmCastries Hewanorra
18h 04m
2 stops
MDW8:45 amChicago Midway
$842
Delta
Oct 10
MDW6:00 amChicago Midway
7h 21m
1 stop
UVF2:21 pmCastries Hewanorra
Oct 15
UVF3:41 pmCastries Hewanorra
18h 04m
2 stops
MDW8:45 amChicago Midway
$927
Delta
Sep 24
MDW6:00 amChicago Midway
7h 23m
1 stop
UVF2:23 pmCastries Hewanorra
Sep 29
UVF3:38 pmCastries Hewanorra
21h 52m
2 stops
MDW12:30 pmChicago Midway
$942

WestJet flights from Chicago Midway Airport to Castries

Our best WestJet deals on Chicago Midway Airport to Castries flight tickets
WestJet
Jun 13
MDW1:16 pmChicago Midway
23h 24m
2 stops
UVF1:40 pmCastries Hewanorra
Jun 18
UVF2:30 pmCastries Hewanorra
19h 44m
2 stops
MDW9:14 amChicago Midway
$1,177
WestJet
Jun 20
MDW9:17 amChicago Midway
27h 23m
2 stops
UVF1:40 pmCastries Hewanorra
Jun 28
UVF2:30 pmCastries Hewanorra
19h 44m
2 stops
MDW9:14 amChicago Midway
$1,211
WestJet
Jun 20
MDW9:17 amChicago Midway
27h 23m
2 stops
UVF1:40 pmCastries Hewanorra
Jun 28
UVF2:30 pmCastries Hewanorra
19h 44m
3 stops
MDW9:14 amChicago Midway
$1,366

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 April 21, 2026.
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

Cheapest round-trip

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 6/13

9:54 am-1:40 pm

2 stops26h 46m

Castries Hewanorra

Fri 6/19

3:05 pm-9:40 am

1 stop19h 35m

$760

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 6/13

10:25 am-1:40 pm

1 stop26h 15m

Castries Hewanorra

Thu 6/18

2:30 pm-2:35 pm

1 stop25h 05m

$768

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Thu 6/4

1:22 pm-2:10 pm

2 stops23h 48m

Castries Hewanorra

Tue 6/9

3:05 pm-9:14 am

2 stops19h 09m

$821

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 10/7

6:00 am-2:26 pm

1 stop7h 26m

Castries Hewanorra

Wed 10/14

3:41 pm-8:45 am

2 stops18h 04m

$842

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 6/13

6:35 pm-1:40 pm

2 stops18h 05m

Castries Hewanorra

Fri 6/19

3:05 pm-9:14 am

2 stops19h 09m

$920

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 6/13

9:17 am-1:40 pm

2 stops27h 23m

Castries Hewanorra

Fri 6/19

3:05 pm-9:14 am

3 stops19h 09m

$921

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Thu 6/4

1:22 pm-2:10 pm

2 stops23h 48m

Castries Hewanorra

Tue 6/9

3:05 pm-9:14 am

3 stops19h 09m

$924
Quickest round-trip

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 10/10

6:00 am-2:21 pm

1 stop7h 21m

Castries Hewanorra

Thu 10/15

3:41 pm-8:45 am

2 stops18h 04m

$927

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Thu 9/24

6:00 am-2:23 pm

1 stop7h 23m

Castries Hewanorra

Tue 9/29

3:38 pm-12:30 pm

2 stops21h 52m

$942

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 5/16

10:30 am-1:40 pm

1 stop26h 10m

Castries Hewanorra

Sun 5/24

2:30 pm-9:45 am

1 stop20h 15m

$1,011

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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 airline that flies from Chicago Midway to Castries Hewanorra?

WestJet and Delta are the most popular carriers operating from Chicago Midway to Castries Hewanorra

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

Fastest flight time

7h 08m

Direct flights

None
The fastest flight from Chicago Midway Airport to Castries takes 7h 08m
There are no direct flights from Chicago Midway Airport to Castries. There are no popular flight routes from Chicago Midway Airport to Castries.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Castries

  • 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 08m 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.

An easier way to manage your Castries trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 5/21
Thu 5/28
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Saint Lucia

Airports servicing Saint Lucia

Castries George F. L. Charle Airport