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Cheap flights from Chicago to Castries from $143

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 to Castries departing on 6/11. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Chicago to Castries

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
8:40 pm - 2:20 pm
ORD
-
UVF
16h 40m
1 stop
Air Canada Logo
3:05 pm - 12:11 pm
UVF
-
ORD
22h 06m
2 stops
$392Air Canada
Thu, Jun 18 - Fri, Jun 26
Air Canada Logo
6:22 pm - 2:20 pm
ORD
-
UVF
18h 58m
2 stops
Air Canada Logo
3:05 pm - 7:45 am
UVF
-
ORD
17h 40m
2 stops
$397Air Canada
Thu, Jun 18 - Fri, Jun 26
Air Canada Logo
2:00 pm - 3:20 pm
ORD
-
UVF
24h 20m
1 stop
Air Canada Logo
4:15 pm - 3:15 pm
UVF
-
ORD
24h 00m
1 stop
$449Air Canada
Sun, Apr 19 - Thu, Apr 23
Air Canada Logo
4:15 pm - 3:20 pm
ORD
-
UVF
22h 05m
1 stop
Air Canada Logo
4:15 pm - 2:55 pm
UVF
-
ORD
23h 40m
2 stops
$452Air Canada
Sun, Apr 19 - Thu, Apr 23
Air Canada Logo
8:40 pm - 2:20 pm
ORD
-
UVF
16h 40m
1 stop
Air Canada Logo
3:05 pm - 9:00 am
UVF
-
ORD
18h 55m
1 stop
$464Air Canada
Thu, Jun 18 - Fri, Jun 26
Air Canada Logo
9:05 am - 3:20 pm
ORD
-
UVF
29h 15m
1 stop
Air Canada Logo
4:15 pm - 2:01 pm
UVF
-
ORD
22h 46m
1 stop
$469Air Canada
Sun, Apr 19 - Thu, Apr 23
Air Canada Logo
4:15 pm - 3:20 pm
ORD
-
UVF
22h 05m
1 stop
Air Canada Logo
4:15 pm - 2:55 pm
UVF
-
ORD
23h 40m
2 stops
$472Air Canada
Sun, Apr 19 - Thu, Apr 23
Multiple Airlines Logo
9:55 am - 2:10 pm
ORD
-
UVF
27h 15m
1 stop
Multiple Airlines Logo
2:30 pm - 9:00 am
UVF
-
ORD
19h 30m
1 stop
$519Multiple Airlines
Thu, Jun 11 - Sun, Jun 14
Delta Logo
6:00 am - 2:08 pm
MDW
-
UVF
7h 08m
1 stop
Delta Logo
3:28 pm - 12:30 pm
UVF
-
MDW
22h 02m
2 stops
$681Delta
Tue, Aug 11 - Wed, Aug 12
Delta Logo
6:00 am - 2:08 pm
MDW
-
UVF
7h 08m
1 stop
Delta Logo
3:28 pm - 12:30 pm
UVF
-
MDW
22h 02m
2 stops
$732Delta
Tue, Aug 11 - Tue, Aug 18

JetBlue flights from Chicago to Castries

Our best JetBlue deals on Chicago to Castries flight tickets
JetBlue
May 31
ORD6:15 amChicago O'Hare Intl
8h 25m
1 stop
UVF3:40 pmCastries Hewanorra
Jun 4
UVF4:55 pmCastries Hewanorra
31h 03m
1 stop
ORD10:58 pmChicago O'Hare Intl
$648
JetBlue
Apr 17
ORD8:31 amChicago O'Hare Intl
25h 50m
1 stop
UVF11:21 amCastries Hewanorra
Apr 20
UVF3:57 pmCastries Hewanorra
16h 44m
1 stop
ORD7:41 amChicago O'Hare Intl
$847
JetBlue
Apr 13
ORD7:45 amChicago O'Hare Intl
9h 02m
1 stop
UVF5:47 pmCastries Hewanorra
Apr 20
UVF3:57 pmCastries Hewanorra
16h 44m
1 stop
ORD7:41 amChicago O'Hare Intl
$871

Air Canada flights from Chicago to Castries

Our best Air Canada deals on Chicago to Castries flight tickets
Air Canada
Jun 18
ORD8:40 pmChicago O'Hare Intl
16h 40m
1 stop
UVF2:20 pmCastries Hewanorra
Jun 26
UVF3:05 pmCastries Hewanorra
22h 06m
2 stops
ORD12:11 pmChicago O'Hare Intl
$392
Air Canada
Jun 18
ORD6:22 pmChicago O'Hare Intl
18h 58m
2 stops
UVF2:20 pmCastries Hewanorra
Jun 26
UVF3:05 pmCastries Hewanorra
17h 40m
2 stops
ORD7:45 amChicago O'Hare Intl
$397
Air Canada
Apr 16
ORD7:55 amChicago O'Hare Intl
30h 25m
1 stop
UVF3:20 pmCastries Hewanorra
Apr 22
UVF4:20 pmCastries Hewanorra
21h 45m
1 stop
ORD1:05 pmChicago O'Hare Intl
$439

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 9, 2026.
Use the filters below to find and compare flights from Chicago to Castries that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 6/18

8:40 pm-2:20 pm

1 stop16h 40m

Castries Hewanorra

Fri 6/26

3:05 pm-12:11 pm

2 stops22h 06m

$392

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 6/18

6:22 pm-2:20 pm

2 stops18h 58m

Castries Hewanorra

Fri 6/26

3:05 pm-7:45 am

2 stops17h 40m

$397

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 4/19

2:00 pm-3:20 pm

1 stop24h 20m

Castries Hewanorra

Thu 4/23

4:15 pm-3:15 pm

1 stop24h 00m

$449

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 4/19

4:15 pm-3:20 pm

1 stop22h 05m

Castries Hewanorra

Thu 4/23

4:15 pm-2:55 pm

2 stops23h 40m

$452

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 6/18

8:40 pm-2:20 pm

1 stop16h 40m

Castries Hewanorra

Fri 6/26

3:05 pm-9:00 am

1 stop18h 55m

$464

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 4/19

9:05 am-3:20 pm

1 stop29h 15m

Castries Hewanorra

Thu 4/23

4:15 pm-2:01 pm

1 stop22h 46m

$469

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 4/19

4:15 pm-3:20 pm

1 stop22h 05m

Castries Hewanorra

Thu 4/23

4:15 pm-2:55 pm

2 stops23h 40m

$472

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 6/11

9:55 am-2:10 pm

1 stop27h 15m

Castries Hewanorra

Sun 6/14

2:30 pm-9:00 am

1 stop19h 30m

$519
Quickest round-trip

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Tue 8/11

6:00 am-2:08 pm

1 stop7h 08m

Castries Hewanorra

Wed 8/12

3:28 pm-12:30 pm

2 stops22h 02m

$681

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Tue 8/11

6:00 am-2:08 pm

1 stop7h 08m

Castries Hewanorra

Tue 8/18

3:28 pm-12:30 pm

2 stops22h 02m

$732

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Castries from

How to get the cheapest flight ticket from Chicago 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 typical price of a round-trip flight between Chicago and Castries?

What is the cheapest month to fly to Castries?

The month of August is, on average, the cheapest month to fly to Castries from Chicago, with most prices found around $605. The month of January is another great option to travel to Castries, with average flight prices from Chicago averaging around $621.

What is the cheapest Chicago to Castries Hewanorra flight route?

Fly from Chicago O'Hare Intl to Castries Hewanorra for the best Chicago - Castries Hewanorra flight prices

How far in advance should I book a flight to Castries?

You are more likely to see cheaper flights to Castries from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Castries for around $845 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Castries from Chicago for as low as $704 on momondo.

What cabin class options are available on Chicago to Castries Hewanorra flights?

There is only 1 cabin class available to choose from on Chicago to Castries Hewanorra flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Castries flights?

You could potentially save up to 16% on your flight if you consider stops on a Chicago to Castries flight.

When to book flights from Chicago to Castries

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

Cheap Chicago to Castries (CHI to UVF) flight deals and tips

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

Best Price Found

$923

Fastest flight time

5h 45m

Direct flights

Sun

Airports in Castries

1 airport
The best flight deal from Chicago to Castries found on momondo in the last 72 hours is $923
The fastest flight from Chicago to Castries takes 5h 45m
Direct flights go from Chicago to Castries on Sunday. There are no airlines offering direct flights.
There is 1 airport in Castries. From Chicago there are direct flights to Castries Hewanorra (UVF).
Search flight deals

Frequently asked questions about flying from Chicago to Castries

  • How far is Chicago to Castries Hewanorra by plane?

    Castries Hewanorra is 2496.8 mi away from Chicago. A reasonable flight in good conditions will take 5h 45m.

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

    Prices for flights from Chicago to Castries Hewanorra Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Castries Hewanorra Airport?

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Castries Hewanorra Airport.

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

    The travel and health documents required for your trip to Castries Hewanorra Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Castries Hewanorra Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Castries?

  • What is the most popular airline from Chicago to Castries?

Best airlines flying from Chicago to Castries

Compare and see reviews for airlines that fly from Chicago to Castries with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $546Free CancellationRating
7.9
8,392 reviews
Search Delta flights
American AirlinesPriceFrom $552Free CancellationRating
7.1
11,560 reviews
Search American Airlines flights
United AirlinesPriceFrom $600Free CancellationRating
7.4
9,554 reviews
Search United Airlines flights

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?

Yes. momondo allows you to filter the results for Chicago to Castries flights to just show those with flexible booking policies.

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

Once all potential Chicago to Castries flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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