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Cheap flights from Chicago to Castries from $298

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 12/31. 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 to Castries

Cheap round-trip flights

Air Canada Logo
8:25 pm - 2:15 pmORD-UVF
16h 50m1 stop
Air Canada Logo
3:10 pm - 8:00 amUVF-ORD
17h 50m2 stops
$399Air Canada
Find Deal
Mon, Oct 6 - Fri, Oct 10
Air Canada Logo
9:12 pm - 2:15 pmORD-UVF
16h 03m1 stop
Air Canada Logo
3:10 pm - 3:04 pmUVF-ORD
24h 54m1 stop
$404Air Canada
Find Deal
Mon, Oct 6 - Fri, Oct 10
JetBlue Logo
6:45 am - 1:57 pmORD-UVF
30h 12m1 stop
JetBlue Logo
4:57 pm - 8:52 pmUVF-ORD
29h 55m1 stop
$479JetBlue
Find Deal
Thu, Oct 30 - Thu, Nov 6
Multiple Airlines Logo
5:05 am - 2:15 pmORD-UVF
32h 10m3 stops
Multiple Airlines Logo
3:10 pm - 9:51 amUVF-ORD
43h 41m2 stops
$519Multiple Airlines
Find Deal
Mon, Oct 6 - Fri, Oct 10
Multiple Airlines Logo
10:27 am - 2:15 pmORD-UVF
26h 48m3 stops
Multiple Airlines Logo
3:10 pm - 8:17 pmUVF-ORD
30h 07m2 stops
$534Multiple Airlines
Find Deal
Mon, Oct 6 - Fri, Oct 10
JetBlue Logo
7:00 am - 2:57 pmORD-UVF
29h 57m1 stop
JetBlue Logo
4:57 pm - 9:52 pmUVF-ORD
30h 55m1 stop
$554JetBlue
Find Deal
Sat, Dec 6 - Thu, Dec 11
Delta Logo
5:32 am - 3:39 pmORD-UVF
8h 07m1 stop
Delta Logo
4:59 pm - 12:02 amUVF-ORD
9h 03m1 stop
$575Delta
Find Deal
Mon, Nov 17 - Tue, Nov 25
American Airlines Logo
8:25 pm - 2:25 pmORD-UVF
16h 00m2 stops
American Airlines Logo
5:10 pm - 12:10 amUVF-ORD
9h 00m1 stop
$580American Airlines
Find Deal
Sat, Jan 24 - Tue, Feb 3
Delta Logo
6:48 pm - 3:39 pmMDW-UVF
18h 51m2 stops
Delta Logo
4:59 pm - 11:32 pmUVF-MDW
8h 33m1 stop
$580Delta
Find Deal
Mon, Nov 24 - Thu, Nov 27
American Airlines Logo
7:07 pm - 1:19 pmORD-UVF
16h 12m1 stop
American Airlines Logo
2:19 pm - 10:59 pmUVF-ORD
10h 40m1 stop
$587American Airlines
Find Deal
Sun, Nov 9 - Thu, Nov 13

Air Canada flights from Chicago to Castries

Our best Air Canada deals on Chicago to Castries flight tickets
Air Canada
Oct 6
ORD8:25 pmChicago O'Hare Intl
16h 50m
1 stop
UVF2:15 pmCastries Hewanorra
Oct 10
UVF3:10 pmCastries Hewanorra
17h 50m
2 stops
ORD8:00 amChicago O'Hare Intl
$399
Find similar
Air Canada
Oct 6
ORD9:12 pmChicago O'Hare Intl
16h 03m
1 stop
UVF2:15 pmCastries Hewanorra
Oct 10
UVF3:10 pmCastries Hewanorra
24h 54m
1 stop
ORD3:04 pmChicago O'Hare Intl
$404
Find similar
Air Canada
Oct 6
ORD9:12 pmChicago O'Hare Intl
16h 03m
1 stop
UVF2:15 pmCastries Hewanorra
Oct 10
UVF3:10 pmCastries Hewanorra
43h 41m
2 stops
ORD9:51 amChicago O'Hare Intl
$412
Find similar

Delta flights from Chicago to Castries

Our best Delta deals on Chicago to Castries flight tickets
Delta
Nov 17
ORD5:32 amChicago O'Hare Intl
8h 07m
1 stop
UVF3:39 pmCastries Hewanorra
Nov 25
UVF4:59 pmCastries Hewanorra
9h 03m
1 stop
ORD12:02 amChicago O'Hare Intl
$575
Find similar
Delta
Nov 24
MDW6:48 pmChicago Midway
18h 51m
2 stops
UVF3:39 pmCastries Hewanorra
Nov 27
UVF4:59 pmCastries Hewanorra
8h 33m
1 stop
MDW11:32 pmChicago Midway
$580
Find similar
Delta
Feb 19
ORD7:55 pmChicago O'Hare Intl
17h 09m
1 stop
UVF3:04 pmCastries Hewanorra
Feb 25
UVF4:24 pmCastries Hewanorra
9h 30m
1 stop
ORD11:54 pmChicago O'Hare Intl
$600
Find similar

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 September 17, 2025.
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

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 10/6

8:25 pm-2:15 pm

1 stop16h 50m

Castries Hewanorra

Fri 10/10

3:10 pm-8:00 am

2 stops17h 50m

$399

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 10/6

9:12 pm-2:15 pm

1 stop16h 03m

Castries Hewanorra

Fri 10/10

3:10 pm-3:04 pm

1 stop24h 54m

$404

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 10/30

6:45 am-1:57 pm

1 stop30h 12m

Castries Hewanorra

Thu 11/6

4:57 pm-8:52 pm

1 stop29h 55m

$479

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 10/6

5:05 am-2:15 pm

3 stops32h 10m

Castries Hewanorra

Fri 10/10

3:10 pm-9:51 am

2 stops43h 41m

$519

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 10/6

10:27 am-2:15 pm

3 stops26h 48m

Castries Hewanorra

Fri 10/10

3:10 pm-8:17 pm

2 stops30h 07m

$534

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 12/6

7:00 am-2:57 pm

1 stop29h 57m

Castries Hewanorra

Thu 12/11

4:57 pm-9:52 pm

1 stop30h 55m

$554

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 11/17

5:32 am-3:39 pm

1 stop8h 07m

Castries Hewanorra

Tue 11/25

4:59 pm-12:02 am

1 stop9h 03m

$575

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 1/24

8:25 pm-2:25 pm

2 stops16h 00m

Castries Hewanorra

Tue 2/3

5:10 pm-12:10 am

1 stop9h 00m

$580

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Mon 11/24

6:48 pm-3:39 pm

2 stops18h 51m

Castries Hewanorra

Thu 11/27

4:59 pm-11:32 pm

1 stop8h 33m

$580

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 11/9

7:07 pm-1:19 pm

1 stop16h 12m

Castries Hewanorra

Thu 11/13

2:19 pm-10:59 pm

1 stop10h 40m

$587

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 cheapest month to fly to Castries?

The month of January is, on average, the cheapest month to fly to Castries from Chicago, with most prices found around $603. The month of August is another great option to travel to Castries, with average flight prices from Chicago averaging around $605.

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

The cheapest day to depart from Chicago 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 $906. 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 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 $872. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

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 $782 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 $639 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 20% 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

Fastest flight time

5h 33m

Direct flights

Sun

Airports in Castries

1 airport
The fastest flight from Chicago to Castries takes 5h 33m
Direct flights go from Chicago to Castries on Sunday. There are no airlines offering direct flights.
There is 1 airport near Castries: Castries Hewanorra (UVF)
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  • 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 7h 21m.

  • 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 $555Free CancellationRating
7.9
7,961 reviews
Search Delta flights
United AirlinesPriceFrom $558Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
American AirlinesPriceFrom $558Free CancellationRating
7.2
10,000 reviews
Search American 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