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Cheap flights from Chicago to Castries from $233

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 11/28. 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

JetBlue Logo
6:45 am - 2:15 pmORD-UVF
30h 30m1 stop
JetBlue Logo
3:20 pm - 6:23 pmUVF-ORD
28h 03m1 stop
$474JetBlue
Find Deal
Tue, Sep 16 - Fri, Sep 26
JetBlue Logo
8:34 am - 2:15 pmORD-UVF
28h 41m1 stop
JetBlue Logo
3:20 pm - 6:23 pmUVF-ORD
28h 03m1 stop
$499JetBlue
Find Deal
Sat, Sep 27 - Fri, Oct 3
JetBlue Logo
6:45 am - 2:56 pmORD-UVF
30h 11m1 stop
JetBlue Logo
5:00 pm - 10:45 pmUVF-ORD
31h 45m1 stop
$510JetBlue
Find Deal
Mon, Nov 17 - Fri, Nov 21
Air Canada Logo
10:50 am - 2:15 pmORD-UVF
26h 25m2 stops
Air Canada Logo
3:10 pm - 9:13 amUVF-ORD
19h 03m1 stop
$526Air Canada
Find Deal
Mon, Sep 29 - Tue, Oct 21
Air Canada Logo
10:50 am - 2:15 pmORD-UVF
26h 25m2 stops
Air Canada Logo
3:10 pm - 1:14 pmUVF-ORD
23h 04m1 stop
$548Air Canada
Find Deal
Mon, Sep 29 - Fri, Oct 24
Delta Logo
5:40 am - 3:07 pmORD-UVF
7h 27m1 stop
Delta Logo
4:24 pm - 8:39 amUVF-ORD
18h 15m1 stop
$575Delta
Find Deal
Wed, Dec 31 - Wed, Jan 7
Delta Logo
5:30 pm - 3:07 pmORD-UVF
19h 37m2 stops
Delta Logo
4:24 pm - 9:48 pmUVF-ORD
31h 24m2 stops
$580Delta
Find Deal
Wed, Dec 31 - Thu, Jan 8
American Airlines Logo
6:00 am - 3:00 pmORD-UVF
8h 00m1 stop
American Airlines Logo
4:00 pm - 11:58 pmUVF-ORD
8h 58m1 stop
$587American Airlines
Find Deal
Mon, Oct 6 - Fri, Oct 10
American Airlines Logo
6:00 am - 3:00 pmORD-UVF
8h 00m1 stop
American Airlines Logo
4:00 pm - 7:25 amUVF-ORD
16h 25m2 stops
$592American Airlines
Find Deal
Mon, Oct 6 - Fri, Oct 10
United Airlines Logo
8:52 am - 4:25 pmORD-UVF
5h 33mnonstop
United Airlines Logo
1:52 pm - 6:15 pmUVF-ORD
6h 23mnonstop
$611United Airlines
Find Deal
Sat, Nov 15 - Sat, Nov 22

American Airlines flights from Chicago to Castries

Our best American Airlines deals on Chicago to Castries flight tickets
American Airlines
Oct 6
ORD6:00 amChicago O'Hare Intl
8h 00m
1 stop
UVF3:00 pmCastries Hewanorra
Oct 10
UVF4:00 pmCastries Hewanorra
8h 58m
1 stop
ORD11:58 pmChicago O'Hare Intl
$587
Find similar
American Airlines
Oct 6
ORD6:00 amChicago O'Hare Intl
8h 00m
1 stop
UVF3:00 pmCastries Hewanorra
Oct 10
UVF4:00 pmCastries Hewanorra
16h 25m
2 stops
ORD7:25 amChicago O'Hare Intl
$592
Find similar
American Airlines
Nov 16
ORD8:57 pmChicago O'Hare Intl
14h 24m
2 stops
UVF1:21 pmCastries Hewanorra
Nov 23
UVF4:50 pmCastries Hewanorra
9h 31m
1 stop
ORD12:21 amChicago O'Hare Intl
$610
Find similar

Air Canada flights from Chicago to Castries

Our best Air Canada deals on Chicago to Castries flight tickets
Air Canada
Sep 29
ORD10:50 amChicago O'Hare Intl
26h 25m
2 stops
UVF2:15 pmCastries Hewanorra
Oct 21
UVF3:10 pmCastries Hewanorra
19h 03m
1 stop
ORD9:13 amChicago O'Hare Intl
$526
Find similar
Air Canada
Sep 29
ORD10:50 amChicago O'Hare Intl
26h 25m
2 stops
UVF2:15 pmCastries Hewanorra
Oct 24
UVF3:10 pmCastries Hewanorra
23h 04m
1 stop
ORD1:14 pmChicago O'Hare Intl
$548
Find similar
Air Canada
Oct 6
ORD8:25 pmChicago O'Hare Intl
16h 50m
1 stop
UVF2:15 pmCastries Hewanorra
Oct 10
UVF3:10 pmCastries Hewanorra
19h 03m
1 stop
ORD9:13 amChicago O'Hare Intl
$586
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 July 31, 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

Tue 9/16

6:45 am-2:15 pm

1 stop30h 30m

Castries Hewanorra

Fri 9/26

3:20 pm-6:23 pm

1 stop28h 03m

$474

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 9/27

8:34 am-2:15 pm

1 stop28h 41m

Castries Hewanorra

Fri 10/3

3:20 pm-6:23 pm

1 stop28h 03m

$499

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 11/17

6:45 am-2:56 pm

1 stop30h 11m

Castries Hewanorra

Fri 11/21

5:00 pm-10:45 pm

1 stop31h 45m

$510

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 9/29

10:50 am-2:15 pm

2 stops26h 25m

Castries Hewanorra

Tue 10/21

3:10 pm-9:13 am

1 stop19h 03m

$526

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 9/29

10:50 am-2:15 pm

2 stops26h 25m

Castries Hewanorra

Fri 10/24

3:10 pm-1:14 pm

1 stop23h 04m

$548

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Wed 12/31

5:40 am-3:07 pm

1 stop7h 27m

Castries Hewanorra

Wed 1/7

4:24 pm-8:39 am

1 stop18h 15m

$575

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Wed 12/31

5:30 pm-3:07 pm

2 stops19h 37m

Castries Hewanorra

Thu 1/8

4:24 pm-9:48 pm

2 stops31h 24m

$580

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 10/6

6:00 am-3:00 pm

1 stop8h 00m

Castries Hewanorra

Fri 10/10

4:00 pm-11:58 pm

1 stop8h 58m

$587

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 10/6

6:00 am-3:00 pm

1 stop8h 00m

Castries Hewanorra

Fri 10/10

4:00 pm-7:25 am

2 stops16h 25m

$592

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 11/15

8:52 am-4:25 pm

Nonstop5h 33m

Castries Hewanorra

Sat 11/22

1:52 pm-6:15 pm

Nonstop6h 23m

$611

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 October is, on average, the cheapest month to fly to Castries from Chicago, with most prices found around $587. The month of January is another great option to travel to Castries, with average flight prices from Chicago averaging around $603.

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 $920. 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 $873. 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 $780 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 $574 on momondo.

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

There are 1 cabin classes 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 30% 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

$233

Fastest flight time

5h 33m

Direct flights

Sun

Airports in Castries

1 airport
The best one-way flight to Castries from Chicago in the past 72 hours is $233. The best round-trip flight deal from Chicago to Castries found on momondo in the last 72 hours is $474.
The fastest flight from Chicago to Castries takes 5h 33m
Direct flights go from Chicago to Castries on Sunday. The only airline offering direct flights is United Airlines.
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 5h 33m.

  • 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
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $556Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $570Free CancellationRating
7.4
8,900 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