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Cheap flights from Chicago to Castries from $251

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 11/7. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Castries

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
4:30 pm - 3:40 pm
ORD
-
UVF
22h 10m
1 stop
Air Canada Logo
4:40 pm - 1:13 pm
UVF
-
ORD
21h 33m
1 stop
$536Air Canada
Sun, Oct 25 - Fri, Oct 30
Air Canada Logo
4:30 pm - 3:40 pm
ORD
-
UVF
22h 10m
1 stop
Air Canada Logo
4:40 pm - 11:07 am
UVF
-
ORD
19h 27m
2 stops
$539Air Canada
Sun, Oct 25 - Fri, Oct 30
Air Canada Logo
3:45 pm - 3:40 pm
ORD
-
UVF
22h 55m
2 stops
Air Canada Logo
4:40 pm - 11:07 am
UVF
-
ORD
19h 27m
2 stops
$542Air Canada
Sun, Oct 25 - Fri, Oct 30
Air Canada Logo
8:50 pm - 4:40 pm
ORD
-
UVF
17h 50m
1 stop
Air Canada Logo
5:40 pm - 9:23 am
UVF
-
ORD
17h 43m
1 stop
$569Air Canada
Sun, Nov 1 - Mon, Nov 9
Air Canada Logo
3:45 pm - 4:40 pm
ORD
-
UVF
22h 55m
2 stops
Air Canada Logo
5:40 pm - 9:23 am
UVF
-
ORD
17h 43m
1 stop
$572Air Canada
Sun, Nov 1 - Mon, Nov 9
JetBlue Logo
6:00 am - 3:12 pm
ORD
-
UVF
8h 12m
1 stop
JetBlue Logo
4:17 pm - 8:46 am
UVF
-
ORD
17h 29m
1 stop
$586JetBlue
Wed, Aug 19 - Wed, Aug 26
Delta Logo
6:05 am - 2:14 pm
MDW
-
UVF
7h 09m
1 stop
Delta Logo
3:32 pm - 10:45 pm
UVF
-
MDW
8h 13m
1 stop
$698Delta
Fri, Sep 4 - Wed, Sep 9
Delta Logo
6:05 am - 2:12 pm
MDW
-
UVF
7h 07m
1 stop
Delta Logo
3:32 pm - 10:45 pm
UVF
-
MDW
8h 13m
1 stop
$738Delta
Wed, Sep 9 - Mon, Sep 14
Delta Logo
6:05 am - 2:12 pm
MDW
-
UVF
7h 07m
1 stop
Delta Logo
3:32 pm - 10:45 pm
UVF
-
MDW
8h 13m
1 stop
$784Delta
Sun, Sep 20 - Fri, Sep 25
Delta Logo
6:00 am - 2:12 pm
MDW
-
UVF
7h 12m
1 stop
Delta Logo
3:32 pm - 10:45 pm
UVF
-
MDW
8h 13m
1 stop
$863Delta
Sat, Jul 25 - Fri, Sep 25

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Air Canada flights from Chicago to Castries

Our best Air Canada deals on Chicago to Castries flight tickets
Air Canada
Oct 25
ORD4:30 pmChicago O'Hare Intl
22h 10m
1 stop
UVF3:40 pmCastries Hewanorra
Oct 30
UVF4:40 pmCastries Hewanorra
21h 33m
1 stop
ORD1:13 pmChicago O'Hare Intl
$536
Air Canada
Oct 25
ORD4:30 pmChicago O'Hare Intl
22h 10m
1 stop
UVF3:40 pmCastries Hewanorra
Oct 30
UVF4:40 pmCastries Hewanorra
19h 27m
2 stops
ORD11:07 amChicago O'Hare Intl
$539
Air Canada
Oct 25
ORD3:45 pmChicago O'Hare Intl
22h 55m
2 stops
UVF3:40 pmCastries Hewanorra
Oct 30
UVF4:40 pmCastries Hewanorra
19h 27m
2 stops
ORD11:07 amChicago O'Hare Intl
$542

JetBlue flights from Chicago to Castries

Our best JetBlue deals on Chicago to Castries flight tickets
JetBlue
Aug 19
ORD6:00 amChicago O'Hare Intl
8h 12m
1 stop
UVF3:12 pmCastries Hewanorra
Aug 26
UVF4:17 pmCastries Hewanorra
17h 29m
1 stop
ORD8:46 amChicago O'Hare Intl
$586
JetBlue
Aug 18
ORD6:00 amChicago O'Hare Intl
8h 12m
1 stop
UVF3:12 pmCastries Hewanorra
Aug 25
UVF4:17 pmCastries Hewanorra
17h 26m
1 stop
ORD8:43 amChicago O'Hare Intl
$613
JetBlue
Aug 26
ORD6:30 pmChicago O'Hare Intl
17h 09m
1 stop
UVF12:39 pmCastries Hewanorra
Aug 30
UVF2:03 pmCastries Hewanorra
19h 40m
1 stop
ORD8:43 amChicago O'Hare Intl
$614

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 7, 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

Sun 10/25

4:30 pm-3:40 pm

1 stop22h 10m

Castries Hewanorra

Fri 10/30

4:40 pm-1:13 pm

1 stop21h 33m

$536

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 10/25

4:30 pm-3:40 pm

1 stop22h 10m

Castries Hewanorra

Fri 10/30

4:40 pm-11:07 am

2 stops19h 27m

$539

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 10/25

3:45 pm-3:40 pm

2 stops22h 55m

Castries Hewanorra

Fri 10/30

4:40 pm-11:07 am

2 stops19h 27m

$542

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 11/1

8:50 pm-4:40 pm

1 stop17h 50m

Castries Hewanorra

Mon 11/9

5:40 pm-9:23 am

1 stop17h 43m

$569

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 11/1

3:45 pm-4:40 pm

2 stops22h 55m

Castries Hewanorra

Mon 11/9

5:40 pm-9:23 am

1 stop17h 43m

$572

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Wed 8/19

6:00 am-3:12 pm

1 stop8h 12m

Castries Hewanorra

Wed 8/26

4:17 pm-8:46 am

1 stop17h 29m

$586

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Fri 9/4

6:05 am-2:14 pm

1 stop7h 09m

Castries Hewanorra

Wed 9/9

3:32 pm-10:45 pm

1 stop8h 13m

$698
Quickest round-trip

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 9/9

6:05 am-2:12 pm

1 stop7h 07m

Castries Hewanorra

Mon 9/14

3:32 pm-10:45 pm

1 stop8h 13m

$738

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sun 9/20

6:05 am-2:12 pm

1 stop7h 07m

Castries Hewanorra

Fri 9/25

3:32 pm-10:45 pm

1 stop8h 13m

$784

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Sat 7/25

6:00 am-2:12 pm

1 stop7h 12m

Castries Hewanorra

Fri 9/25

3:32 pm-10:45 pm

1 stop8h 13m

$863

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 April is, on average, the cheapest month to fly to Castries from Chicago, with most prices found around $363. The month of May is another great option to travel to Castries, with average flight prices from Chicago averaging around $382.

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 from Chicago 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 $898 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 $651 on momondo.

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

There are 3 cabin classes available to choose from on Chicago to Castries 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 52% 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

$728

Fastest flight time

5h 33m

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 $728
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 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 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
American AirlinesPriceFrom $552Free CancellationRating
7.1
11,782 reviews
Search American Airlines flights
DeltaPriceFrom $565Free CancellationRating
7.8
8,450 reviews
Search Delta flights
United AirlinesPriceFrom $621Free CancellationRating
7.4
9,944 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