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Castries

$225+ Cheap flights from Chicago (CHI) to Castries (UVF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — UVF
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Castries Hewanorra are usually found in January or October, booked 39 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Chicago to Castries

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Castries (UVF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$464
(Gotogate)

One-way from

$225
(JetBlue)

Popular in

March

Cheapest in

January

Average price

$750
Provider with most accurate pricing for Chicago (CHI)-Castries Hewanorra flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Castries Hewanorra flights.
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From Chicago (CHI) to Castries Hewanorra
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One-way flight from Chicago (CHI) to Castries Hewanorra
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Highest demand for flights based on searches. 6% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Chicago to Castries

Cheapest flights from Chicago to Castries
Explore the most affordable flight options available from Chicago to Castries. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Gotogate deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/96:15 pmORD - UVF
2 stops19h 00mAir Canada
Tue 6/173:10 pmUVF - ORD
2 stops17h 49mAir Canada
Deal found 4/30$464
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/18:37 pmORD - UVF
2 stops16h 53mAmerican Airlines
Fri 11/73:05 pmUVF - ORD
1 stop10h 49mAmerican Airlines
Deal found 4/30$557
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:00 amORD - UVF
1 stop7h 17mDelta
Fri 10/313:32 pmUVF - ORD
1 stop9h 21mDelta
Deal found 4/29$565
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:06 pmORD - UVF
2 stops43h 09mMultiple Airlines
Sun 9/212:35 pmUVF - ORD
1 stop29h 54mMultiple Airlines
Deal found 4/29$567
This JetBlue deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/56:15 amORD - UVF
1 stop8h 54mJetBlue
Sat 7/121:36 pmUVF - ORD
1 stop10h 49mJetBlue
Deal found 4/29$633
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/129:21 amMDW - UVF
3 stops27h 54mMultiple Airlines
Tue 6/173:10 pmUVF - MDW
1 stop26h 44mMultiple Airlines
Deal found 4/30$724
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:08 amMDW - UVF
1 stop26h 59mDelta
Mon 12/294:32 pmUVF - MDW
2 stops25h 51mDelta
Deal found 4/30$1,484
This WestJet deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/31:16 pmMDW - UVF
2 stops23h 29mWestJet
Sun 5/112:35 pmUVF - MDW
2 stops28h 10mWestJet
Deal found 4/29$3,665

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated May 1, 2025.
Use the filters below to find and compare flights from Chicago to Castries that are best for you.

Fly from

Chicago

Fly to

Castries

Route

Depart

Return

Price

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 6/9

6:15 pm-2:15 pm

2 stops19h 00m

Castries Hewanorra

Tue 6/17

3:10 pm-7:59 am

2 stops17h 49m

$464

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 8/16

8:34 pm-2:09 pm

2 stops16h 35m

Castries Hewanorra

Fri 8/22

3:15 pm-11:48 pm

1 stop9h 33m

$557

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 10/26

6:00 am-2:17 pm

1 stop7h 17m

Castries Hewanorra

Thu 10/30

3:32 pm-11:53 pm

1 stop9h 21m

$565

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Wed 9/17

6:06 pm-2:15 pm

2 stops43h 09m

Castries Hewanorra

Sun 9/21

2:35 pm-7:29 pm

1 stop29h 54m

$567

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 7/5

6:15 am-4:09 pm

1 stop8h 54m

Castries Hewanorra

Sat 7/12

1:36 pm-11:25 pm

1 stop10h 49m

$633

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Thu 6/12

9:21 am-2:15 pm

3 stops27h 54m

Castries Hewanorra

Tue 6/17

3:10 pm-4:54 pm

1 stop26h 44m

$724

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 6/14

6:15 am-4:09 pm

1 stop8h 54m

$225

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 8/28

3:35 pm-2:15 pm

2 stops21h 40m

$232

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Wed 10/15

5:15 am-1:20 pm

1 stop7h 05m

$302

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 5/24

2:16 pm-1:45 pm

2 stops22h 29m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 12 results
1
2

Compare providers for flights from Chicago to Castries

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Castries in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Castries flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Castries flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Castries flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Castries flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Castries flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Castries

Have a flexible travel schedule? Discover the best time to fly to Castries from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Castries

How far ahead should I book a flight from Chicago to Castries?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Castries. Price data was last updated on April 25, 2025.

The best time to book flights from Chicago to Castries is 39 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Castries?

Currently, January is the cheapest month in which you can book a flight from Chicago to Castries (average of $556). Flying from Chicago to Castries in December is currently the most expensive (average of $730). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to UVF?

Find hourly flight availability from Chicago to Castries. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

It’s optimal to fly from Chicago to Castries at noon. By choosing this option you can save up to 45% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Castries

Get insights into the airlines that provide service to Castries. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Castries. Reviews last updated May 1, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and JetBlue from Chicago to Castries to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
JetBlue
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,826 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Castries. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Castries from Chicago?

    If you book a flight to Castries from Chicago, you will be flying to Hewanorra, which is the city’s only airport. Castries Hewanorra (UVF) is located 19.3 mi from the center of Castries. There are 0 flights from Chicago to Hewanorra per day from 3 different airlines.

  • What are the cheapest airlines flying from Chicago to Castries round-trip?

    According to our current data, Air Canada ($464), American Airlines ($591), and JetBlue ($633) offers the cheapest pricing from Chicago to Castries. Air Canada is currently priced 36% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Castries one-way?

    The cheapest airlines for a one-way flight from Chicago to Castries are JetBlue ($225), American Airlines ($344), and Air Canada ($399).

  • What are the cheapest flights from Chicago to Castries?

    Looking at all options, your cheapest flight can be booked for $290. While the most popular route (Chicago O'Hare Intl - Castries Hewanorra) can be booked for $527 on average our data indicates $581 when flying from Chicago to Castries.

  • Can I find deals for flights from Chicago to Castries that include hotel bookings?

    Yes. In addition to deals on Chicago to Castries flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Castries?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Castries.

  • Can I find deals for business class flights from Chicago to Castries?

    Yes. Cheapflights offers flight deals from Chicago to Castries by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Castries?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Castries (average of $556). Flying from Chicago to Castries in December is currently the most expensive (average of $730). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Castries

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Castries flights
O'Hare Intl to Castries flights
St. Louis to Castries flights
Midway to Castries flights
Moline to Castries flights

Top 3 airlines flying from Chicago to Castries

Discover the top 3 airlines that operate flights from Chicago to Castries. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$467Average$710FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$489Average$729FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$558Average$867FlexibilityNo cancel feeOn-time69%

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