Castries

$295+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — UVF
Apr 8 — Apr 151
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Castries Hewanorra are usually found in October or January, 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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$535
(American Airlines)

One-way from

$295
(Delta)

Popular in

March

Cheapest in

October

Average price

$699
Provider with most accurate pricing for Chicago (CHI)-Castries Hewanorra flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Castries Hewanorra flights.
From Chicago (CHI) to Castries Hewanorra
One-way flight from Chicago (CHI) to Castries Hewanorra
Highest demand for flights based on searches. 6% potential increase in price ($47 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 April 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/2. 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 4/261:30 pmORD - UVF
1 stop23h 58mAmerican Airlines
Wed 4/303:28 pmUVF - ORD
1 stop18h 21mAmerican Airlines
Deal found 4/2$535
This Delta deal was found by Cheapflights users on 4/3. 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.
Fri 4/255:30 amORD - UVF
1 stop7h 29mDelta
Wed 4/303:19 pmUVF - ORD
1 stop9h 40mDelta
Deal found 4/3$550
This Air Canada deal was found by Cheapflights users on 4/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/126:30 pmORD - UVF
1 stop18h 45mAir Canada
Tue 6/173:10 pmUVF - ORD
2 stops17h 49mAir Canada
Deal found 4/3$577
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/255:50 pmMDW - UVF
1 stop18h 55mMultiple Airlines
Sun 6/292:35 pmUVF - MDW
1 stop19h 10mMultiple Airlines
Deal found 4/2$655
This Mytrip deal was found by Cheapflights users on 4/2. 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 6/258:25 pmORD - UVF
1 stop16h 20mMultiple Airlines
Sun 6/292:35 pmUVF - ORD
1 stop23h 19mMultiple Airlines
Deal found 4/2$703
This United deal was found by Cheapflights users on 4/3. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/98:47 amORD - UVF
Nonstop5h 43mUnited Airlines
Sat 8/302:35 pmUVF - ORD
1 stop10h 07mUnited Airlines
Deal found 4/3$711
This Delta deal was found by Cheapflights users on 4/3. 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 4/56:00 amMDW - UVF
1 stop7h 04mDelta
Sat 4/121:56 pmUVF - MDW
1 stop9h 25mDelta
Deal found 4/3$964
This WestJet deal was found by Cheapflights users on 4/3. 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.
Sun 4/64:45 pmORD - UVF
2 stops44h 29mWestJet
Thu 4/102:40 pmUVF - ORD
2 stops26h 31mWestJet
Deal found 4/3$2,045

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 April 3, 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

Sat 4/26

1:30 pm-2:28 pm

1 stop23h 58m

Castries Hewanorra

Wed 4/30

3:28 pm-8:49 am

1 stop18h 21m

$535

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Fri 4/25

5:30 am-1:59 pm

1 stop7h 29m

Castries Hewanorra

Wed 4/30

3:19 pm-11:59 pm

1 stop9h 40m

$550

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 6/12

8:25 pm-2:15 pm

1 stop16h 50m

Castries Hewanorra

Tue 6/17

3:10 pm-9:08 am

1 stop18h 58m

$577

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 6/25

5:50 pm-1:45 pm

1 stop18h 55m

Castries Hewanorra

Sun 6/29

2:35 pm-8:45 am

1 stop19h 10m

$655

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Wed 6/25

8:25 pm-1:45 pm

1 stop16h 20m

Castries Hewanorra

Sun 6/29

2:35 pm-12:54 pm

1 stop23h 19m

$703

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 8/9

8:47 am-3:30 pm

Nonstop5h 43m

Castries Hewanorra

Sat 8/30

2:35 pm-11:42 pm

1 stop10h 07m

$711

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 4/26

11:10 am-1:45 pm

2 stops25h 35m

Castries Hewanorra

Thu 5/1

2:35 pm-8:45 pm

2 stops31h 10m

$3,251

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 4/17

5:30 am-1:59 pm

1 stop7h 29m

$295

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Thu 4/17

6:04 am-1:59 pm

1 stop6h 55m

$295

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Thu 4/17

7:20 am-2:45 pm

2 stops30h 25m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 11 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Castries flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 March 28, 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 April 3, 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 April 3, 2025.
8.0
Very good

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

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.
8.0
Very good
8.0
Very good

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

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.
8.0
Very good

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

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.
8.0
Very good

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

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.
8.0
Very good

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

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.
8.0
Very good

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

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, American Airlines ($535), Delta ($550), and Air Canada ($577) offers the cheapest pricing from Chicago to Castries. American Airlines is currently priced 26% below the average price you’ll pay for this route.

  • What are the cheapest flights from Chicago to Castries?

    Looking at all options, your cheapest flight can be booked for $268. While the most popular route (Chicago O'Hare Intl - Castries Hewanorra) can be booked for $550 on average our data indicates $679 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.

See more FAQs

Traveling to a place near Chicago?

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Vieux Fort

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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.

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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$477Average$706FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$489Average$732FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$558Average$858FlexibilityNo cancel feeOn-time69%

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