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Castries

$190+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — UVF
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Castries Hewanorra are usually found in January or August, 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 July 3, 2025.

Round-trip from

$450
(Booking.com)

One-way from

$190
(Booking.com)

Popular in

June

Cheapest in

January

Average price

$796
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. 12% potential increase in price ($108 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/113:50 pmORD - UVF
1 stop21h 25mAir Canada
Tue 9/233:10 pmUVF - ORD
1 stop27h 23mAir Canada
Deal found 7/1$450
This Expedia deal was found by Cheapflights users on 7/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/121:36 pmORD - UVF
1 stop22h 10mJetBlue
Tue 9/163:06 pmUVF - ORD
1 stop22h 04mJetBlue
Deal found 7/2$524
This Mytrip deal was found by Cheapflights users on 7/1. 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
2 stops20h 16mMultiple Airlines
Deal found 7/1$567
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sun 11/24:48 pmORD - UVF
1 stop18h 12mAmerican Airlines
Fri 11/74:35 pmUVF - ORD
1 stop18h 29mAmerican Airlines
Deal found 7/2$575
This Delta deal was found by Cheapflights users on 7/3. 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 10/316:00 amORD - UVF
1 stop7h 17mDelta
Wed 11/54:32 pmUVF - ORD
1 stop9h 21mDelta
Deal found 7/3$600
This Delta deal was found by Cheapflights users on 7/3. 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 9/66:00 amMDW - UVF
1 stop7h 15mDelta
Fri 9/123:38 pmUVF - MDW
2 stops21h 50mDelta
Deal found 7/3$605
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Mon 10/69:20 amMDW - UVF
2 stops27h 55mMultiple Airlines
Fri 10/103:10 pmUVF - MDW
3 stops22h 59mMultiple Airlines
Deal found 7/1$940
This WestJet deal was found by Cheapflights users on 7/3. 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.
Wed 11/59:20 amMDW - UVF
2 stops27h 28mWestJet
Sun 11/93:40 pmUVF - MDW
2 stops32h 04mWestJet
Deal found 7/3$3,682

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 July 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

Thu 9/11

3:50 pm-2:15 pm

1 stop21h 25m

Castries Hewanorra

Tue 9/23

3:10 pm-5:33 pm

1 stop27h 23m

$450

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Fri 9/12

1:36 pm-12:46 pm

1 stop22h 10m

Castries Hewanorra

Tue 9/16

3:06 pm-12:10 pm

1 stop22h 04m

$524

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-9:51 am

2 stops20h 16m

$567

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sun 11/2

4:48 pm-1:00 pm

1 stop18h 12m

Castries Hewanorra

Fri 11/7

4:35 pm-9:04 am

1 stop18h 29m

$575

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Tue 12/2

6:00 am-3:10 pm

1 stop7h 10m

Castries Hewanorra

Wed 12/10

4:35 pm-6:36 pm

2 stops28h 01m

$580

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Fri 10/31

6:00 am-2:17 pm

1 stop7h 17m

Castries Hewanorra

Wed 11/5

4:32 pm-11:53 pm

1 stop9h 21m

$600

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 12/3

5:35 pm-2:48 pm

1 stop19h 13m

Castries Hewanorra

Thu 12/11

3:40 pm-11:10 am

1 stop21h 30m

$751

ChicagoCastries

MDW - UVF

MDWUVF

Chicago Midway

Wed 11/5

2:00 pm-2:48 pm

2 stops22h 48m

Castries Hewanorra

Sun 11/9

3:40 pm-9:44 pm

2 stops32h 04m

$3,682

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Mon 9/15

6:20 pm-2:15 pm

1 stop18h 55m

$190

ChicagoCastries

ORD - UVF

ORDUVF

Chicago O'Hare Intl

Sat 8/16

6:15 am-4:11 pm

1 stop8h 56m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 16 results
1
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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 June 27, 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 July 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 July 3, 2025.
Read through reviews of airlines operating flights from Chicago to Castries, such as Delta, United Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.3
Good
2,916 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,917 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 ($450), JetBlue ($524), and American Airlines ($575) offers the cheapest pricing from Chicago to Castries. Air Canada is currently priced 39% 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 Air Canada ($190), JetBlue ($282), and Delta ($298).

  • What are the cheapest flights from Chicago to Castries?

    Looking at all options, your cheapest flight can be booked for $368. While the most popular route (Chicago O'Hare Intl - Castries Hewanorra) can be booked for $567 on average our data indicates $1,332 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

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$527Average$722FlexibilityNo cancel feeOn-time71%
DeltaCheapest$555Average$711FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$570Average$872FlexibilityNo cancel feeOn-time69%

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