CHI - UVF

$213 Find Cheap Flights from Chicago to Castries - Compare and Save

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Everything you should know

Cheapest round-trip
$518
Typical prices: $693-$1,046
Air Canada
Wed 11/28Tue 12/4
ORD - UVF • 1 stop
Cheapest non-stop
$785
Typical prices: $874-$1,500
United Airlines
Tue 2/20Tue 3/6
ORD - UVF • Non-stop
Nonstop flights
1 day a week
You can fly direct with United Airlines. Average duration is 5h 33m
Direct flights
+1
Direct flights
+1
Top routes
MDW - UVF
Cheapest • 1% average savings
ORD - UVF
Most popular
Insights
Insights
When to book
14 weeks
in advance
Our data shows that travelers who book at least 14 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
When to travel
November
Cheapest • 6% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Toronto Pearson Intl (YYZ)
Cheapest • Avg $527 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 8h 28m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Chicago to Castries (CHI-UVF)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Castries

Wed, Dec 2 - Wed, Dec 9
Air Canada Logo
10:05 am - 4:40 pmORD  Chicago O'Hare Intl-UVF Castries Hewanorra
28h 35m1 stop Toronto Pearson Intl
Air Canada Logo
5:35 pm - 5:43 pmUVF  Castries Hewanorra-ORD Chicago O'Hare Intl
26h 08m1 stop Toronto Pearson Intl
$518Air Canada
Thu, Dec 3 - Thu, Dec 10
Air Canada Logo
10:05 am - 4:40 pmORD  Chicago O'Hare Intl-UVF Castries Hewanorra
28h 35m1 stop Toronto Pearson Intl
Air Canada Logo
5:35 pm - 1:13 pmUVF  Castries Hewanorra-ORD Chicago O'Hare Intl
21h 38m1 stop Toronto Pearson Intl
$518Air Canada
Sat, Nov 28 - Fri, Dec 4
Air Canada Logo
4:40 pm - 4:40 pmORD  Chicago O'Hare Intl-UVF Castries Hewanorra
22h 00m1 stop Toronto Pearson Intl
Air Canada Logo
5:35 pm - 1:13 pmUVF  Castries Hewanorra-ORD Chicago O'Hare Intl
21h 38m1 stop Toronto Pearson Intl
$518Air Canada
Tue, Dec 1 - Tue, Dec 8
American Airlines Logo
5:19 am - 3:27 pmORD  Chicago O'Hare Intl-UVF Castries Hewanorra
8h 08m1 stop Charlotte Douglas
American Airlines Logo
4:24 pm - 11:59 pmUVF  Castries Hewanorra-ORD Chicago O'Hare Intl
9h 35m1 stop Charlotte Douglas
$589American Airlines
Thu, Dec 17 - Thu, Dec 24
American Airlines Logo
5:21 am - 3:15 pmORD  Chicago O'Hare Intl-UVF Castries Hewanorra
7h 54m1 stop Charlotte Douglas
American Airlines Logo
3:47 pm - 12:33 amUVF  Castries Hewanorra-ORD Chicago O'Hare Intl
10h 46m1 stop Miami
$591American Airlines
Tue, Dec 1 - Tue, Dec 8
American Airlines Logo
9:06 pm - 1:32 pmORD  Chicago O'Hare Intl-UVF Castries Hewanorra
14h 26m2 stops Charlotte Douglas Miami
American Airlines Logo
2:32 pm - 11:59 pmUVF  Castries Hewanorra-ORD Chicago O'Hare Intl
11h 27m2 stops Miami Charlotte Douglas
$593American Airlines
Tue, Jan 26 - Tue, Feb 2
Delta Logo
6:00 am - 3:06 pmMDW  Chicago Midway-UVF Castries Hewanorra
7h 06m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:35 pm - 11:55 pmUVF  Castries Hewanorra-MDW Chicago Midway
9h 20m1 stop Atlanta Hartsfield-Jackson
$689Delta
Wed, Jan 27 - Tue, Feb 2
Delta Logo
6:00 am - 3:06 pmMDW  Chicago Midway-UVF Castries Hewanorra
7h 06m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:35 pm - 11:55 pmUVF  Castries Hewanorra-MDW Chicago Midway
9h 20m1 stop Atlanta Hartsfield-Jackson
$689Delta
Sat, Nov 28 - Sat, Dec 5
United Airlines Logo
8:52 am - 4:25 pmORD  Chicago O'Hare Intl-UVF Castries Hewanorra
5h 33mnonstop
United Airlines Logo
5:17 pm - 7:45 amUVF  Castries Hewanorra-ORD Chicago O'Hare Intl
16h 28m1 stop Newark
$714United Airlines
Sat, Feb 20 - Sat, Mar 6
United Airlines Logo
8:52 am - 4:25 pmORD  Chicago O'Hare Intl-UVF Castries Hewanorra
5h 33mnonstop
United Airlines Logo
5:17 pm - 7:49 amUVF  Castries Hewanorra-ORD Chicago O'Hare Intl
16h 32m1 stop Newark
$741United Airlines
Booking Insights

Price, demand and travel trends for Chicago to Castries flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Castries?

Round-trip flights from Chicago to Castries typically range from $693 to $1,046. The lowest price found in the past 5 days was $518, on Air Canada.

What is the cheapest Chicago to Castries flight route?

There's little price difference between Chicago to Castries routes. They average around $823 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Castries?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Chicago to Castries. It’s 17% cheaper than the average day, while Saturday is the most expensive, with prices 18% higher.

What’s the cheapest month to fly from Chicago to Castries?

•November is the cheapest month to fly from Chicago to Castries at $773 round-trip.
•March ($987) and June ($952) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 27% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Castries the cheapest?

Flights from Chicago to Castries are cheapest 14 weeks before departure. Booking in this window typically costs about 44% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Chicago to Castries flights

Low season

September

Cheapest flight

$213
Beat the crowds with an average 36% drop in travelers.
The most popular month to fly with an average 32% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Castries

When to book flights from Chicago to Castries

Are your dates flexible? Find out the best times to travel from Chicago to Castries based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Castries flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Castries?

    These are the earliest and latest flight times available from Chicago to Castries:

    • Earliest: departs at 8:52 am and lands at 2:25 pm
    • Latest: departs at 8:52 am and lands at 2:25 pm.

    The flight takes about 5h 33m.

  • What cabin classes can I book on flights from Chicago to Castries?

    Two cabin classes are available on flights from Chicago to Castries:

    • Economy Class
    • First Class

  • How long is a flight from Chicago to Castries?

    A nonstop flight from Chicago to Castries takes 5h 33m, covering 2,514 miles.

  • Do I need a passport to fly from Chicago to Castries?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Chicago to Castries flight?

    Round-trip flights from Chicago to Castries range from $693 to $1,046, with an average of $826 over the past 12 months. Anything below $693 counts as a good deal.

  • How expensive are last-minute Chicago to Castries flights?

    Last-minute fares on this route (booked within two weeks of departure) run 33% above the $826 route average. Book 14 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to Castries?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $527 round-trip via Toronto Pearson Intl (YYZ), compared to $1,115 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Castries?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$70 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Have flight prices from Chicago to Castries changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $518 to $4,197. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Chicago to Castries looking right now?

    One-way fares from Chicago to Castries are currently lower than usual. Average one-way flight prices are about $306, which is 34% below the typical average for this route.

  • What car rental options are available at Castries Hewanorra Airport (UVF)?

    Castries Hewanorra Airport (UVF) hosts 5 major car rental companies, with daily rates averaging $60 for economy cars. Top options include:

    • Drive A Matic
    • Final Rentals
    • Sixt
    • Ace
    • FlexWays

  • Which airports can I use when flying from Chicago to Castries?

    Flights from Chicago to Castries may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Castries Hewanorra (UVF).

  • Which airports do connecting flights from Chicago to Castries pass through?

    One-stop flights from Chicago to Castries most commonly connect through:

    • Miami (MIA) - 43% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 29% of one-stop connections
    • Charlotte Douglas (CLT) - 22% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 4% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Castries?

    Yes. Flexible dates can save you up to 30% on flights from Chicago to Castries. Wednesday is the cheapest departure day at $693 round-trip on average, while Saturday is the most expensive at $981, a difference of $288.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago to Castries?

    Only United Airlines operates flights between Chicago and Castries.

  • How much time can I save by choosing a different layover airport from Chicago to Castries?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 8h 28m, compared with 8h 48m via Charlotte Douglas (CLT) and 9h 05m via New York John F Kennedy Intl (JFK).

  • What is the time difference between Chicago and Castries?

    Castries is 2 hours ahead of Chicago (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which airlines offer extra legroom and free seat selection on Chicago to Castries flights?

    Among airlines operating Chicago to Castries flights:

    • United Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to Castries flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago to Castries flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Saturday. On this route, Wednesday flights average $693, about $288 less than Saturday fares (29% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 14 weeks before you fly. On this route, that window historically saves about 44% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Castries trip for November. Fares historically average $773 round-trip in that month - typically $214 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Toronto Pearson Intl Airport (YYZ) can be cheaper than flying direct. The cheapest layover option averages $527 round-trip on this route - about $588 less than direct flights (based on the last 12 months).

Prefer to fly direct from Chicago to Castries?

 
Find which airlines fly direct from Chicago to Castries Hewanorra Airport, which days they fly and book direct flights.

Direct departures

Chicago to Castries Hewanorra

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

Castries Hewanorra to Chicago

Saturday

United Airlines

United Airlines

See more direct flights

More options for your flight from Chicago to Castries

Complete your trip to Castries with a hotel stay or car rental

Car rentals in Castries
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