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Cheap Flights from Chicago to Castries

Compare Chicago to Castries flight deals

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Flight deals from Chicago to Castries

Looking for a cheap last-minute deal or the best return flight from Chicago to Castries? If you want to travel next month, return fares start from R 9,288. Find the lowest prices on one-way and return tickets right here.
Castries.R 3,851 per passenger.Departing Sun, 4 Apr.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 4 Apr, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 3,851, select.
Castries.R 4,059 per passenger.Departing Thu, 10 Sep.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 10 Sep, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 4,059, select.
Castries.R 4,147 per passenger.Departing Sat, 25 Jul.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Sat, 25 Jul, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 4,147, select.
Castries.R 4,243 per passenger.Departing Sat, 16 Jan.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 16 Jan, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 4,243, select.
Castries.R 4,243 per passenger.Departing Sat, 14 Nov.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 14 Nov, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 4,243, select.
Castries.R 4,259 per passenger.Departing Thu, 13 Aug.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 13 Aug, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 4,259, select.
Castries.R 4,278 per passenger.Departing Sat, 31 Oct.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 31 Oct, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 4,278, select.
Castries.R 4,622 per passenger.Departing Sun, 13 Dec.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 13 Dec, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 4,622, select.
Castries.R 5,390 per passenger.Departing Sat, 14 Nov.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 14 Nov, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 5,390, select.
Castries.R 5,411 per passenger.Departing Sat, 2 Jan.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 2 Jan, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 5,411, select.
Castries.R 5,435 per passenger.Departing Sat, 25 Jul.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 25 Jul, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 5,435, select.
Castries.R 5,502 per passenger.Departing Sat, 31 Oct.One-way flight with Lufthansa.Outbound direct flight with Lufthansa departs from Chicago O'Hare International on Sat, 31 Oct, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 5,502, select.
Castries.R 5,770 per passenger.Departing Mon, 15 Feb.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 15 Feb, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 5,770, select.
Castries.R 6,720 per passenger.Departing Mon, 15 Mar.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago O'Hare International on Mon, 15 Mar, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 6,720, select.
Castries.R 7,192 per passenger.Departing Sat, 15 May.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Sat, 15 May, arriving in St Lucia Vigie.Price includes taxes and charges.From R 7,192, select.
Castries.R 10,215 per passenger.Departing Sat, 13 Feb.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 13 Feb, arriving in St Lucia Hewanorra.Price includes taxes and charges.From R 10,215, select.

Find the cheapest month to fly from Chicago to Castries

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Castries flights are currently cheapest in April.
Jul
from R 4,131
Aug
from R 4,243
Sep
from R 4,043
Oct
from R 4,262
Nov
from R 4,227
Dec
from R 4,604
Jan
from R 4,227
Feb
from R 5,748
Mar
from R 6,694
Apr
from R 3,836
May
from R 7,164
Jun
Find prices

Direct flights from Chicago to Castries

Alternative Chicago to Castries routes

Looking for the cheapest, fastest or easiest route from Chicago to Castries? You could fly into the following airports instead.

St Lucia Vigie

1km from central Castries
Closest
from R 6,736
Search flights

St Lucia Hewanorra

30km from central Castries
Cheapest
from R 3,836
Search flights

Chicago to Castries: Flight information

The things to know before you go.
Cheapest flight foundR 3,836
Cheapest month to flyApril
Average flight time5 hrs, 37 mins
Most popular airlineUnited
Average flights per week1

Finding cheap flights from Chicago to Castries: Frequently asked questions

There are 2 airports in Castries: St Lucia Vigie and St Lucia Hewanorra.
The best price we found for a return flight from Chicago to Castries is R 9,132. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
5 hours and 37 minutes is the average flight time from Chicago to Castries.
United flies direct from Chicago to Castries.
As of July 2026, there is one flight per week flying from Chicago to Castries.
The cheapest month to fly from Chicago to Castries is usually October.
If you're flying from Chicago, the cheapest airport near Castries is St Lucia Hewanorra – which is 30.4 km away from the centre of Castries. We've found flights into this airport from R 9,132.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Castries on Saturday, 24 October 2026.
Yes – the average flight time is 5 hours and 37 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Castries but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Castries is around 40 days in advance, so don’t leave your flight to the last minute.

In July, the average temperature is usually around 28°C. September is typically the warmest month in Castries, when it usually averages around 28°C. You can expect the least rain in February. The coldest month is February, with temperatures averaging 25°C. The rainiest month is October.
The cheapest airline that flies to Castries is Air Canada. And the cheapest airline that flies to St Lucia Hewanorra Airport is United.

Travelling from Chicago to Castries: what you need to know

  • Chicago has two main airports where you can start your adventure. Check out your options for booking a flight from Chicago to Castries flying out of Chicago O'Hare International Airport (ORD) or Chicago Midway Airport (MDW).

  • St Lucia Hewanorra Airport (UVF) and St Lucia Vigie Airport (SLU) are Castries's primary gateways.

  • The average time for a direct Chicago to Castries flight is 5 hours 40 minutes.

  • The timezone in Castries is UTC-4, which is two hours ahead of Chicago.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. That way, you won't have to rush to board your Chicago to Castries flight.

  • Flying over a peak time like July? School holidays and other popular seasons can lead to longer queues at security. Play things extra safe and arrive up to four hours ahead of an international flight and two hours before a domestic departure.

How to find the cheapest flights from Chicago to Castries

  • To pick up cheap Chicago to Castries flights, book as early as possible. Airlines tend to offer lower prices when flights first go on sale.

  • If you're flexible with your travel plans, try using the 'Whole month' tool. It'll show you the cheapest price across each month when looking for your plane ticket from Chicago to Castries.

  • Snapping up a cheap flight from Chicago to Castries is a breeze with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch as soon as there's a better deal.

  • Select your preferred arrival and departure times, number of stops and airlines by using the filters. Alternatively, sort your Chicago to Castries flight results by 'Cheapest,' 'Best' or 'Fastest.'

Flying from Chicago

Chicago O'Hare International Airport (ORD)

  • Take off from Chicago O'Hare International Airport (ORD) on a nonstop flight from Chicago to Castries. From ORD, you can travel directly to St Lucia Hewanorra Airport (UVF).

  • Keep an eye out for deals with United Airlines. This airline offers direct Chicago to Castries plane tickets out of ORD.

  • Stopovers are the ideal opportunity to break up your trip — and possibly even tour another city. When searching for Chicago to Castries flights leaving from Chicago O'Hare International Airport, uncheck the 'Direct flights only' box to see where you can stop along the way. Top options include:

    • Atlanta Hartsfield-Jackson Airport (ATL)

    • Charlotte Douglas Airport (CLT)

    • Miami International Airport (MIA)

  • ORD is around 26 kilometres from central Chicago. If you're driving, ride-sharing or catching a taxi from the centre, it'll take 30 minutes or so to get there, depending on traffic. If you're planning to take public transport, expect the journey time to be around 45 minutes.

  • Want a convenient hotel close to Chicago O'Hare International Airport? If you're boarding an early flight from Chicago to Castries, these accommodation options will have you nice and close to your departure gate:

  • When it comes to the on-time performance of Chicago O'Hare International Airport, data shows 70% of flights arrive within the scheduled time frame.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway Airport (MDW)

  • Visit family or friends or just take some time to unwind with a stopover. If you'd like to split up your Chicago to Castries flight, browse these options when taking off from Chicago Midway Airport:

    • Atlanta Hartsfield-Jackson Airport (ATL)

    • Miami International Airport (MIA)

    • Philadelphia International Airport (PHL)

  • Using public transport, you can travel from central Chicago to MDW in around 30 minutes. The airport is roughly 14 kilometres away. Driving will take you about 25 minutes.

  • Want to enjoy an extra night away before boarding your flight from Chicago to Castries? Kick back in a hotel near Chicago Midway Airport before your trip officially starts. Consider one of these stays:

  • Chicago Midway Airport has an on-time performance rate of 76%. This figure gives an insight into how often flights departing from this airport land at their destination on schedule.

  • You'll find MDW at 5700 South Cicero.

Arriving in Castries

St Lucia Hewanorra Airport (UVF)

  • St Lucia Hewanorra Airport (UVF) to central Castries takes about 1 hour 30 minutes to reach by car. The centre is roughly 31 kilometres away.

  • It typically takes 2 hours to get there when travelling by public transport.

  • The last thing you want is a lengthy journey to your hotel if you're getting in late on a flight from Chicago to Castries. Stay at one of these accommodation options near UVF instead:

  • Grab a St Lucia Hewanorra Airport rental car and explore Castries and beyond with your own wheels. Drive A Matic, Sixt and Final Rentals are top providers to choose from here.

  • To secure the lowest price, reserve your ride from St Lucia Hewanorra Airport around one week in advance of your Chicago to Castries flight.

St Lucia Vigie Airport (SLU)

  • St Lucia Vigie Airport (SLU) is about 2 kilometres from the centre of Castries. Once you've hopped off your flight from Chicago to Castries, it'll take you approximately 10 minutes to reach the heart of the city in a taxi or ride-share.

  • The journey will take about 15 minutes on public transport.

  • Place the 'Do not disturb' sign on your door and relax at a hotel close to SLU. Here are a few options where you can check in after your flight from Chicago to Castries:

  • Drive A Matic, Final Rentals and Sixt make collecting a St Lucia Vigie Airport rental car easy and quick. These trusted providers are located in or around the terminal and will have you ready to go in a flash.

  • Secure your first choice, not your last resort. Reserving your ride from SLU one week ahead of time often means better deals and a wider range of vehicles.

Best time to go to Castries

  • December is the most popular month for flights from Chicago to Castries. To travel when it's less crowded, visit Castries in September.

  • Book a Chicago to Castries ticket departing in September if you're eager to explore the city during its warmest month. You can expect temperatures in Castries to range from 26ºC (79ºF) to 30ºC (86ºF).

  • Look for cheap flights from Chicago to Castries in February if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between 24ºC (75ºF) and 28ºC (82ºF) on average.

More about Castries

  • When it comes to searching for somewhere to rest your head, you'll find the top stays in Castries right here. Browse these options as soon as you've booked your flight from Chicago to Castries:

  • Every great adventure has to include a little sightseeing. Vigie Beach, Malabar Beach and Morne Fortune are must-visits when exploring Castries.

Plan the rest of your trip from Chicago to Castries

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.