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Cheap Flights from Chicago to Castries

Compare Chicago to Castries flight deals

Find the cheapest month or even day of the year to fly to Castries

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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 Rs149,272. Find the lowest prices on one-way and return tickets right here.
Castries.Rs57,402 per passenger.Departing Sat, 28 Mar.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 28 Mar, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs57,402, select.
Castries.Rs67,561 per passenger.Departing Mon, 15 Jun.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 15 Jun, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs67,561, select.
Castries.Rs73,828 per passenger.Departing Sat, 7 Feb.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 7 Feb, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs73,828, select.
Castries.Rs127,482 per passenger.Departing Sat, 12 Dec.One-way flight with jetBlue.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Sat, 12 Dec, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs127,482, select.
Castries.Rs132,337 per passenger.Departing Sat, 31 Jan.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 31 Jan, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs132,337, select.
Castries.Rs136,811 per passenger.Departing Sat, 12 Dec.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 12 Dec, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs136,811, select.
Castries.Rs151,774 per passenger.Departing Sat, 21 Nov.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 21 Nov, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs151,774, select.
Castries.Rs166,257 per passenger.Departing Sat, 14 Mar.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 14 Mar, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs166,257, select.
Castries.Rs380,114 per passenger.Departing Sat, 21 Nov.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 21 Nov, arriving in St Lucia Hewanorra.Price includes taxes and charges.From Rs380,114, 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 March.
Jan
from Rs132,337
Feb
from Rs73,828
Mar
from Rs57,402
Apr
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May
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Jun
from Rs67,561
Jul
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Aug
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Sep
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Oct
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Nov
from Rs151,774
Dec
from Rs127,482

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 Rs79,289
Search flights

St Lucia Hewanorra

31km from central Castries
Cheapest
from Rs57,402
Search flights

Chicago to Castries: Flight information

The things to know before you go.
Cheapest flight foundRs57,402
Cheapest month to flyMarch
Average flight time5 hrs, 39 mins
Most popular airlineUnited
Average flights per week2

Check out these Castries hotels

Ready to plan your stay? Other travellers rate these Castries hotels for cleanliness, service and location.
Bel Jou Adults Only - All Inclusive
1.80 km from city centre
Rs89,579
Per night
StolenTime St Lucia
2.30 km from city centre
Rs331,019
Per night
Casa del Vega a Little Peace of Heaven
1.68 km from city centre
Rs25,758
Per night
Bel Jou Adults Only - All Inclusive
1.80 km from city centre
Rs89,579
Per night
StolenTime St Lucia
2.30 km from city centre
Rs331,019
Per night
Casa del Vega a Little Peace of Heaven
1.68 km from city centre
Rs25,758
Per night
Explore top-rated hotels

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 Rs149,272. 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 39 minutes is the average flight time from Chicago to Castries.
United flies direct from Chicago to Castries.
As of January 2026, there is one flight per week flying from Chicago to Castries.
The cheapest month to fly from Chicago to Castries is usually February.
If you're flying from Chicago, the cheapest airport near Castries is St Lucia Hewanorra – which is 30.5 km away from the centre of Castries. We've found flights into this airport from Rs149,272.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Castries on Friday, 20 February 2026.
Yes – the average flight time is 5 hours and 39 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 January, the average temperature is usually around 26°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 Delta. And the cheapest airline that flies to St Lucia Hewanorra Airport is United.

Flying from Chicago to Castries: what you need to know

  • Start your travel planning by considering where you'll take off for your flight from Chicago to Castries. O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the main airports in Chicago.

  • George F. L. Charles Airport (SLU) and Hewanorra Airport (UVF) are Castries's chief entry points.

  • Around 5 hours 35 minutes is how long you'll be travelling on a direct Chicago to Castries flight.

  • The timezone in Castries is UTC-4, which is one hour ahead of Chicago.

  • To ensure you get on your Chicago to Castries flight, leave plenty of time to check in and drop off your luggage. Arriving two hours before international departures and one hour before domestic flights is the general rule.

  • You can expect longer queues during popular months such as August. Arriving up to four hours in advance for an international flight and two hours for domestic departures is a wise move.

How to find the cheapest flights from Chicago to Castries

  • Score cheap Chicago to Castries flights by booking two months ahead. According to our research, that's the sweet spot for landing a bargain.

  • May is the best month for landing a fantastic deal on a plane ticket from Chicago to Castries. If you'd like to travel at a different time of year, the 'Whole month' tool will show you the lowest prices for every month.

  • Save time looking for cheap flights from Chicago to Castries by creating a Price Alert. We'll send you an email or notification on the app when a lower fare becomes available.

  • Find an affordable Chicago to Castries flight with the help of our filters. Select your preferred departure time, duration and airlines, then sort the results by 'Cheapest' for the best deals.

Flying from Chicago

O'Hare International Airport (ORD)

  • If you're searching for a direct flight from Chicago to Castries, you can leave from O'Hare International Airport (ORD). Travel from ORD to Hewanorra Airport (UVF) in one seamless trip.

  • Lock in your Chicago to Castries plane tickets with United Airlines. This carrier is a popular choice for direct flights from ORD.

  • Stopovers are the ideal opportunity to take a travel break — and maybe even tour another city. When searching for Chicago to Castries flights leaving from O'Hare International Airport, uncheck the 'Direct flights only' box to see where you can stop along the way. Consider one of these popular options:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

  • ORD is around 26 kilometres from central Chicago. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 35 minutes or so to get there, depending on the traffic. If you're using public transport, expect the journey time to be around 55 minutes.

  • Want a leisurely start to your holiday? Stay near O'Hare International Airport. Whether you've booked an early flight from Chicago to Castries or just don't like being rushed, these hotels are perfect:

  • When it comes to O'Hare International Airport's on-time performance, 74.85% of flights meet their scheduled arrival time.

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

Chicago Midway International Airport (MDW)

  • Get more out of your holiday with a stopover on your Chicago to Castries flight. Visit family or friends or tick another city off your list. Whatever you'd like to do, check out these stops between Chicago Midway International Airport and Castries:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Miami International Airport (MIA)

    • Philadelphia International Airport (PHL)

  • MDW is around 14 kilometres from central Chicago. It'll take 20 minutes or so to get to the airport by car from the city centre. Public transport takes roughly 45 minutes.

  • Want to enjoy an extra night away before your flight from Chicago to Castries? Check in to a hotel near Chicago Midway International Airport before your holiday officially starts. Stay at one of these accommodation options:

  • Chicago Midway International Airport has an on-time performance rate of 78%. This figure reflects how often flights that take off from this airport arrive on time.

  • You'll find MDW at 5700 South Cicero.

Arriving in Castries

George F. L. Charles Airport (SLU)

  • George F. L. Charles Airport (SLU) to central Castries takes about 5 minutes by car. The centre is roughly 2 kilometres away.

  • If you're taking public transport, expect a journey time of around 40 minutes.

  • Book a hotel close to SLU if you're coming in on a late flight from Chicago to Castries. Settle into one of these options and skip the long transfer:

  • Go wherever you want, whenever you want with a George F. L. Charles Airport rental car. Pick up your wheels from Drive A Matic, Final Rentals or Sixt and find adventure across Castries and beyond.

  • For the lowest price, reserve your ride from George F. L. Charles Airport around one week ahead of your Chicago to Castries flight.

Hewanorra Airport (UVF)

  • Hewanorra Airport (UVF) is around 31 kilometres from the centre of Castries. After your flight from Chicago to Castries, it'll take you approximately 1 hour 10 minutes to get to the heart of the city in a ride-share or cab.

  • Hang up the 'Do not disturb' sign and relax at a hotel near UVF. Here are a few options where you can kick back after your flight from Chicago to Castries:

  • Drive A Matic, Sixt and Final Rentals make picking up a Hewanorra Airport rental car quick and easy. These reliable suppliers are located in or around the terminal and will have you on your way in a heartbeat.

  • Lock in the best price by booking your ride from UVF one week in advance. You can also expect to have a bigger selection of vehicles.

Best time to go to Castries

  • June is the most popular month for flights from Chicago to Castries. To avoid the crowds, go to Castries in February.

  • The warmest month in Castries is September, with temperatures ranging between 26ºC and 30ºC. Lock in your Chicago to Castries ticket then if that's your idea of comfortable weather.

  • Look for cheap flights from Chicago to Castries in February if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between 24ºC and 28ºC on average.

More about Castries

  • When it comes to looking for somewhere to lay your head, you'll find the best stays in Castries right here. Explore these options after you've booked your flight from Chicago to Castries:

  • Derek Walcott Square and Morne Fortune are just a couple of the big attractions to put on your Castries must-do list. Continue your sightseeing adventures at Immaculate Conception Church.

Explore more of Saint Lucia

  • You've visited Castries, now it's time to discover other parts of Saint Lucia. Travel about 32 kilometres south to Vieux Fort to tick off its top attractions. From Maria Islands Museum to Anse Des Sables Beach and YoungFaith Park, you'll have a full itinerary ahead.

  • Your trip through Saint Lucia should include a visit to Micoud. Josephine Splash Park and Ti Rocher Community Park are just a couple of highlights in this well-known destination, which is around 24 kilometres south-east of 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 45 days.