Find cheap airlines flights from Chicago to Castries

Choose from 1 carriers that fly from Chicago to Castries, including American Airlines, Enjoy the cheapest tickets on this route with United Airlines.

Book direct flights from Chicago to Castries: One way flights from $370, round trip flights from $869. Find flight deals for the next 3 months below.

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Chicago to Castries

The distance between Chicago and Castries is about 4,020.29 km. It takes around 5 hours 33 minutes on average to fly from Chicago to Castries. The most popular month to Castries is July. The off-season for travel is November.

Cheapest one-way flight price$154
Cheapest round-trip ticket price$411
Off-season for travelNovember
Peak season for travelJuly
Flight distance4,020.29 km
Average flight time5 hours 33 minutes
Popular airlineAmerican Airlines

When is the cheapest time to fly from Chicago to Castries?

The cheapest time for Chicago to Castries flights: Nov 16 to Nov 23 — one way flight prices from $154.

Cheapest flights
From price
Search
  • 916
  • 1623
  • 2330
  • Dec

    307
  • 714
  • 1421
  • 2128
  • Jan

    284
  • 411
  • 1118
  • 1825
  • Feb

    251
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • Which airlines offer flights from Chicago to Castries?

    At the moment, several airlines serve connecting flights from Chicago to Castries, including: American Airlines Selected airlines are based on historical data collected from flight bookings made by users on Trip.com within the last 90 days.
  • It takes around 5 hours 33 minutes to fly from Chicago (CHI) to Castries (SLU).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Castries is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • The cheapest months to fly from Chicago to Castries is November, when demand for travel is lower.
  • After crunching the numbers on our November flight calendar, it's currently cheapest to fly from Chicago to Castries on November 21, 2025 with Spirit Airlines, with prices starting at $410.
  • You can land at any one of the following hubs in Castries, with O'Hare International Airport to Hewanorra International Airport (ORD-UVF) is by far the most common option on this route: Hewanorra International Airport (UVF) George F. L. Charles Airport (SLU).
  • The time difference between Castries and Chicago is 2h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.