Skyscanner home

Cheap Flights from Cyril E. King to Chicago

Compare Cyril E. King to Chicago flight deals

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

Book the best Chicago fare with no extra fees

Flight deals from Cyril E. King Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Cyril E. King Airport to Chicago? If you want to travel next month, return fares start from R 4,772. Find the lowest prices on one-way and return tickets right here.
Chicago.R 2,420 per passenger.Departing Sat, 2 May.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Cyril E. King on Sat, 2 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,420, select.
Chicago.R 2,535 per passenger.Departing Thu, 16 Apr.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Cyril E. King on Thu, 16 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,535, select.
Chicago.R 2,942 per passenger.Departing Sat, 22 Aug.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Cyril E. King on Sat, 22 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,942, select.
Chicago.R 3,056 per passenger.Departing Tue, 24 Mar.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Cyril E. King on Tue, 24 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,056, select.
Chicago.R 3,106 per passenger.Departing Wed, 3 Jun.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Cyril E. King on Wed, 3 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,106, select.
Chicago.R 3,479 per passenger.Departing Thu, 30 Jul.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Cyril E. King on Thu, 30 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,479, select.
Chicago.R 5,855 per passenger.Departing Mon, 7 Sep.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Cyril E. King on Mon, 7 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 5,855, select.
Chicago.R 6,037 per passenger.Departing Mon, 30 Mar.One-way flight with United.Outbound direct flight with United departs from Cyril E. King on Mon, 30 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 6,037, select.
Chicago.R 8,047 per passenger.Departing Sat, 1 Aug.One-way flight with United.Outbound direct flight with United departs from Cyril E. King on Sat, 1 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 8,047, select.
Chicago.R 24,124 per passenger.Departing Sat, 4 Apr.One-way flight with United.Outbound direct flight with United departs from Cyril E. King on Sat, 4 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 24,124, select.

Find the cheapest month to fly from Cyril E. King to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Cyril E. King to Chicago flights are currently cheapest in May.
Mar
from R 3,056
Apr
from R 2,535
May
from R 2,420
Jun
from R 3,106
Jul
from R 3,479
Aug
from R 2,942
Sep
from R 5,855
Oct
Find prices
Nov
Find prices
Dec
Find prices
Jan
Find prices
Feb
Find prices

Direct flights from Cyril E. King to Chicago

Alternative Cyril E. King to Chicago routes

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

Chicago Midway

14km from central Chicago
Closest
from R 4,341
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from R 2,420
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from R 3,955
Search flights

Saint Thomas to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 2,420
Cheapest month to flyMay
Average flight time5 hrs, 43 mins
Most popular airlineAmerican Airlines
Average flights per week9

Check out these Chicago hotels

Ready to plan your stay? Other travellers rate these Chicago hotels for cleanliness, service and location.
Chicago Parthenon Hostel
1.46 km from city centre
R 3 297
Per night
The Robey, Chicago, a Member of Design Hotels
5.38 km from city centre
R 4 170
Per night
The Sono Chicago
3.50 km from city centre
R 2 838
Per night
Chicago Parthenon Hostel
1.46 km from city centre
R 3 297
Per night
The Robey, Chicago, a Member of Design Hotels
5.38 km from city centre
R 4 170
Per night
The Sono Chicago
3.50 km from city centre
R 2 838
Per night
Explore top-rated hotels

Finding cheap flights from Cyril E. King to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Cyril E. King to Chicago is R 4,772. 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 43 minutes is the average flight time from Cyril E. King to Chicago.
American Airlines, Qatar Airways and United fly direct from Cyril E. King to Chicago.
As of March 2026, there are 9 flights per week flying from Cyril E. King to Chicago.
The cheapest month to fly from Cyril E. King to Chicago is usually April.
If you're flying from Cyril E. King Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from R 4,772.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Cyril E. King Airport to Chicago on Monday, 13 April 2026.
Yes – the average flight time is 5 hours and 43 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In March, the average temperature is usually around 3°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Spirit Airlines and United offer the cheapest flight tickets to Chicago.

Flying from Cyril E. King Airport (STT) to Chicago: what you need to know

  • Expect to be travelling for 4 hours 50 minutes. That's the average time for a direct flight from Cyril E. King Airport to Chicago.

  • For stress-free travel, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This will give you enough time to catch your STT to Chicago flight.

  • Direct Cyril E. King Airport to Chicago tickets are available for booking. O'Hare International Airport (ORD) is where you'll step off the plane.

  • Book your favourite seat with United Airlines. This well-known airline offers direct flights from Cyril E. King Airport to Chicago.

  • 74.5% of flights that depart Cyril E. King Airport arrive at their destination on time.

How to find the cheapest flights from Cyril E. King Airport (STT) to Chicago

  • The lowest price we've seen for a one-way Cyril E. King Airport to Chicago flight is R 2,420. The cheapest price for a return flight is R 4,772. Bear in mind fares may change due to availability at the time of booking.

  • Get cheap flights from STT to Chicago by booking seven months ahead. Based on our research, that's the best time for bagging a bargain.

  • November is the best month for scoring an awesome deal on Cyril E. King Airport to Chicago tickets. If you're looking to travel during a different time of year, the 'Whole month' tool will give you the lowest prices across every month.

  • Save time looking for cheap flights from STT to Chicago by setting up a Price Alert. You'll receive an email or notification on the app when a special offer becomes available.

  • Pick your ideal departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Cyril E. King Airport to Chicago by 'Best,' 'Fastest' or 'Cheapest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes about 35 minutes to get to the centre driving.

  • It typically takes 55 minutes to get there by public transport.

  • If you're coming in on a late flight from Cyril E. King Airport to Chicago, few things beat the convenience of staying near the terminal. Pick up your bags from the carousel and then be showered and relaxing not long after at one of these hotels near ORD:

  • Travel at your own speed with an O'Hare International Airport rental car. Book your wheels from Routes Car Rentals, Dollar or Budget and venture far and wide through Chicago and beyond.

  • Lock in the best deal by reserving your ride from O'Hare International Airport around four weeks before your flight from STT to Chicago.

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

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is about 19 kilometres from the centre of Chicago. Once you've hopped off your flight from Cyril E. King Airport to Chicago, it'll take you around 20 minutes to reach the heart of the city in a ride-share or cab.

  • If you choose to travel on public transport, the ride to the centre takes 45 minutes or so.

  • Place the 'Do not disturb' sign on your door and rest at a hotel close to MDW. Here are a few options where you can kick back after your STT to Chicago flight:

  • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car quick and easy. These companies are located in or around the terminal and will have you behind the wheel before you know it.

  • Avoid last-minute price surges. Booking your ride four weeks ahead of your arrival at MDW can help you lock in a better rate.

  • Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Step off your flight from Cyril E. King Airport to Chicago and go straight to your hotel or start discovering the city right away. The centre of Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and typically takes 1 hour 25 minutes to reach driving.

  • If you use public transport, expect a journey of around 4 hours 15 minutes.

  • Enjoy a more relaxed start to your trip by choosing a hotel near RFD after your STT to Chicago flight. Recharge after a day of travel or simply take a moment to settle into a new destination at:

  • Whether you're looking for a zippy compact for a solo adventure or a full-size SUV to fit everyone and their gear, you'll find the perfect Chicago Rockford International Airport rental car for you. Browse the range of wheels available from suppliers such as Budget, Alamo and National.

  • Rental providers sometimes offer discounts on early bookings, so book your vehicle from RFD a few weeks in advance of your flight from Cyril E. King Airport to Chicago. A bit of planning goes a long way in savings.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • Before securing your flights from Cyril E. King Airport to Chicago, consider which time of year works best for you. High season in Chicago offers a bustling atmosphere and plenty to do, while the low season means you'll get better hotel deals and smaller crowds.

  • Before locking in your Cyril E. King Airport to Chicago flight ticket, think about what kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 15ºC (59ºF) to 29ºC (84ºF).

  • If you'd rather travel in cooler conditions, look for a cheap ticket from STT to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

Explore more of United States

  • You've visited Chicago, now it's time to discover other parts of United States. Journey around 451 kilometres south-east to Columbus to tick off its leading attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a full itinerary ahead.

  • If you're looking to explore another corner of United States, head for Indianapolis, about 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are key reasons to visit.

Plan the rest of your trip from Saint Thomas to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.