$114 Flights from Chicago (CHIA) to Cyril E. King (STT)

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Flight deals from Chicago to Cyril E. King

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Cyril E. King? Find the lowest prices on one-way and round-trip tickets right here.

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

We’re always keeping an eye on fares, to help you find the lowest one in seconds. Check out the Chicago to Cyril E. King Airport flight prices forecast over the next 12 months.
Cheapest month:February
Most expensive month:August

Direct flights from Chicago to Cyril E. King

Chicago to Saint Thomas: Flight information

The things to know before you go.
Cheapest flight found$114
Cheapest month to flyFebruary
Average flight time4 hrs, 47 mins
Most popular airlineAmerican Airlines
Average flights per week13

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

The best price we found for a round-trip flight from Chicago to Cyril E. King is $246. 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.
4 hours and 47 minutes is the average flight time from Chicago to Cyril E. King.
American Airlines and United fly direct from Chicago to Cyril E. King.
There are 12 flights per week flying from Chicago to Cyril E. King, as of January 2026.
The cheapest month to fly from Chicago to Cyril E. King is usually February.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Cyril E. King Airport on Wednesday, February 18, 2026.
Yes – the average flight time is 4 hours and 47 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 Cyril E. King 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 Saint Thomas is around 40 days in advance, so don’t leave your flight to the last minute.

Traveling from Chicago to Cyril E. King Airport (STT): What you need to know

  • The most popular route is O'Hare International Airport (ORD) to Cyril E. King Airport (STT). Pick from 2 direct services each week.

  • For hassle-free travel, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This way, you'll have plenty of time to board your flight from Chicago to STT.

  • In high season, expect extended wait times and arrive earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) provides a hassle-free way to reach your destination. Nonstop flights from Chicago to Cyril E. King Airport (STT) take off from this terminal.

  • You can lock in a direct flight from Chicago to Cyril E. King Airport with United Airlines. This top carrier operates departures from ORD.

  • Most travelers prefer to book seats with United Airlines between ORD and STT.

  • The carrier with the most consistent on-time arrival rate on this route is United Airlines.

  • Located around 25 miles from central Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey by public transport will take roughly 55 minutes.

  • In search of a convenient hotel close to O'Hare International Airport? If you're catching an early flight from Chicago to Cyril E. King Airport, these accommodation options will put you moments from your departure gate:

  • Of the departures from O'Hare International Airport, 74.85% arrive on time at their destination.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can arrive at MDW from the center of Chicago in about 20 minutes by car, depending on traffic conditions. The ride by public transport will take roughly 45 minutes to cover the 12 miles or so.

  • Want to treat yourself to an extra night away before your Chicago to STT flight? Relax in a hotel near Chicago Midway International Airport before your vacation officially starts. These stays are calling your name:

  • 77.88% of flights departing Chicago Midway International Airport arrive within the expected time frame.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is around 85 miles from central Chicago. The drive from the city center to the terminal takes about 1 hour 25 minutes. If you're planning to take public transport, expect a journey time of around 4 hours 15 minutes.

  • Make catching an early Chicago to Cyril E. King Airport flight the easiest part of your trip. Stay at one of these accommodation options close to Chicago Rockford International Airport and get to your departure gate with time to spare:

  • The on-time performance rating of RFD is 76.19%. In simpler terms, that's how frequently flights from this airport arrive at their final stop as planned.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Cyril E. King Airport (STT)

  • If you're arriving on a late flight from Chicago to Cyril E. King Airport, few things top the convenience of staying near the terminal. Grab your bags from the carousel and then be showered and sleeping not long after at one of these hotels near STT:

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

  • The lowest price we've found for a one-way ticket from Chicago to Cyril E. King Airport is $114. For a return flight on this route, the best price is $246. Depending on when you book and the availability, these fares could change.

  • Get cheap flights from Chicago to STT by booking three months ahead. Based on our research, that's the sweet spot for landing a bargain.

  • Plan your trip for August. That's the best month for landing the biggest deals on Chicago to Cyril E. King Airport tickets. If you have flexibility with your dates, use the 'Whole month' tool to find the lowest price across each month.

  • Filters make it easier to scoop up a deal on your flight from Chicago to Cyril E. King Airport. Pick the departure times, airlines and number of stops that work for you. Then sort the results by 'Cheapest' to find the most affordable option fast.

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