Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

CHI - STT

Find cheap flights from Chicago to Saint Thomas Island from $106

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Saint Thomas Island departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/2
Sun 6/9

Search hundreds of travel sites at once for deals on flights to Saint Thomas Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Saint Thomas Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Saint Thomas Island, as well as popular online travel agencies
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Chicago to Saint Thomas Island (CHI-STT)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Saint Thomas Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:40 pm - 9:34 amORD-STT
13h 54m1 stop
5:25 pm - 10:01 amSTT-ORD
17h 36m1 stop
$185Spirit Airlines
Find Deal
Tue, May 28 - Tue, Jun 4
5:39 am - 2:29 pmORD-STT
7h 50m1 stop
3:55 pm - 11:45 pmSTT-ORD
8h 50m1 stop
$192Spirit Airlines
Find Deal
Wed, Jun 5 - Tue, Jun 11
6:40 pm - 9:34 amORD-STT
13h 54m1 stop
3:35 pm - 11:45 pmSTT-ORD
9h 10m1 stop
$200Spirit Airlines
Find Deal
Tue, May 28 - Wed, Jun 5
6:40 pm - 9:34 amORD-STT
13h 54m1 stop
10:26 am - 5:40 pmSTT-ORD
8h 14m1 stop
$206Spirit Airlines
Find Deal
Sat, May 25 - Wed, May 29
5:00 am - 4:32 pmORD-STT
10h 32m1 stop
10:26 am - 5:40 pmSTT-ORD
8h 14m1 stop
$207Spirit Airlines
Find Deal
Tue, May 21 - Tue, Jun 4
6:40 pm - 9:34 amORD-STT
13h 54m1 stop
5:25 pm - 9:52 pmSTT-ORD
29h 27m2 stops
$208Spirit Airlines
Find Deal
Tue, May 28 - Tue, Jun 4
9:15 pm - 9:34 amORD-STT
35h 19m3 stops
5:45 pm - 11:08 amSTT-ORD
18h 23m3 stops
Wed, May 15 - Wed, May 22
6:00 am - 2:55 pmMDW-STT
7h 55m1 stop
1:40 pm - 9:41 pmSTT-MDW
9h 01m1 stop
$558Delta
Find Deal
Wed, Jul 3 - Thu, Jul 11
6:00 am - 1:50 pmMDW-STT
6h 50m1 stop
1:40 pm - 9:41 pmSTT-MDW
9h 01m1 stop
$583Delta
Find Deal
Thu, Jul 4 - Thu, Jul 11
6:00 am - 1:29 pmMDW-STT
6h 29m1 stop
3:00 pm - 9:46 pmSTT-MDW
7h 46m1 stop
$628Delta
Find Deal
Tue, Jun 4 - Tue, Jun 11

Flights from Chicago to Saint Thomas Island - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Saint Thomas Island to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Saint Thomas Island flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Saint Thomas Island.
Our data shows that the cheapest route for a one-way flight from Chicago to Saint Thomas Island cost $295 and was between Chicago O'Hare Intl Airport and Saint Thomas Island. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $565.

What’s the cheapest day of the week to fly from Chicago to Saint Thomas Island?

The average price of all flights from Chicago to Saint Thomas Island clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago to Saint Thomas Island, look for departures on Wednesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Saint Thomas Island, Monday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Chicago to Saint Thomas Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Saint Thomas Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Saint Thomas Island is October, where tickets cost $458 on average. On the other hand, the most expensive months are April and March, where the average cost of tickets is $977 and $830 respectively.

How far in advance should I book a flight from Chicago to Saint Thomas Island?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Saint Thomas Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Saint Thomas Island, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 23 days before departure.

Which airlines fly non-stop between Chicago and Saint Thomas Island?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to Saint Thomas Island.
There is just one airline that flies from Chicago to Saint Thomas Island direct and that is United Airlines. The best one-way deal found from United Airlines for the route is $432.

How many flights are there between Chicago and Saint Thomas Island per day?

There is a maximum of 1 nonstop flight a day that takes off from Chicago and lands in Saint Thomas Island, with an average flight time of 4h 59m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 1 flights.

Which cabin class options are there for flights between Chicago and Saint Thomas Island?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are First, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Saint Thomas Island take?

Direct flights cover the 2,101 miles separating Chicago to Saint Thomas Island in about 4h 59m.

What’s the earliest departure time from Chicago to Saint Thomas Island?

Early birds can take the earliest flight from Chicago at 8:55 am and will be landing in Saint Thomas Island at 2:54 pm.

What’s the latest departure time from Chicago to Saint Thomas Island?

If you prefer to fly at night, the latest flight from Chicago to Saint Thomas Island jets off at 10:43 am and lands at 4:42 pm.

Good to know

Low season

September

High season

March

Cheapest flight

$106
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago O'Hare Airport to Saint Thomas Island

When to book flights from Chicago to Saint Thomas Island

Are your dates flexible? Find out the best times to travel from Chicago to Saint Thomas Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Saint Thomas Island

  • Which concierge services are available at STT Airport?

    STT offers meet and greet, porter services, and VIP lounge access suitable for corporate travelers. Request the services before arriving at the airport and once you step out of the aircraft, a personal assistant with your name tag will meet you. Your airport assistant will escort you to the private VIP lounge or an executive limousine while a dedicated porter will take care of your luggage.

  • Can I rent a car at STT?

    Yes. Travelers who wish to tour Charlotte Amalie and the surrounding driving can rent a car at STT upon arrival. In the arrivals hall, you will find car rental counters operated by Avis, Budget, and Hertz. They offer various types of cars, including SUVs, sedans, and vans.

  • Which airport in Chicago is suitable for traveling animals?

    Greater Rockford Airport (RFD) in Chicago is an ideal option for travelers accompanied by their pets or service animals. The airport allows service animals into the terminal building and provides pet-friendly facilities such as a doggie bag station and pet waste station. The airport has pet lodge services with pet relief and wash areas.

  • Are there public artworks at RFD?

    Yes. There are about 200 art pieces exhibited in the RFD terminal which passengers can walk around enjoying viewing during their downtime at the airport. You can also pass by the art gallery near the baggage claim to learn more about the airport's art collection.

  • What is the cheapest flight from Chicago to Saint Thomas Island?

    In the last 3 days, the lowest price for a flight from Chicago to Saint Thomas Island was $106 for a one-way ticket and $185 for a round-trip.

  • Do I need a passport to fly between Chicago and Saint Thomas Island?

    Yes, you’ll need a passport to travel to Saint Thomas Island from Chicago.

  • Which airports will I be using when flying from Chicago to Saint Thomas Island?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Saint Thomas Island Cyril E King is the only airport in Saint Thomas Island. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Saint Thomas Island?

    American Airlines, Delta, and Sun Country Air offer inflight Wi-Fi service on the Chicago to Saint Thomas Island flight route.

  • Which aircraft models fly most regularly from Chicago to Saint Thomas Island?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago to Saint Thomas Island flight route.

  • Which airline alliances offer flights from Chicago to Saint Thomas Island?

    Star Alliance is the only airline alliance operating flights between Chicago and Saint Thomas Island.

  • On which days can I fly direct from Chicago to Saint Thomas Island?

    You can catch a nonstop flight from Chicago to Saint Thomas Island on on Saturday.

  • Which is the best airline for flights from Chicago to Saint Thomas Island, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Saint Thomas Island are Delta and United Airlines. With an average price for the route of $697 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $794 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Saint Thomas Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Saint Thomas Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Saint Thomas Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Saint Thomas Island from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Saint Thomas Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Saint Thomas Island with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Saint Thomas Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Saint Thomas Island from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Saint Thomas Island

  • Looking for a cheap flight? 25% of our users found flights on this route for $312 or less one-way and $651 or less round-trip.
  • Corporate travelers can consider Chicago O’Hare International Airport (ORD) to Cyril E King Airport (STT) route since ORD airport provides business facilities necessary to travelers on a business or work trip. Hilton O'Hare Airport Hotel near Terminals 1, 2, and 3 has a business center featuring meeting facilities such as ballrooms, workstations, and conference rooms where you can update your work or hold a short briefing before boarding.
  • Family travelers will gladly book their flights from Midway Airport (MDW) as it provides convenient family facilities. There is a baby care room on Concourse C near the yoga room which is private and comfortable for breastfeeding. Baby change rooms are available in all the washrooms throughout the airport. The airport’s restaurants provide kid-friendly menus and children’s high chairs.
  • If you are planning to drive to their departure airport, consider booking your flight from ORD Airport. The airport offers ample and safe parking facilities to its travelers. The main parking lots A, B, and C provide short-term and daily parking services. You can opt for extended stay services at the economy parking lots E and G. Travelers with international flights should consider parking at the International Lot D.
  • STT Airport is a suitable landing airport for disabled passengers. The airport provides special facilities to accommodate travelers with physical disabilities. Wheelchair-accessible public telephones, elevators, ramps, and automatic doors are available throughout the airport. Passengers on wheelchairs can also access toilets with grab rails in the terminals. The airport also provides ambulift to disembark from the aircraft.
  • STT Airport relieves its passengers from the hustle of looking for transportation services to get to their desired destinations after arriving as it offers various efficient ground transportation services to its arriving travelers. Group travelers can consider bus services provided by VITRAN, line 102 connecting the airport with multiple destinations in the city. Taxis run from the airport to the city center and are found outside the terminal.
See more tips

Prefer to fly non-stop from Chicago to Saint Thomas Island?

Find which airlines fly direct from Chicago to Cyril E King, which days they fly and book direct flights.

Nonstop departures

Chicago to Saint Thomas Island Cyril E King

Saturday

United Airlines

United Airlines

See more direct flights

Nonstop returns

Saint Thomas Island Cyril E King to Chicago

Saturday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top 4 airlines serving from Chicago to Saint Thomas Island

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Saint Thomas Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Saint Thomas Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10848 reviews
7.9Comfort
7.4Food
8.6Crew
8.2Boarding
8.0Entertainment
Airline reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

10.0 ExcellentAllan, May 2024SUN - SLC
Read more about Delta reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Flight delayed 3 times due to maintenance (on exact same plane that had just brought us from Boston to Miami). Eventually changed to a different plane and gate.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

Book cheap flights from Chicago to Saint Thomas Island

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Saint Thomas Island found on KAYAK in the last 72 hours.
5/30Thu
1 stopSpirit Airlines
10h 32mORD-STT
$106
5/25Sat
1 stopSpirit Airlines
14h 53mORD-STT
$112
5/11Sat
1 stopSpirit Airlines
13h 54mORD-STT
$123
5/14Tue
1 stopSpirit Airlines
16h 11mORD-STT
$127
5/25Sat
2 stopsSpirit Airlines
19h 07mORD-STT
$132
5/11Sat
2 stopsSpirit Airlines
19h 08mORD-STT
$141
5/14Tue
2 stopsSpirit Airlines
22h 49mORD-STT
$142
5/25Sat
nonstopUnited Airlines
4h 59mORD-STT
$393
5/14Tue
1 stopDelta
7h 53mMDW-STT
$417
5/11Sat
nonstopUnited Airlines
4h 59mORD-STT
$438

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Saint Thomas Island

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Saint Thomas Island that are departing in the next 10 days.
5/7Tue
multi-stopSpirit Airlines
16h 11mORD-STT
5/15Wed
multi-stopSpirit Airlines
8h 14mSTT-ORD
$362
5/7Tue
multi-stopSpirit Airlines
16h 11mORD-STT
5/15Wed
multi-stopSpirit Airlines
13h 15mSTT-ORD
$385
5/7Tue
multi-stopSpirit Airlines
16h 11mORD-STT
5/11Sat
multi-stopSpirit Airlines
7h 04mSTT-ORD
$412
5/6Mon
multi-stop
20h 20mORD-STT
5/8Wed
multi-stop
17h 30mSTT-ORD
$567
5/6Mon
multi-stop
17h 20mORD-STT
5/8Wed
multi-stop
24h 31mSTT-ORD
$599
5/7Tue
multi-stopAmerican Airlines
9h 50mORD-STT
5/15Wed
multi-stopAmerican Airlines
11h 26mSTT-ORD
$818
5/7Tue
multi-stopUnited Airlines
8h 16mORD-STT
5/11Sat
nonstopUnited Airlines
5h 22mSTT-ORD
$840
5/7Tue
multi-stopDelta
7h 53mMDW-STT
5/11Sat
multi-stopDelta
8h 18mSTT-MDW
$873
5/6Mon
multi-stopDelta
7h 51mMDW-STT
5/8Wed
multi-stopDelta
8h 18mSTT-MDW
$903
5/7Tue
multi-stopAmerican Airlines
21h 41mORD-STT
5/11Sat
multi-stopAmerican Airlines
10h 14mSTT-ORD
$921

Search by stops

Search by airline

Search by price

Flights to Saint Thomas Island

Destination:

Saint Thomas Island (STT)U.S. Virgin Islands

Cabin classes:

$1,192
$2,260
$1,561
$565