ORD - STT

$175 Find Cheap Flights from Chicago O'Hare Airport to Saint Thomas Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Saint Thomas Island departing on 5/27. 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
1 adult, Economy, 0 bags

KAYAK searches 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
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$360
Typical prices: $691-$361
Multiple Airlines
Tue 8/25Tue 9/1
ORD - STT • 1 stop
Cheapest non-stop
$781
Typical prices: $756-$229
United Airlines
Sat 5/16Sat 5/23
ORD - STT • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom on this route.
Expect long security lines at Chicago O'Hare during peak times.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
Sat
You can fly direct with United Airlines. Average duration is 5h 01m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from $384 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $460 (round-trip)
Shortest trip • 7h 01m (one-way)
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 76% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 16% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
Good to know
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We hope you love your trip to Saint Thomas Island!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to Saint Thomas Island (ORD-STT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Saint Thomas Island

Tue, Aug 25 - Tue, Sep 1
Multiple Airlines Logo
5:30 pm - 12:28 pm
ORD
-
STT
17h 58m
1 stop
Multiple Airlines Logo
2:29 pm - 12:25 pm
STT
-
ORD
22h 56m
1 stop
$360Multiple Airlines
Sat, Aug 22 - Sat, Aug 29
Spirit Airlines Logo
5:10 am - 1:23 pm
ORD
-
STT
7h 13m
1 stop
Spirit Airlines Logo
2:29 pm - 11:08 pm
STT
-
ORD
9h 39m
1 stop
$384Spirit Airlines
Sat, May 16 - Sat, May 23
Spirit Airlines Logo
5:05 am - 12:47 pm
ORD
-
STT
6h 42m
1 stop
Spirit Airlines Logo
3:21 pm - 10:14 pm
STT
-
ORD
7h 53m
1 stop
$387Spirit Airlines
Tue, Aug 25 - Tue, Sep 1
Spirit Airlines Logo
5:10 am - 1:23 pm
ORD
-
STT
7h 13m
1 stop
Spirit Airlines Logo
2:29 pm - 11:08 pm
STT
-
ORD
9h 39m
1 stop
$390Spirit Airlines
Tue, Aug 25 - Tue, Sep 1
Spirit Airlines Logo
5:10 am - 1:23 pm
ORD
-
STT
7h 13m
1 stop
Spirit Airlines Logo
2:29 pm - 11:08 pm
STT
-
ORD
9h 39m
1 stop
$391Spirit Airlines
Tue, Jul 14 - Tue, Jul 21
Spirit Airlines Logo
5:10 am - 1:27 pm
ORD
-
STT
7h 17m
1 stop
Spirit Airlines Logo
2:32 pm - 11:59 pm
STT
-
ORD
10h 27m
1 stop
$403Spirit Airlines
Wed, Jul 8 - Tue, Jul 14
Spirit Airlines Logo
5:10 am - 1:27 pm
ORD
-
STT
7h 17m
1 stop
Spirit Airlines Logo
2:32 pm - 11:59 pm
STT
-
ORD
10h 27m
1 stop
$404Spirit Airlines
Tue, Aug 18 - Sat, Aug 22
Spirit Airlines Logo
5:10 am - 1:23 pm
ORD
-
STT
7h 13m
1 stop
Spirit Airlines Logo
2:29 pm - 11:08 pm
STT
-
ORD
9h 39m
1 stop
$408Spirit Airlines
Tue, Sep 8 - Thu, Sep 17
Spirit Airlines Logo
5:26 pm - 10:46 am
ORD
-
STT
16h 20m
1 stop
Spirit Airlines Logo
11:43 am - 11:58 pm
STT
-
ORD
13h 15m
1 stop
$415Spirit Airlines
Fri, Jun 19 - Tue, Jun 23
Spirit Airlines Logo
7:07 pm - 1:27 pm
ORD
-
STT
17h 20m
1 stop
Spirit Airlines Logo
2:32 pm - 11:59 pm
STT
-
ORD
10h 27m
1 stop
$416Spirit Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Saint Thomas Island flights

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

How much is a round-trip flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Saint Thomas Island departing in August.

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

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Saint Thomas Island clicked on KAYAK for each day over the last 12 months.

When flying from Chicago O'Hare Airport to Saint Thomas Island, you should consider leaving on a Thursday and avoid Saturdays if you are looking for the best rates. For your return to Chicago O'Hare Airport, you’ll find the best rates on Sundays and the most expensive ones on Fridays.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Saint Thomas Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Saint Thomas Island is October, where tickets cost $529 (return) on average. On the other hand, the most expensive months are December and August, where the average cost of round-trip tickets is $844 and $689 respectively.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Saint Thomas Island?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $634, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Saint Thomas Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Saint Thomas Island, you should book around 3 weeks before departure, which saves you about 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Expert advice

Expert advice for your flight from O'Hare Intl to Saint Thomas Island

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Marisa Garcia

Marisa Garcia

Expert on STT

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Good to know

Low seasonSeptember
Cheapest flight$175
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Chicago O'Hare Airport to Saint Thomas Island

When to book flights from O'Hare Intl to Saint Thomas Island

Are your dates flexible? Find out the best times to travel from O'Hare Intl 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 Chicago O'Hare Airport to Saint Thomas Island flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Saint Thomas Island was $175 for a one-way ticket and $360 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Saint Thomas Island?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago O'Hare Airport and on arrival in Saint Thomas Island.

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

    American Airlines, and JetBlue offer inflight Wi-Fi service on the Chicago O'Hare Airport to Saint Thomas Island flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Saint Thomas Island?

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

  • Which airline alliances offer flights from Chicago O'Hare Airport to Saint Thomas Island?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago O'Hare Airport and Saint Thomas Island, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to Saint Thomas Island?

    You can catch a nonstop flight from Chicago O'Hare Airport to Saint Thomas Island 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 $590 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $707 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport 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 O'Hare Airport 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 O'Hare Airport 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 O'Hare Airport 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 O'Hare Airport 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 O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and STT can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport 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 O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Saint Thomas Island

  • Looking for a cheap flight? 25% of our users found flights on this route for $328 or less one-way and $684 or less round-trip.

Prefer to fly direct from Chicago O'Hare Airport to Saint Thomas Island?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Saint Thomas Island Cyril E King.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Saint Thomas Island Cyril E King

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

Saint Thomas Island Cyril E King to Chicago O'Hare Intl

Saturday

United Airlines

United Airlines

See more direct flights

Reviews of the top 4 airlines serving from O'Hare Intl 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 O'Hare Intl 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.
7.9
DeltaOverall score based on 8459 reviews
7.9Comfort
7.2Food
7.8Entertainment
8.5Crew
8.1Boarding
Airline reviews

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

8.0 ExcellentMatthew, May 2026
OKC - ATL
Read more Delta reviews

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

Shut down without prior notice End up with spending lots of extra $$$

The airline cancel mi flight, lost a lot of money!!!

Paid for WiFi and the connection was basically nonexistent. Was pleasantly surprised with everything else. Staff was great. Boarding was easy. Plane was clean. Overall, a very pleasant experience

They cancelled our flight. 2 hours before we were supposed to take off and offered us nothing! We got our money back and that was it. No other flight to get to our cruise no working with another airline or with us to get there. Terrible customer service, no apology.

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

Good: It was cheap and they got us to our destination safely. Not so Good: Gates experience with many, many nauseatingly (almost) threatening announcements about bags size and how much they were going to charge us if our bag was too big, even to the point of having a gate agent roaming around through the passengers eyeballing bags size and making people go check their bags in the sizers.

Terrible. The flight was randomly delayed in Chicago causing us to miss our connection and they offered us a flight the next day at 6 am and it would have taken till 345 to get to Pensacola. They didn’t cover any fees. Our bags also supposedly were on the flight to Pensacola and we tried to get them yesterday after driving 6 hours and nobody was available. Worst company ever and will never use them again. Had to pay for a rental. Spirit is claiming in climate weather for the delay but there wasn’t any weather issuesz it’s a bunch of bullshit and I am not happy

Checking in at desk in Chicago was horrible. Person was not friendly never smiled and said my flight was not paid for so I had to give another credit card. Then it ended up that I was charged twice. Then after arriving at my destination had to wait on the phone a long time to speak to a person to fix the double charge! Thank goodness the flight was perfect.

Flight was delayed for 12 h. They should stop overlooking flights.

All of our flights were canceled, though every other airline was flying out and in

Everything you need to know for your flight from O'Hare Intl to Saint Thomas Island

Information on your arrival and departure airports