STT - ORD

$187 Find Cheap Flights from Saint Thomas Island to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Saint Thomas Island to O'Hare Intl departing on 6/30. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Saint Thomas Island to Chicago, 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 Saint Thomas Island to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$425
Typical prices: $474-$461
Spirit Airlines
Tue 6/30Wed 7/15
STT - ORD • 1 stop
Cheapest one-way
$187
Typical prices: $259-$403
Multiple Airlines
Tue 6/30
STT - ORD • 1 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.
Arrive at STT 3 hours early due to customs lines.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
1 day a week
Sat
You can fly direct with United Airlines. Average duration is 5h 34m
Direct flights
Direct flights
+1
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Direct flights
Direct flights
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Top airlines
Cheapest • from $425 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $509 (round-trip)
Shortest trip • 9h 00m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 50% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Saint Thomas Island to O'Hare Intl 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 Saint Thomas Island to O'Hare Intl

Tue, Jun 30 - Wed, Jul 15
Spirit Airlines Logo
4:35 pm - 11:43 pm
STT
-
ORD
8h 08m
1 stop
Spirit Airlines Logo
5:10 am - 1:27 pm
ORD
-
STT
7h 17m
1 stop
$425Spirit Airlines
Wed, Jul 22 - Mon, Jul 27
Spirit Airlines Logo
2:32 pm - 9:22 am
STT
-
ORD
19h 50m
1 stop
Spirit Airlines Logo
5:10 am - 1:27 pm
ORD
-
STT
7h 17m
1 stop
$441Spirit Airlines
Tue, Jul 14 - Thu, Jul 23
JetBlue Logo
2:58 pm - 10:06 am
STT
-
ORD
20h 08m
2 stops
JetBlue Logo
8:20 pm - 2:03 pm
ORD
-
STT
16h 43m
1 stop
$445JetBlue
Tue, Jun 30 - Thu, Jul 16
JetBlue Logo
2:58 pm - 10:06 am
STT
-
ORD
20h 08m
2 stops
JetBlue Logo
8:20 pm - 2:03 pm
ORD
-
STT
16h 43m
1 stop
$482JetBlue
Wed, Jul 22 - Mon, Jul 27
Spirit Airlines Logo
2:32 pm - 11:18 pm
STT
-
ORD
9h 46m
2 stops
Spirit Airlines Logo
5:10 am - 1:27 pm
ORD
-
STT
7h 17m
1 stop
$542Spirit Airlines
Fri, May 15 - Tue, May 19
Multiple Airlines Logo
1:52 pm - 11:15 pm
STT
-
ORD
10h 23m
1 stop
Multiple Airlines Logo
3:55 pm - 5:03 pm
ORD
-
STT
24h 08m
2 stops
$543Multiple Airlines
Thu, May 21 - Mon, May 25
American Airlines Logo
1:34 pm - 12:24 am
STT
-
ORD
11h 50m
1 stop
American Airlines Logo
9:10 pm - 11:03 am
ORD
-
STT
12h 53m
2 stops
$556American Airlines
Thu, May 21 - Mon, May 25
Spirit Airlines Logo
1:52 pm - 11:15 pm
STT
-
ORD
10h 23m
1 stop
Spirit Airlines Logo
5:05 am - 12:47 pm
ORD
-
STT
6h 42m
1 stop
$576Spirit Airlines
Wed, Jul 22 - Mon, Jul 27
Delta Logo
3:33 pm - 10:08 pm
STT
-
ORD
7h 35m
1 stop
Delta Logo
6:35 am - 3:20 pm
ORD
-
STT
7h 45m
1 stop
$580Delta
Tue, Jun 30 - Wed, Jul 15
American Airlines Logo
4:49 pm - 11:30 pm
STT
-
ORD
7h 41m
1 stop
American Airlines Logo
6:10 am - 4:00 pm
ORD
-
STT
8h 50m
1 stop
$585American Airlines
Booking Insights

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

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

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

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

If you are looking for a flight deal from Saint Thomas Island to Chicago, look for departures on Sundays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago, Thursday is the cheapest day to fly and Saturday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Saint Thomas Island to Chicago O'Hare Intl Airport, 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 Saint Thomas Island to Chicago O'Hare Intl Airport is December, where tickets cost $306 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $1,172 and $1,119 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $413 on average.

Expert advice

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

 
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
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.

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.

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 seasonJuly
Cheapest flight$187
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Saint Thomas Island to Chicago

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

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

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

    In the last 3 days, the lowest price for a flight from Saint Thomas Island to Chicago O'Hare Intl Airport was $187 for a one-way ticket and $425 for a round-trip.

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

    Yes

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

    When flying out of Saint Thomas Island you will be using Saint Thomas Island Cyril E King. You will be landing at Chicago, also known as Chicago O'Hare Intl.

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

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

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

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

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

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

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

    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 Saint Thomas Island to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Saint Thomas Island 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 Saint Thomas Island to Chicago?

    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 Chicago with an airline and back to Saint Thomas Island with another airline. Booking your flights between Saint Thomas Island and ORD 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 Saint Thomas Island to Chicago?

    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 Chicago from Saint Thomas Island 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 Saint Thomas Island to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $352 or less one-way and $480 or less round-trip.

Prefer to fly direct from Saint Thomas Island to Chicago?

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

Direct departures

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

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

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

Saturday

United Airlines

United Airlines

See more direct flights

Reviews of the top airline flying from Saint Thomas Island to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Saint Thomas Island to Chicago. 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 Saint Thomas Island to O'Hare Intl? 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.
7.1
American AirlinesOverall score based on 11670 reviews
7.2Comfort
7.5Boarding
7.9Crew
6.4Food
6.9Entertainment
Airline reviews

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

10.0 ExcellentDeepa, Apr 2026
DFW - ORD
Read more American Airlines reviews

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

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

Information on your arrival and departure airports