ORD - STT

$260 Find Cheap Flights from Chicago O'Hare Airport to Saint Thomas Island - Compare and Save

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Everything you should know

Cheapest round-trip
$484
Typical prices: $566-$859
Multiple Airlines
Fri 1/26Tue 1/30
ORD - STT • 1 stop
Cheapest non-stop
$611
Typical prices: $601-$958
American Airlines
Sun 2/18Sun 2/25
ORD - STT • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 4h 52m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 77% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 10 weeks in advance save around 33% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 34% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $383 (round-trip)
Shortest trip • 7h 28m (one-way)
Insights
Insights
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We hope you love your trip to Saint Thomas Island!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
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, Jan 26 - Sat, Jan 30
Multiple Airlines Logo
10:18 am - 2:50 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
26h 32m1 stop Tampa
Multiple Airlines Logo
3:50 pm - 9:13 amSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
19h 23m1 stop Tampa
$484Multiple Airlines
Fri, Jan 22 - Wed, Jan 27
Multiple Airlines Logo
5:32 pm - 2:50 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
19h 18m2 stops Atlanta Hartsfield-Jackson Tampa
Multiple Airlines Logo
3:50 pm - 9:13 amSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
19h 23m1 stop Tampa
$510Multiple Airlines
Fri, Feb 5 - Wed, Feb 24
Multiple Airlines Logo
5:32 pm - 2:50 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
19h 18m2 stops Atlanta Hartsfield-Jackson Tampa
Multiple Airlines Logo
3:50 pm - 9:13 amSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
19h 23m1 stop Tampa
$511Multiple Airlines
Thu, Feb 18 - Thu, Feb 25
American Airlines Logo
8:30 am - 3:19 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 49mnonstop
American Airlines Logo
4:20 pm - 8:16 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
5h 56mnonstop
$611American Airlines
Tue, Feb 2 - Tue, Feb 9
American Airlines Logo
8:20 am - 3:10 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 50mnonstop
American Airlines Logo
3:50 pm - 7:38 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
5h 48mnonstop
$611American Airlines
Mon, Apr 5 - Wed, Apr 14
United Airlines Logo
9:30 am - 3:31 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
5h 01mnonstop
United Airlines Logo
2:10 pm - 6:44 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
5h 34mnonstop
$611United Airlines
Sun, Feb 7 - Wed, Feb 17
American Airlines Logo
8:20 am - 3:10 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 50mnonstop
American Airlines Logo
4:20 pm - 8:16 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
5h 56mnonstop
$611American Airlines
Tue, Dec 22 - Tue, Dec 29
United Airlines Logo
7:40 am - 2:31 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 51mnonstop
United Airlines Logo
5:25 pm - 12:01 amSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
8h 36m1 stop Washington, D.C. Dulles Intl
$616United Airlines
Mon, Dec 21 - Tue, Dec 29
Delta Logo
6:25 am - 3:05 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
6h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:20 pm - 12:02 amSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
9h 42m1 stop Atlanta Hartsfield-Jackson
$620Delta
Wed, Jan 20 - Thu, Jan 28
Delta Logo
5:30 am - 2:53 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
7h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:11 pm - 11:57 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
10h 46m1 stop Atlanta Hartsfield-Jackson
$620Delta
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to Saint Thomas Island flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Saint Thomas Island. It’s 10% cheaper than the average day, while Friday is the most expensive, with prices 8% higher.

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

•May is the cheapest month to fly from Chicago O'Hare Intl Airport to Saint Thomas Island at $450 round-trip.
•December ($901) and October ($790) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 100% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago O'Hare Intl Airport to Saint Thomas Island the cheapest?

Flights from Chicago O'Hare Intl Airport to Saint Thomas Island are cheapest 10 weeks before departure. Booking in this window typically costs about 33% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

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

 
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.

Key details for Chicago O'Hare Intl Airport to Saint Thomas Island flights

Low season

September

Cheapest flight

$260
Beat the crowds with an average 66% drop in travelers.
The most popular month to fly with an average 92% increase in travelers.
One-way flight from Chicago O'Hare Intl 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

Your Chicago O'Hare Intl Airport to Saint Thomas Island flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Saint Thomas Island:

    • Earliest: departs at 7:40 am and lands at 12:32 pm
    • Latest: departs at 9:25 am and lands at 2:17 pm.

    The flight takes about 4h 52m.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Three cabin classes are available on flights from Chicago O'Hare Intl Airport to Saint Thomas Island:

    • Economy Class
    • Business Class
    • First Class

  • How long is a flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

    A nonstop flight from Chicago O'Hare Intl Airport to Saint Thomas Island takes 4h 52m, covering 2,116 miles.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Saint Thomas Island flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Saint Thomas Island range from $566 to $859, with an average of $682 over the past 12 months. Anything below $566 counts as a good deal.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Saint Thomas Island flights?

    Last-minute fares on this route (booked within two weeks of departure) run 31% above the $682 route average. Book 10 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to Saint Thomas Island?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $383 round-trip via Fort Lauderdale (FLL), compared to $738 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Airbus A319 variants.

  • How are flight departures from Chicago O'Hare Intl Airport to Saint Thomas Island spread across the day?

    Morning is the busiest departure period on Chicago O'Hare Intl Airport to Saint Thomas Island flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Chicago O'Hare Intl Airport to Saint Thomas Island changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $484 to $2,933. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

    American Airlines is the only airline on the Chicago O'Hare Intl Airport to Saint Thomas Island route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Chicago O'Hare Intl Airport to Saint Thomas Island looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Saint Thomas Island are currently lower than usual. Average one-way flight prices are about $324, which is 15% below the typical average for this route.

  • What car rental options are available at Saint Thomas Island Cyril E King Airport (STT)?

    Saint Thomas Island Cyril E King Airport (STT) hosts 5 major car rental companies, with daily rates averaging $72 for economy cars. Top options include:

    • Budget
    • Thrifty
    • Dollar
    • Alamo
    • Hertz

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Flights from Chicago O'Hare Intl Airport to Saint Thomas Island usually depart from Chicago O'Hare Intl (ORD) and arrive at Saint Thomas Island Cyril E King (STT).

  • What time of day has the fewest delays on flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Morning flights have the fewest delays on this route.

  • At what point is a flight considered delayed from Chicago O'Hare Intl Airport to Saint Thomas Island?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago O'Hare Intl Airport to Saint Thomas Island route, 25% of flights were delayed in the past 3 months, with delays averaging 2h 17m.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Saint Thomas Island pass through?

    One-stop flights from Chicago O'Hare Intl Airport to Saint Thomas Island most commonly connect through:

    • Fort Lauderdale (FLL) - 38% of one-stop connections
    • Miami (MIA) - 30% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 13% of one-stop connections
    • Charlotte Douglas (CLT) - 6% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Yes. Flexible dates can save you up to 17% on flights from Chicago O'Hare Intl Airport to Saint Thomas Island. Tuesday is the cheapest departure day at $618 round-trip on average, while Friday is the most expensive at $737, a difference of $119.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago O'Hare Intl Airport to Saint Thomas Island?

    2 airlines operate flights between Chicago O'Hare Intl Airport and Saint Thomas Island. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 7h 28m, compared with 7h 31m via Atlanta Hartsfield-Jackson (ATL) and 7h 31m via Washington, D.C. Dulles Intl (IAD).

  • What is the time difference between Chicago O'Hare Intl Airport and Saint Thomas Island?

    Saint Thomas Island is 1 hour ahead of Chicago O'Hare Intl Airport (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Saint Thomas Island?

    Some of the most popular sights in Saint Thomas Island are Sapphire Beach, Coki Beach and 99 Steps. These are among the most viewed places in Saint Thomas Island on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

    Among airlines operating Chicago O'Hare Intl Airport to Saint Thomas Island flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago O'Hare Intl Airport to Saint Thomas Island flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Friday. On this route, Tuesday flights average $618, about $119 less than Friday fares (16% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 10 weeks before you fly. On this route, that window historically saves about 33% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Saint Thomas Island trip for May. Fares historically average $450 round-trip in that month - typically $451 less than the most expensive month, which is December (based on the last 12 months).
  • For the best chance of arriving on time, fly with United Airlines. Over the past three months, 77% of United Airlines flights from Chicago O'Hare Intl Airport to Saint Thomas Island arrived on time, slightly above the route average of 75%. When flights on this route arrive late, they're delayed by an average of 2h 17m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages $383 round-trip on this route - about $356 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Saint Thomas Island Cyril E King Airport.

    • Starz Hotel
    • Sunset Gardens Guesthouse
    • Island View Guesthouse

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

 
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

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

United Airlines,American Airlines

United Airlines,American Airlines

See more direct flights

Direct returns

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

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

United Airlines,American Airlines

United Airlines,American Airlines

See more direct flights

More options for your flight from O'Hare Intl to Saint Thomas Island

Complete your trip to Saint Thomas Island with a hotel stay or car rental