$223 Find Cheap Flights from Chicago O'Hare Airport to U.S. Virgin Islands - Compare and Save

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Price, demand and travel trends for Chicago O'Hare Intl Airport to the U.S. Virgin Islands flights

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

Are flights from Chicago O'Hare Intl Airport to the U.S. Virgin Islands cheaper or more expensive than last year?

Fares from Chicago O'Hare Intl Airport to the U.S. Virgin Islands are running about the same as they were around this time last year, averaging $655 round-trip.

What are the cheapest fares from Chicago O'Hare Intl Airport to the U.S. Virgin Islands right now?

The cheapest fares from Chicago O'Hare Intl Airport to the U.S. Virgin Islands on KAYAK in the last week were to Saint Thomas Island Cyril E King (STT) from $560 round-trip, and to Christiansted Henry Rohlsen (STX) from $587 round-trip.

What’s the cheapest month to fly from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

May is the cheapest time of year to fly, with average fares of $540. Prices are highest in December, when average flight costs increase to around $901.

When is the best time to book flights from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

Book your flights 10 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 29% compared to booking last-minute (within 2 weeks of departure).

Which airport in the U.S. Virgin Islands is the cheapest to fly to from Chicago O'Hare Intl Airport?

Based on KAYAK data from the past 12 months, the cheapest airports to fly into the U.S. Virgin Islands are:

• Christiansted Henry Rohlsen (STX) from $662
• Saint Thomas Island Cyril E King (STT) from $682

What’s the cheapest day to fly from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

Tuesday tends to be the cheapest day to fly from Chicago O'Hare Intl Airport to the U.S. Virgin Islands, while Saturday is the most expensive. Fares run about 15% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

Data from the past 12 months shows it's cheapest to fly to the U.S. Virgin Islands during the evening with average prices of $369. The night is the most expensive time to fly, with average prices of $894.

Key details for Chicago O'Hare Intl Airport to the U.S. Virgin Islands flights

Low season

September

Cheapest flight

$223
Beat the crowds with an average 74% drop in travelers.
The most popular month to fly with an average 94% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Saint Thomas Island

Your Chicago O'Hare Intl Airport to the U.S. Virgin Islands flight questions, answered

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

  • Is now a good time to book a flight from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

    Fares from Chicago O'Hare Intl Airport to the U.S. Virgin Islands are around their usual level right now. A round-trip under $552 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch price changes.

  • How much should I budget for a flight from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

    Over the past 12 months, round-trip fares from Chicago O'Hare Intl Airport to the U.S. Virgin Islands have ranged from $552 to $872.

  • What are the main airports serving the U.S. Virgin Islands?

    Flights to the U.S. Virgin Islands use two main airports, Saint Thomas Island Cyril E King (STT) and Christiansted Henry Rohlsen (STX).

  • What airlines fly nonstop from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

    Based on the flight schedule for the next 3 months, 2 airlines offer nonstop flights on this route:

    • United Airlines
    • American Airlines

  • Where in the U.S. Virgin Islands can I fly nonstop from Chicago O'Hare Intl Airport?

    Based on the flight schedule for the next 3 months, you can fly nonstop from Chicago O'Hare Intl Airport to two destinations: Saint Thomas Island and Christiansted.

  • Is it cheaper to fly with a layover from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

    Yes. Nonstop flights from Chicago O'Hare Intl Airport to the U.S. Virgin Islands average $736 over the past 12 months, but flights with a layover can cost less. The most affordable connecting airports are:

    • Fort Lauderdale (FLL) from $385
    • Orlando (MCO) from $616
    • Washington, D.C. Dulles Intl (IAD) from $641

  • How long is a flight from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

    Nonstop flights take 4h 52m on average. The fastest scheduled flight takes 4h 48m, from Chicago O'Hare Intl (ORD) to Saint Thomas Island Cyril E King (STT).

  • How often are flights from Chicago O'Hare Intl Airport to the U.S. Virgin Islands delayed and what's the average delay?

    25% of flights on this route are delayed by at least 15 minutes. The average delay is 2h 17m.

  • Which cabin classes are available on flights from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

    On flights from Chicago O'Hare Intl Airport to the U.S. Virgin Islands you can book Economy Class, Business Class or First Class.

  • What are some popular landmarks in the U.S. Virgin Islands?

    KAYAK travelers' favorite landmarks in the U.S. Virgin Islands include:

    • Sapphire Beach
    • Coki Beach
    • 99 Steps
    • Blackbeard's Castle

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to the U.S. Virgin Islands?

    The earliest nonstop flight from Chicago O'Hare Intl Airport to the U.S. Virgin Islands departs at 7:40 am and the latest departs at 9:25 am. Nonstop flights take about 4h 52m.

Your guide to booking Chicago O'Hare Intl Airport to the U.S. Virgin Islands flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 10 weeks before your trip. KAYAK data shows fares in this window are around 29% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • If your travel dates are flexible, book your trip for May when flights are typically cheapest and avoid December when prices are at their highest.
  • Flying on Tuesday is usually the cheapest. Flights on Saturday cost about 15% more on average, so being flexible with your travel dates could help you save.
  • If you're looking to save, Christiansted Henry Rohlsen (STX) is the cheapest airport to fly into from Chicago O'Hare Intl Airport. If you have onward travel, don't forget to factor in the cost of your journey by train, bus or domestic flight.
  • Start your trip in Saint Thomas Island, which is the most popular destination in the U.S. Virgin Islands. From there, it's easy to continue on to other popular destinations such as St. John, Christiansted and Kingshill.
  • If you want the shortest trip, choose the Chicago O'Hare Intl Airport to the U.S. Virgin Islands nonstop route. If you'd rather save money, the route via Fort Lauderdale (FLL) is usually the cheapest.

Reviews of the top 3 airlines serving from O'Hare Intl to the U.S. Virgin Islands

 
Need help choosing which airline to fly with from O'Hare Intl to the U.S. Virgin Islands? 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.
7.8
DeltaOverall score based on 8654 reviews
7.2Food
7.8Comfort
8.1Boarding
7.8Entertainment
8.5Crew
Airline reviews

No beverage/snack service without any explanation or reason. Late boarding and delayed flight.

4.0 OkayKathryn, Oct 2026
Read more Delta reviews

No beverage/snack service without any explanation or reason. Late boarding and delayed flight.

The cabin and bathroom experience was poor as the cabin and bathroom were dirty and showed signs of an older plane that had not been updated for Customer’s, comfort and health. There was gum on my seat when I arrived and dirt spots around the fan and light controls. The flight was almost entirely full, so there was no way I could be moved from my seat. Th bathroom had the peeling paint.

I'm 6' 2" and even in economy plenty of leg room

Horrible experience. Delta delayed the flight to 11pm which happens. Apparently the pilots were there but we were waiting for flight attendants to arrive from Detroit and they were delayed. They could have made arrangements but that’s fine. What was truly horrible was that at 10:50pm the pilot comes out and says the flight will be cancelled but hasn’t been cancelled yet in the system. It’s being cancelled because the pilots have timed out. As soon as that plane got delayed past 10:50pm delta knew it couldn’t fly. Yet they made us wait around for hours. When the flight finally got cancelled all the area hotels were booked and flights for the next day were unavailable until midday. All I wanted was to spend one day with my family before needing to fly abroad on another delta flight. That will be my last flight with them. I’ll take my 800k miles flown and annual spend to an airline that isn’t so thoughtless.

THI IS THE 3RD CONSECUTIVE FLIGHT FROM ORD TO MSP THAT HAS BEEN DELAYED 2+ HOURS. CRAZY

The plane was a rather tired 737-800, with old style small luggage bins. Poor air flow. USB charger in the infotainment system was not functioning. The flight was 2 hours late due to crew rest requirements (not their fault). On arrival in Seattle, waited on the tarmac for 30 minutes with very few updates from the crew.

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

Okay considering we had weather delays which the Pilot notified us of immediately!

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The seats are very small, that is all the staff did a good job.

It was great. The staff is always helpful and polite. The app is great and makes the whole trip and process so easy. They even offer a step to step guide to your correct terminal. And they keep all the information you'll need updated. Anything you can think of! Great experience.

Perfect. On time and the weather was perfect so we came in a few minutes early.

On time. Carry on and personal bag was accommodated on the plane. Entertainment was accessible without bringing own device. Whole can of juice was provided rather than a pour.

Price was crazy watch it if you Chan he your flight

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s

No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.

Flight delayed, last seat on the plane, no arrival Gate available due to the plane departing late

Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.

I have posted the comments in the first flight leg.

First class snacks - stewardess gave out multiples to everyone until there was almost no selection left when she got back to me last in first class cabin. Nothing left that I would eat.

My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.

The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.

After boarding, the AC was shut off on the flight. At business class, I really could not breathe. I was absolutely dripping sweat. I was told by the FA that there was nothing they could do but I could stand by the door until departure. So, that's what I did. I was clearly in the way while the FAs were trying to do their work, but I had to be able to breathe. After that, of course, I had sweated up a lot so was very uncomfortable for the six hour flight.

DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.

Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.

The flight up was great no issues. The flight back home was a cluster. I was told the plane I was waiting on was giving to another flight which caused me to miss my connection flight. Granted the airline did great with getting hotel and vouchr for food.

More options for your flight from O'Hare Intl to the U.S. Virgin Islands

Complete your trip to the U.S. Virgin Islands with a hotel stay or car rental