$259 Find Cheap Flights from Chicago O'Hare Airport to U.S. Virgin Islands - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 26% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from O'Hare Intl to the U.S. Virgin Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Saint Thomas Island
4h 51mNonstop
from $503per person
Christiansted
4h 58mNonstop
from $546per person
Booking Insights

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 $503 round-trip, and to Christiansted Henry Rohlsen (STX) from $546 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 $556. Prices are highest in December, when average flight costs increase to around $921.

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

Book your flights 4 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 33% 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) (avg. price $687)
• Saint Thomas Island Cyril E King (STT) (avg. price $695)

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 $438. The night is the most expensive time to fly, with average prices of $916.

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

Low season

September

Cheapest flight

$259
Beat the crowds with an average 69% 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

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?

    Yes. Fares from Chicago O'Hare Intl Airport to the U.S. Virgin Islands are low right now. As a rule of thumb, a round-trip under $567 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • 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 $567 to $882.

  • 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 $758 over the past 12 months, but flights with a layover can cost less. The most affordable connecting airports are:

    • Fort Lauderdale (FLL) (avg. price $382)
    • Orlando (MCO) (avg. price $567)
    • Washington, D.C. Dulles Intl (IAD) (avg. price $625)

  • 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 4 weeks before your trip. KAYAK data shows fares in this window are around 33% 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 Cruz Bay.
  • 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 8719 reviews
7.2Food
8.1Boarding
8.5Crew
7.8Entertainment
7.8Comfort
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.

Very uncomfortable and cramped seats. Everything else was okay, the crew members were nice but nothing was exceptional.

Waited on tarmac for approximately 15-25 minutes before taking off. When landing, the time it took to taxi to our gate was the also 15-25 minutes.

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

It was good flight was smooth, little cold on the plane but other wise good.

Great flight and crew. Need more legroom and DO NOT allow seats to recline.

The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.

We left 1.5 hours late due to a “maintenance” issue. Very poor communication as to when we would board & depart. The crew in First Class was uncharacteristically not friendly). Delay into Brussels cost me my connection to Rome so lost the entire first day of vacation ( had a 10:30am flight to Rome - ended up on a 6:55pm flight).

Everything was OK except the meals, that was overpriced chicken meat.

Miss My connection I had to take a flight from Indianapolis to Denver , then to san fransisco , sleep in sans fransisco en the flight to Los Cabos the next morning

The TVs on the plane were all broken and inoperable. No snacks or food were served. Plane was very old and uncomfortable.

All good. Flight crew was super friendly at the end of a long day

The food in first class has taken a big downturn

Flight was fine. Just delays leaving due to mechanical issues. But flight crew were kind and professional. Seats were spacious. American doesn't need to have 9 groups for boarding.

Both departure and return flights had mechanical delays. Their planes are antiquated resulting in a two hour flight taking almost four hours to complete.

Crew were helpful, pilot kept us informed about turbulence, snack choice was awesome!

It was one of the worst I have ever had. The plane was over booked, and I did not have a seat. When I questioned why because I had booked this weeks in advance. I was brushed off to be advised they are trying to find someone to give up their seat. Only to be advised I would be boarding last. I had priority boarding in group 1-4. When I asked why I had to be last because that is not what I paid for I was advised it doesn't matter you will get a seat. The ticket person was very rude and unprofessional. The gate changed several times and it was going from one area to another area far away from where we were at. I feel like I should have been compensated in some kind of way because of the way I was treated. The ticket agent acted like it was my fault that the plane was over booked. Not one time was I apologized to for this inconvenience.

We did not fly on American Airlines from Chicago to London. We were rebooked on British Airways (by American Airlines) and our luggage was left behind. A full day delay and lost luggage.

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.

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