Cheap flights from Chicago to the U.S. Virgin Islands from $127
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to the U.S. Virgin Islands departing on 5/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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United Airlines flights from Chicago to U.S. Virgin Islands
Our best United Airlines deals on Chicago to U.S. Virgin Islands flight tickets
Spirit Airlines flights from Chicago to U.S. Virgin Islands
Our best Spirit Airlines deals on Chicago to U.S. Virgin Islands flight tickets
See travel insights to the U.S. Virgin Islands from
How to get the cheapest flight ticket from Chicago to U.S. Virgin Islands
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to U.S. Virgin Islands?
In general, September is the cheapest month to fly from Chicago to U.S. Virgin Islands. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $467. If you aren’t able to travel to U.S. Virgin Islands during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $519.
What is the cheapest day to depart on your flight to U.S. Virgin Islands?
According to our data, Wednesday is the cheapest day to fly to U.S. Virgin Islands from Chicago. The lowest ticket price found for a Wednesday departure recently was $687. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,474.
What is the cheapest time of day to depart on your flight to U.S. Virgin Islands?
In the afternoon is the cheapest time of day to fly from Chicago to U.S. Virgin Islands when you can find flight prices for as low as $365. Flying to U.S. Virgin Islands in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $777.
What is the cheapest Chicago to U.S. Virgin Islands flight route?
Fly from Chicago O'Hare Intl to Saint Thomas Island Cyril E King for the best Chicago - U.S. Virgin Islands flight prices
How far in advance should I book a flight to U.S. Virgin Islands?
You are more likely to see cheaper flights to U.S. Virgin Islands from Chicago when booking 10 weeks ahead of your departure date. In general, you can expect to find flights to U.S. Virgin Islands for around $617 when searching 10 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to U.S. Virgin Islands from Chicago for as low as $495 on momondo.
What cabin class options are available on Chicago to U.S. Virgin Islands flights?
There are 3 cabin classes available to choose from on Chicago to U.S. Virgin Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to U.S. Virgin Islands?
Spirit Airlines, American Airlines, and Delta are the most popular carriers operating from Chicago to U.S. Virgin Islands
What airlines fly to U.S. Virgin Islands?
American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to U.S. Virgin Islands from Chicago according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to U.S. Virgin Islands. Keep in mind that there are 4 different airlines that fly to U.S. Virgin Islands on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to U.S. Virgin Islands on average per week?
3 flights are operational weekly from Chicago to U.S. Virgin Islands as of March 2025. The most popular departure day for this route is Wed, with 33% of flights per week taking off on this day.
Cheap Chicago to U.S. Virgin Islands flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to U.S. Virgin Islands
Best Price Found | $127 |
|---|---|
Fastest flight time | 5h 03m |
Direct flights | Mon and Sun |
Airports in U.S. Virgin Islands | 2 airports |
When did momondo last update prices for flights from Chicago to U.S. Virgin Islands?
Prices for flights from Chicago to U.S. Virgin Islands were last updated today.
How many operators does momondo search for flights from Chicago to U.S. Virgin Islands?
As of March 2025, there are 4 operators available to choose from for flights from Chicago to U.S. Virgin Islands.
How old do you have to be to fly from Chicago to U.S. Virgin Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to U.S. Virgin Islands.
What documentation or ID do you need to fly to U.S. Virgin Islands?
The travel and health documents required for your trip to U.S. Virgin Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at U.S. Virgin Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to U.S. Virgin Islands?
Based on momondo bookings for flights between Chicago and U.S. Virgin Islands, the leading plane model is Boeing 737 MAX 8, making up 78.12% of the total bookings. Other popular models include Airbus A319 with 15.18%, Boeing 737-800 with 3.57%, and Boeing 737-700 with 3.12%.
Best airlines flying from Chicago to U.S. Virgin Islands
Compare and see reviews for airlines that fly from Chicago to U.S. Virgin Islands with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $163 | Free Cancellation | Rating 6.3 7,881 reviews | |||
| PriceFrom $402 | Free Cancellation | Rating 8.0 7,895 reviews | |||
| PriceFrom $447 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $483 | Free Cancellation | Rating 7.4 8,603 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to U.S. Virgin Islands?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to U.S. Virgin Islands for you.
Can I find flights from Chicago to U.S. Virgin Islands with flexible booking policies on momondo?
momondo does allow users to show only those flights to U.S. Virgin Islands from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to U.S. Virgin Islands?
Once all potential Chicago to U.S. Virgin Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to U.S. Virgin Islands right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to U.S. Virgin Islands from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.