$123 Find Cheap Flights from U.S. Virgin Islands to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 2/18. 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 for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$297
Spirit Airlines
Fri 1/9Mon 1/12
STT - ORD • 1 stop
Cheapest non-stop
$500
United Airlines
Mon 2/9Sun 2/15
STT - ORD • Non-stop
Top airlines
American Airlines
Most flights • 11 per week
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from the U.S. Virgin Islands 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 the U.S. Virgin Islands to O'Hare Intl

Fri, Jan 9 - Mon, Jan 12
Spirit Airlines Logo
3:57 pm - 8:05 pmSTT-ORD
30h 08m1 stop
Spirit Airlines Logo
7:29 am - 5:10 pmORD-STT
7h 41m1 stop
$297Spirit Airlines
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Fri, Jan 9 - Mon, Jan 12
Spirit Airlines Logo
6:15 pm - 4:58 pmSTT-ORD
24h 43m2 stops
Spirit Airlines Logo
5:15 am - 5:10 pmORD-STT
9h 55m1 stop
$314Spirit Airlines
Find Deal
Mon, Feb 9 - Sun, Feb 15
Spirit Airlines Logo
3:57 pm - 12:42 pmSTT-ORD
22h 45m1 stop
Spirit Airlines Logo
5:15 am - 4:34 pmORD-STT
9h 19m1 stop
$372Spirit Airlines
Find Deal
Fri, Jan 9 - Mon, Jan 12
Spirit Airlines Logo
3:57 pm - 2:19 pmSTT-ORD
24h 22m3 stops
Spirit Airlines Logo
5:15 am - 5:10 pmORD-STT
9h 55m1 stop
$377Spirit Airlines
Find Deal
Mon, Feb 9 - Sun, Feb 15
Spirit Airlines Logo
6:15 pm - 5:52 pmSTT-ORD
25h 37m2 stops
Spirit Airlines Logo
5:15 am - 4:34 pmORD-STT
9h 19m1 stop
$389Spirit Airlines
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Thu, Dec 4 - Mon, Dec 8
Multiple Airlines Logo
4:03 pm - 11:08 amSTX-ORD
21h 05m2 stops
Multiple Airlines Logo
5:00 am - 3:58 pmORD-STX
8h 58m1 stop
$559Multiple Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
Multiple Airlines Logo
11:17 am - 11:59 pmSTX-ORD
14h 42m1 stop
Multiple Airlines Logo
5:00 am - 3:58 pmORD-STX
8h 58m1 stop
$564Multiple Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10
Delta Logo
3:19 pm - 11:49 pmSTX-ORD
10h 30m1 stop
Delta Logo
5:50 am - 1:24 pmORD-STX
6h 34m1 stop
$615Delta
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Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
3:07 pm - 11:07 pmSTX-ORD
10h 00m1 stop
American Airlines Logo
8:04 pm - 12:48 pmORD-STX
15h 44m2 stops
$729American Airlines
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Fri, Dec 5 - Sat, Dec 6
American Airlines Logo
6:35 pm - 3:18 pmSTX-ORD
22h 43m2 stops
American Airlines Logo
8:30 pm - 5:43 pmORD-STX
19h 13m2 stops
$805American Airlines
Find Deal
Booking Insights

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

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

What is a good deal for flights to Chicago O'Hare Intl Airport?

If you’re looking for cheap airfare to Chicago O'Hare Intl Airport, 25% of our users found tickets to Chicago O'Hare Intl Airport for the following prices or less: From Saint Thomas Island $251 one-way - $372 round-trip.

Good to know

Low seasonAugust
Cheapest flight$123
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Christiansted to Chicago

FAQs - booking Chicago O'Hare Airport flights

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    Chicago O'Hare Intl Airport is 16 miles from the center of Chicago.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $460. The cheapest price found on KAYAK in the last 2 weeks cost $242 and departed from Saint Thomas Island Cyril E King Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Thursday where tickets can be as cheap as $271. On the other hand, the most expensive day to fly is Saturday, where prices are $684 on average.

  • How does KAYAK find such low prices on flights to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago O'Hare Airport?

    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 O'Hare Airport with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago O'Hare Airport?

    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 O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Chicago O'Hare Intl Airport?

    The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the morning, when flights cost $430 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally in the evening, which is peak travel time and where the average cost of a ticket is $609.

Top tips for finding cheap flights to Chicago O'Hare Airport

  • Looking for cheap airfare to Chicago O'Hare Airport? 25% of our users found round-trip tickets to Chicago O'Hare Airport for the following prices or less: From Saint Thomas Island $312
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago O'Hare Airport flight deals.

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

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the U.S. Virgin Islands to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with 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.
7.2
American AirlinesOverall score based on 11045 reviews
7.5Boarding
6.4Food
7.2Comfort
6.9Entertainment
8.0Crew
Airline reviews

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

10.0 Excellentchloe, Nov 2025MCO - ORD
Read more American Airlines reviews

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Had to deplane for undisclosed mechanical issue. Landed in Chicago 3 hours late. Food voucher at FLL came just as we were recording. Crew and agents were troopers--better than Spirit last night.

We spent 5 1/2 hours at Ohare cause our flight was diverted cause of rain in the area. We missed appts that we had set on Tuesday and cause we were flying back the next day on the 7am flight we had no time to reschedule anything. Other airlines were landing and taking off fine having no issues. It was only Spirit. Very frustrating flight and I understand why the flights are only around 25-30% full.

Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

Traveling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
Gurnee
South Haven
Merrillville
Oak Brook
Saint Joseph
Tinley Park
Elk Grove Village
Hoffman Estates
Des Plaines
Hammond
Willowbrook
Portage
Delavan
Northbrook
South Holland
Elmhurst
Lansing
Pleasant Prairie
Valparaiso
Lisle

Everything you need to know for your flight to O'Hare Intl

Information on the airport you'll fly into in Chicago