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

 
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

Thu, Nov 5 - Mon, Nov 9
JetBlue Logo
5:40 pm - 1:20 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
21h 40m2 stops San Juan Luis Munoz Marin Intl Boston Logan Intl
JetBlue Logo
2:35 pm - 4:44 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
24h 09m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl
$574JetBlue
Fri, Feb 5 - Mon, Feb 8
American Airlines Logo
2:26 pm - 10:30 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
10h 04m1 stop Philadelphia
American Airlines Logo
5:05 am - 2:02 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
6h 57m1 stop Miami
$580American Airlines
Fri, Feb 5 - Mon, Feb 8
American Airlines Logo
2:54 pm - 11:36 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
10h 42m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
6:00 am - 5:05 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
9h 05m1 stop Miami
$580American Airlines
Fri, Feb 5 - Mon, Feb 8
American Airlines Logo
2:54 pm - 11:14 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
10h 20m2 stops Miami New York LaGuardia
American Airlines Logo
5:00 am - 5:05 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
10h 05m2 stops Dallas/Fort Worth Miami
$580American Airlines
Fri, Sep 18 - Tue, Oct 13
American Airlines Logo
4:40 pm - 7:48 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
16h 08m1 stop Miami
American Airlines Logo
7:29 pm - 1:48 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
17h 19m1 stop Miami
$584American Airlines
Mon, Sep 21 - Tue, Oct 13
American Airlines Logo
4:40 pm - 7:48 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
16h 08m1 stop Miami
American Airlines Logo
7:29 pm - 1:48 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
17h 19m1 stop Miami
$584American Airlines
Wed, Sep 16 - Tue, Oct 13
American Airlines Logo
4:40 pm - 7:48 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
16h 08m1 stop Miami
American Airlines Logo
7:29 pm - 1:48 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
17h 19m1 stop Miami
$584American Airlines
Sun, Sep 20 - Tue, Oct 13
American Airlines Logo
4:40 pm - 9:29 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
17h 49m1 stop Miami
American Airlines Logo
7:29 pm - 1:48 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
17h 19m1 stop Miami
$584American Airlines
Tue, Sep 22 - Tue, Oct 13
American Airlines Logo
4:40 pm - 7:48 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
16h 08m1 stop Miami
American Airlines Logo
7:29 pm - 1:48 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
17h 19m1 stop Miami
$584American Airlines
Fri, Jan 8 - Sun, Jan 10
Delta Logo
1:50 pm - 9:10 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
9h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 4:15 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
7h 05m1 stop Atlanta Hartsfield-Jackson
$590Delta
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 the cheapest day to fly to Chicago?

Based on KAYAK data, the cheapest day to fly to Chicago is Sunday where round-trip tickets can be as cheap as $505. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $684 on average.

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 evening, when round-trip flights cost $537 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $541.

Good to know

Cheapest flight

$222
Flight from Saint Thomas Island to Chicago

FAQs - booking Chicago 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 $604. The cheapest price found on KAYAK in the last 2 weeks cost $207 and departed from Saint Thomas Island Cyril E King Airport.

  • How does KAYAK find such low prices on flights to Chicago?

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 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?

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

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 29,223 direct flights from within U.S. Virgin Islands to Chicago O'Hare Intl Airport. The most common day for departures is Sunday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Looking for cheap airfare to Chicago? 25% of our users found round-trip tickets to Chicago for the following prices or less: From Saint Thomas Island $372
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

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

 
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.
7.1
American AirlinesOverall score based on 11969 reviews
6.8Entertainment
7.5Boarding
7.9Crew
7.2Comfort
6.4Food
Airline reviews

We landed slightly early but then sat in holding area waiting for our gate to clear out for about an hour, so technically we arrived one hour late at the gate at ORD. The airport may be partially responsible here, but regardless of who is responsible, it was a bad experience to be so close yet unable to get off the plane.

6.0 GoodAnonymous, Aug 2026
Read more American Airlines reviews

We landed slightly early but then sat in holding area waiting for our gate to clear out for about an hour, so technically we arrived one hour late at the gate at ORD. The airport may be partially responsible here, but regardless of who is responsible, it was a bad experience to be so close yet unable to get off the plane.

Delays and cancellations. Mechanics weren’t on site. Replacement plane took hours to arrive although it should have arrived within 90 minutes. Flight back was cancelled. Ended up driving over 12 hours and wasting 3 days between everything.

Little bit of trouble getting my KTN and pre-check status onto the ticket, but otherwise the counter staff were friendly and truly concerned to get it right.

The flight could have actually taken place. Canceled flight and no option to rebook that day.

Missed connection from delays and times changing multiple times and then involuntarily booked on another airline next day

The flight was delayed in 30 minute increments for a total of 4 hours and 30 minute delay. All other flights to Chicago left on time except for this one flight. If there is an issue with the inbound flight, just let customers know so they can find another flight right away, Once we got on the plane there was another 30 minute delay taking off at 10:30 at night which is very unusual that a flight wouldn't be ready to take off

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

Traveling to a place near O'Hare Intl?

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

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

Information on the airport you'll fly into in Chicago