Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.
STTORDFri, 30 Oct
Fare checked before payment All fees shown upfront Transparent cancellation policy 24×7 booking support
Lowest fareUS$334Cape Air
Fastest7h 30mgate to gate
Options found95flights on this route
Find your flightSTT → ORD
Available Flights & Fares
Compare fares, timings and baggage. Pick the flight that suits your trip.
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
$513
Flight DetailsSTT to ORD - 8H :30 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesRefundable fare. Final rules are verified before booking.
United Airlines
UA-1530
14:00
2026-10-30
Charlotte Amalie St Thomas (STT)Cyril E King
9H :18 M
1 Stop
EWR
· 1h 57m New York (EWR), United States
22:18
2026-10-30
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
$463
Flight DetailsSTT to ORD - 9H :18 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
$513
Flight DetailsSTT to ORD - 9H :18 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesRefundable fare. Final rules are verified before booking.
United Airlines
UA-1530
14:00
2026-10-30
Charlotte Amalie St Thomas (STT)Cyril E King
11H :01 M
1 Stop
EWR
· 3h 38m New York (EWR), United States
00:01
2026-10-31
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
$463
Flight DetailsSTT to ORD - 11H :01 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
$513
Flight DetailsSTT to ORD - 11H :01 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesRefundable fare. Final rules are verified before booking.
United Airlines
UA-1445
12:07
2026-10-30
Charlotte Amalie St Thomas (STT)Cyril E King
12H :54 M
1 Stop
IAD
· 6h 17m Washington (IAD), United States
00:01
2026-10-31
CHICAGO (ORD)O Hare International
Non Refundable 2 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
$474
Flight DetailsSTT to ORD - 12H :54 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
AirLine Private
0 Pieces 1 Pieces
$627
Flight DetailsSTT to ORD - 12H :54 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesRefundable fare. Final rules are verified before booking.
No flights match the selected filters. Clear filters or open full search.
Airfare Highlights
From flights departing on Fri, 30 Oct 2026.
Lowest fare$334Cape Air17:45
Earliest departure$2,164Cape Air07:00
Shortest duration$711American Airlines13:21
Night
00:00-05:59
No optionOpen full search for moreMorning
06:00-11:59
$386Cape Air at 10:49Afternoon
12:00-17:59
$334Cape Air at 17:45Evening
18:00-23:59
No optionOpen full search for more
Departure & Arrival Airport Details
Charlotte Amalie St Thomas (STT)
Cyril E King
Virgin Islands
Chicago (ORD)
O Hare International
USA
Flights shown for 30 Oct 2026. View all flights opens the complete search result.
Smart travel dates
Holidays and peak dates for Chicago
Fares and hotel rates usually run higher around these dates. Booking earlier or moving your trip by a day or two often costs less.
Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).
12OctColumbus DayMondayPeak
12OctColumbus DayMondayPeak
12OctIndigenous Peoples' DayMondayPeak
11NovVeterans DayWednesdayPeak
26NovThanksgiving DayThursdayPeak
25DecChristmas DayFridayPeak
Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here, so check the exact date for your travel year.
Compare your journey
How to travel Charlotte Amalie St Thomas to Chicago
Ways to make this trip that you can book on FlyX, compared by price and journey time.
OptionFromJourney timeAvailabilityAction
Connecting flight₹32,181Longer, includes a stop95 options
4 airlines operate this route.
Road distance and coach duration are approximate estimates from the air distance, not a timetable.
Airlines flying from Charlotte Amalie St Thomas to Chicago
Compare fares, stops, baggage and refundability across the airlines flying this route.
UN
United Airlines Flights
from $43348 flights
Fares from
$433
Non-stop
None in these results
Departures
48 in the list above
CA
Cape Air Flights
from $33429 flights
Fares from
$334
Non-stop
None in these results
Departures
29 in the list above
AM
American Airlines Flights
from $71117 flights
Fares from
$711
Non-stop
None in these results
Departures
17 in the list above
Route Overview & Flight Facts
Fastest flight duration
7h 30m · American Airlines
First departure of the day
07:00 · Cape Air
Last departure of the day
17:45 · Cape Air
Flight options found
95
Airport codes
Charlotte Amalie St Thomas–STT, Chicago–ORD
Fares and timings are indicative. The exact price is confirmed with the airline when you search.
Flight Schedule, Timings & Airfare Insights
Daily Flight Schedule & Travel Duration
The search for Fri, 30 Oct found 95 flight options. The first flight leaves around 07:00 and the last around 17:45. The fastest flight takes about 7h 30m.
Morning vs Evening Departure Fares
Lowest fare by departure window: Afternoon from $334, Morning from $386. These observations do not predict the cheapest departure window on other dates.
Cheapest Airfare & Best Time to Book
Search your travel dates to compare current fares. Prices change with airline seat availability.
One-Way vs Round-Trip Fare Comparison
Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.
Online Web Check-In & Boarding Pass
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How to Book Cheap Flights on FlyX
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2
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3
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4
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5
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Destination & City Travel Guide
About Chicago
Chicago’s downtown Loop puts Millennium Park, the Art Institute and the Riverwalk within a manageable area. The lakefront creates a second axis for walking, while neighbourhoods farther out need transit time of their own. Passengers landing at O’Hare may be changing flights or visiting relatives in the wider region, so check whether an overnight hotel is near the airport or downtown. The CTA Blue Line runs from the airport into the city and avoids the road congestion that can affect a taxi.
Read more about Chicago
Tips for travellers from India
The Loop is useful for the Art Institute, Millennium Park and central rail links, while a hotel near O’Hare serves an early flight or suburban appointment. These bases are a substantial distance apart. The CTA Blue Line reaches the airport from downtown, but passengers arriving at Terminal 5 first need the airport connection to the main rail-access area. The airport train and an intercity rail departure from Union Station are separate arrangements.
Air India uses Terminal 5. United domestic flights and international departures use Terminal 1, while many international arrivals are processed through Terminal 5, so an onward connection can involve a building change. In the city, pair the Art Institute with Millennium Park rather than crossing to a distant neighbourhood between them. The Riverwalk offers another central route, while the lakefront extends far beyond the downtown section. The Obama Presidential Center opened to the public in June 2026 in Jackson Park, creating a museum outing on the South Side rather than another stop beside the Loop. Plan that visit as its own district trip. A river architecture cruise also has a specific departure dock, which should be matched to the walking route. Choose between a museum-heavy day and a longer lakefront walk before booking several timed attractions.
Best time to visit Chicago
May to June or September to October, about 12–25°C, for river and lake walks.
Places to visit in Chicago
Millennium ParkArt Institute of ChicagoChicago RiverwalkNavy PierMuseum CampusDevon Avenue
How to reach Chicago
By Air: O’Hare International Airport (ORD) is about 27 km northwest of downtown Chicago; the CTA Blue Line takes about 45 minutes to the Loop. Taxis and booked cars also operate.
By Rail: Chicago Union Station serves intercity trains; the CTA Blue Line links O’Hare with downtown.
By Road: Airport taxis and app-based cars use expressways; intercity coaches use downtown stops.
What to do in Chicago
Walk from Millennium Park to the Art Institute.
Follow the Chicago Riverwalk.
Take an architecture cruise on the Chicago River.
Explore the lakefront around Museum Campus.
Chicago airport information
O’Hare International Airport (ORD). Air India operates from O’Hare Terminal 5. United uses Terminal 1 for domestic flights and international departures, while international arrivals without preclearance generally use Terminal 5.
Why Book Your Flight with FlyX?
Compare the available Charlotte Amalie St Thomas to Chicago options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.
Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.
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Frequently Asked Questions
Is it worth booking Charlotte Amalie St Thomas to Chicago flights in advance?
There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. On the Charlotte Amalie St Thomas to Chicago dates shown on this page, the lowest fare is on a Friday at $334. This can change from week to week.
How far is Charlotte Amalie St Thomas from Chicago by air?
The flying distance depends on the routing the airline selects. The flight cards above show duration and stop details for each result.
Are there non-stop flights from STT to ORD?
Not on the dates shown here. Every Charlotte Amalie St Thomas to Chicago option on this page has at least one stop. Non-stop service can differ by season and by day, so check nearby dates before you decide.
Which airlines fly Charlotte Amalie St Thomas to Chicago?
United Airlines, Cape Air and American Airlines are listed on this route for the dates shown here. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.
How long is the flight from Charlotte Amalie St Thomas to Chicago?
Every option on this page has at least one stop, and the shortest total journey time is about 7h 30m including the layover. Non-stop service on this route can vary by season and by day.
What is the cheapest Charlotte Amalie St Thomas to Chicago flight fare?
The lowest Charlotte Amalie St Thomas to Chicago fare on this page is $334. Fares on the same dates run up to $6,150, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.
What time do Charlotte Amalie St Thomas to Chicago flights depart?
On the dates shown here, the first departure is around 07:00 and the last around 17:45, local time at Charlotte Amalie St Thomas. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.
Why does the price change after clicking Book Now?
Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay. If it has moved, you see the new figure before any payment.
Before you book this route
Check the airport codes STT–ORD, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.
Where these fares come from
The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price. Run a search to see what is available for your own dates.
Fares shown are for departures on .
Check official travel requirements
Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.
The STT to ORD cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.
Before you book
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Lowest Charlotte Amalie St Thomas to Chicago airfare, in 30 days and in 90 days
Cheapest Fare
Fare
Date
Airline
Departure
Lowest Airfare
$334
30/10/2026
Cape Air
17:45
Cheapest Airfare Within 30 Days
$327
07/11/2026
Cape Air
17:45
Cheapest Airfare Within 90 Days
$317
06/01/2027
Cape Air
17:45
Book Charlotte Amalie St Thomas to Chicago Flight Tickets on FlyX
FlyX lists each Charlotte Amalie St Thomas to Chicago flight in these results with its fare, departure time, stops, layover airport and baggage, so you can compare air tickets side by side. To find a cheap ticket, sort by price and check what baggage the fare includes. The fare is checked with the airline again before you pay.
Charlotte Amalie St Thomas to Chicago Flight Schedule and Timing
The search for these dates returned 95 flight options. The first departure from Charlotte Amalie St Thomas is at 07:00 and the last is at 17:45. Flights leave from Cyril E King and land at O Hare International.
Flight Route Details & Analysis
Flight Details
Information
Route
Charlotte Amalie St Thomas to Chicago
Flight Duration
7h 30m - 31h 14m
Airport Codes
Charlotte Amalie St Thomas - STT, Chicago - ORD
Total Flights Available
95 flights0 direct95 with layovers
First Flight Departure
Departs at 07:00
Last Flight Departure
Departs at 17:45
Early Morning Flights (12 AM - 8 AM)
2 flights0 direct2 with layovers
Morning Flights (8 AM - 12 PM)
13 flights0 direct13 with layovers
Afternoon Flights (12 PM - 4 PM)
72 flights0 direct72 with layovers
Evening Flights (4 PM - 8 PM)
8 flights0 direct8 with layovers
Night Flights (8 PM - 12 AM)
No flights in this time slot
Airport Information & Terminals
STT: St. Thomas airport. Airport access in St. Thomas depends on arrival time, terminal, hotel location and local traffic. Confirm the airport name on the ticket, then choose between official taxi, app cab, airport bus, rail or hotel transfer based on luggage and time of day.
ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.
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Charlotte Amalie St Thomas to Chicago
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Cyril E King
O Hare International
