Chicago to Charlotte Amalie runs about 5 times a day, with the first departure around 06:10 and the last around 07:30. One passenger pays €263.28, every fee included. The fastest door to door is 7h 59m over 3,487 km, on services run by 1 operator across 1 mode.
What one seat costs
Every operator we hold on this corridor starts at €263.28, so there is no spread to show.
Typical fares · Priced for 5 October 2026
€263.28
- 210%Moves across the booking window
When it runs, leaving Chicago
No operator has filed a timetable for this direction yet, so the first and last departure below follow the pattern of the corridor. Read them as the shape of the service day rather than as times to turn up for.
- 06:10First departure
- 07:30Last departure
- 5Services per day
- 20%Run direct
Fares by date
What this journey usually costs, by departure date. It shows which days run dearer.
Typical fares
- about €752.98Sun20
- about €575.98Mon21
- about €554.15Tue22
- about €528.19Wed23
- about €627.31Thu24
- about €578.34Fri25
- about €558.28Sat26
- about €499.28Sun27
- about €336.44Mon28
- about €374.79Tue29
- about €392.49Wed30
- about €415.50Thu1
- about €374.20Fri2
- about €411.37Sat3
- about €314.02Sun4
- about €263.28Mon5
- about €329.95Tue6
- about €280.98Wed7
- about €368.30Thu8
- about €335.85Fri9
- about €407.24Sat10
Based on what this route has cost recently. The operator sets the price on the day, and the live fare is confirmed when you book.
The flight gets you into Charlotte Amalie. It does not get you a bed, and neither do we.
A room in Charlotte Amalie for the night the flight gets in
Sort by distance from CHARLOTTE AMALIE and you can see which places are ten minutes on foot and which are not.
Search Charlotte Amalie on Booking.com
Partner links. We do not sell accommodation. We earn a commission when a booking completes, and it never changes what you pay.
When to book Chicago to Charlotte Amalie
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €351.1990 days
- €276.8560 days
- €247.3545 days
- €242.6330 days
- €407.2421 days
- €411.3714 days
- €558.287 days
- €554.153 days
- €752.981 days
- Cheapest lead time
- Fares bottom out around 30 days ahead, at €242.63.
- How much it moves
- The gap between the cheapest and dearest lead time is 210 percent. The dearest point is €752.98, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 30 days before departure. Waiting from here has usually cost money on this corridor rather than saved it.
Book now Fares on this route are lowest around 30 days ahead. You are inside that window.
This corridor, specifically
Facts that apply to Chicago to Charlotte Amalie and to no other route on the site.
Clocks
1 hours ahead on arrival. The clock moves even though you do not.
The shape of it
3,487 km
3,385 km as the crow flies, 3% further by the route services take. The bearing runs south-east.
Who lives at each end
2,664,452 → 20,000
Population at the departure city and at the arrival city, which is usually what decides how often anything runs.
How we know
0/2
2 of these connections were inferred from service-area overlap rather than observed in a timetable. We would rather say so.
The route
What the journey looks like
Direct or connecting, how far the route really runs, and what happens when a connection is missed.
- Direct or connecting
- 20% of the services we sell on this corridor run through without a change. The remaining 80% involve one connection.
- How far it really runs
- The route covers 3,487 km against 3,385 km in a straight line, a detour of 3 percent. Track and road geometry account for the difference.
- Where the change is
- Connections are made at Charlotte, San Juan, Washington, Atlanta. The gap between arriving and leaving is 48 minutes, of which about 5 is walking.
- If the connection is missed
- The tightest connection we sell here has a 19 percent chance of not being made on the timetable alone. Part of this journey is a self transfer between separate tickets, so leave more time than the minimum and expect to check in again.
The fare from STT into Charlotte Amalie is the one price on this journey we cannot show you, because it is not ours.
A car waiting when you land in Charlotte Amalie
Settled in advance, so the ride into Charlotte Amalie costs what it said it would rather than what the rank says.
Book a transfer from STT with Daytrip
Partner links. We do not operate transfers. We earn a commission on a booking, and the fare is the same as going direct.
Who runs this route
Charlotte Amalie is small enough to see in an afternoon, which is easier without the luggage. Storing it is not our business.
Left luggage near CHARLOTTE AMALIE
Most of the points near CHARLOTTE AMALIE open before the first train and shut after the last one.
Check Charlotte Amalie on StasherOr try Bounce
Partner links. We do not run these networks. We earn a commission on a booking, and the price is the same as going direct.
Questions about Chicago to Charlotte Amalie
The questions people actually ask about this journey, answered from the same prices and times the page above is built on rather than written once and left to go stale.
How long does it take to get from Chicago to Charlotte Amalie?
The fastest journey from Chicago to Charlotte Amalie takes 7h 59m door to door, of which 5h 1m is spent moving, on the flight. Most services take around 8h 16m, because that average includes slower stopping services and journeys with a connection. Times include reaching the terminal and leaving it at the far end.
How much does it cost to travel from Chicago to Charlotte Amalie?
The cheapest fare from Chicago to Charlotte Amalie is €263.28, as of 19 September 2026. A typical fare across the next three weeks is €415.50. Both figures are the total for one passenger, including taxes, supplier fees and our service fee, so nothing is added at checkout.
What is the cheapest way to get from Chicago to Charlotte Amalie?
The cheapest way from Chicago to Charlotte Amalie is by flight, at €263.28 for one passenger on 5 October 2026. That journey takes 8h 11m door to door. Cheaper is rarely faster on this corridor, and the comparison table on this page shows what each mode costs against what it saves.
When should I book Chicago to Charlotte Amalie?
Fares from Chicago to Charlotte Amalie bottom out around 30 days before departure, at €242.63. Across the whole booking window the gap between the cheapest and the dearest lead time is 210 percent, measured on 19 September 2026. Booking inside the last week has consistently cost more on this corridor.
Which day of the week is cheapest for Chicago to Charlotte Amalie?
Monday is the cheapest day to depart from Chicago to Charlotte Amalie, at €336.44. That is the median of 21 priced departure days across the next three weeks, as of 19 September 2026. Shifting a departure by one day is usually worth more than shifting the booking by one week.
Which month is cheapest for Chicago to Charlotte Amalie?
February is the cheapest of the next 5 months to travel from Chicago to Charlotte Amalie, at €242.63 for one passenger. Each month is priced on its fifteenth, so the comparison is like for like rather than a mix of weekends and midweek departures.
Who runs services from Chicago to Charlotte Amalie?
No operator record names Chicago to Charlotte Amalie directly. United Airlines publish service areas covering both ends and may serve it, so we list them as possible operators rather than confirmed ones.
Is there a direct service from Chicago to Charlotte Amalie?
20 percent of the services we sell from Chicago to Charlotte Amalie are direct. The rest connect at Charlotte, San Juan, Washington, Atlanta, with about 48 minutes between the two services. Both legs are sold on one booking, so a missed connection is rebooked at no charge.
Which station or terminal do services from Chicago to Charlotte Amalie use?
Services from Chicago to Charlotte Amalie by flight leave from Chicago ORD and arrive at Charlotte Amalie STT. Allow about 3h 10m in total for reaching the departure terminal and leaving the arrival one, which is already included in every door to door time on this page.
Can I change or refund a ticket from Chicago to Charlotte Amalie?
0 of the 1 operators we sell from Chicago to Charlotte Amalie allow a change or a refund. A change on a changeable fare costs €5.00. The operator table on this page names which is which, and the condition is shown again before you pay.
Where these numbers come from
Places, coordinates, operators, which operator serves which pair, and every distance on this page are real and come from open data. Where a corridor has a filed timetable the departure times are real too, and ferry fares are the prices the operators publish themselves.
Derived from service area No carrier record names this exact pair. The operators listed publish a service area covering both places at a distance their mode plausibly carries people, which is evidence that the corridor is served and not evidence of a specific service. Pages state which, because presenting the two as the same thing would be dishonest.
Where no operator publishes a fare for a corridor, the price here is our own estimate, worked out from the real distance and the real operator through a fare curve that follows lead time, day of the week and season. It tells you roughly what the journey costs. It is not a seat anyone has agreed to sell, and the payment step will not take it.
Defined in full at Door to door, Fares, The booking window, Carbon, Distances
- On this page
- Every figure above was computed for Chicago to Charlotte Amalie on 19 September 2026: 3487 km of route against 3385 km in a straight line, 5 services a day, 1 operator a cheapest fare of €263.28, and 7h 59m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.
Being on the water gives Charlotte Amalie a set of days out that do not start at a station. We do not sell those either.
Day trips out of Charlotte Amalie and across US Virgin Islands
Day trips that leave Charlotte Amalie in the morning and cover a good part of US Virgin Islands by evening.
See Charlotte Amalie on CivitatisOr browse GetYourGuide
Partner links. We do not sell tours or tickets. We earn a commission on a booking, and it never changes the price.
The two ends, compared
Chicago reaches 268 places in 41 countries on services we hold, over distances from 41 to 12,539 km. Charlotte Amalie reaches 14 places in 5 countries, from 125 to 3,955 km.
Other ways to make this journey
Leaving Chicago
- 268Places you can leave for
- 41Countries
- 77Operators
Arriving in Charlotte Amalie
Leaving Charlotte Amalie
- 14Places you can leave for
- 5Countries
- 9Operators