---
title: "Charlotte Amalie to Chicago flights: who flies STT-ORD"
description: "American Airlines and United Airlines fly nonstop from STT to ORD, about 3 flights a week. See confirmed upgrade and award space by date on 2LNR, the next 14 days free."
canonical: "https://2lnr.com/routes/stt-ord"
url: "https://2lnr.com/routes/stt-ord.md"
date_modified: "2026-10-18T05:10:47Z"
---

# Charlotte Amalie to Chicago (STT-ORD): nonstop upgrade & award space

United Airlines and American Airlines fly nonstop from Charlotte Amalie (STT) to Chicago (ORD) just three times a week. The timetable below shows the nonstop scheduled at 5h 38m to 5h 45m for the 2,118 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book.

Schedule last confirmed October 18, 2026. Departure times come from 2LNR's schedule data; confirm with the airline before you book.

Updated October 22, 2026.

See STT to ORD on the interactive map [Get started free](https://2lnr.com/login)

3

Flights a week, 4-week average

5h 38m to 5h 45m

Scheduled flight time

2,118 mi

Nonstop distance

Free

To get started

## Charlotte Amalie to Chicago flight schedule

Scheduled nonstop departures for STT to ORD starting October 22, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Scheduled nonstop departures from Charlotte Amalie (STT) to Chicago (ORD)

| Date | Flight | Airline | Departs STT | Arrives ORD | Duration | Aircraft |
| :--- | :--- | :--- | :--- | :--- | :--- | :--- |
| Sun, Oct 25 | UA 2365 | United Airlines | 14:05 | 18:45 | 5h 40m | [Boeing 737-700](https://2lnr.com/seatmaps/ua/737-700.md) |
| Sat, Oct 31 | UA 2365 | United Airlines | 14:05 | 18:45 | 5h 40m | Boeing 737-700 |
| Sun, Nov 1 | UA 2365 | United Airlines | 15:05 | 18:45 | 5h 40m | Boeing 737-700 |
| Sat, Nov 7 | UA 2365 | United Airlines | 15:00 | 18:45 | 5h 45m | [Boeing 737 MAX 8](https://2lnr.com/seatmaps/ua/737-max-8.md) |
| Sat, Nov 7 | AA 1007 | American Airlines | 16:22 | 20:00 | 5h 38m | [Airbus A319](https://2lnr.com/seatmaps/aa/a319.md) |
| Sun, Nov 8 | UA 2365 | United Airlines | 15:00 | 18:45 | 5h 45m | Boeing 737 MAX 8 |
| Sat, Nov 14 | UA 2365 | United Airlines | 15:00 | 18:45 | 5h 45m | Boeing 737 MAX 8 |
| Sat, Nov 14 | AA 1007 | American Airlines | 16:22 | 20:00 | 5h 38m | Airbus A319 |
| Sun, Nov 15 | UA 2365 | United Airlines | 15:00 | 18:45 | 5h 45m | Boeing 737 MAX 8 |

Showing all 9 scheduled STT to ORD departures across 7 days with service, starting October 22, 2026. Later dates are on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.

See every STT to ORD date on the interactive map

## Aircraft on the Charlotte Amalie to Chicago nonstop

In the schedule table on this page, United Airlines flies the [Boeing 737 MAX 8](https://2lnr.com/seatmaps/ua/737-max-8.md) and the [Boeing 737-700](https://2lnr.com/seatmaps/ua/737-700.md), and American Airlines flies the [Airbus A319](https://2lnr.com/seatmaps/aa/a319.md). Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

## Confirmed upgrade & award space on STT to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Charlotte Amalie to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

### See real availability

Confirmed upgrade or award seats by date on the STT to ORD departures 2LNR tracks, checked against live inventory so you know what's open before you book.

### Set an alert

Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're tracking.

### Plan on the map

See STT to ORD on the interactive route map, with schedules, connections, and route statistics.

## Airlines flying Charlotte Amalie to Chicago nonstop

Carriers operating STT to ORD nonstop in the current schedule. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

- [United Airlines (UA) route map](https://2lnr.com/routes/airlines/ua.md)\
  [The aircraft UA flies](https://2lnr.com/seatmaps/ua.md)
- [American Airlines (AA) route map](https://2lnr.com/routes/airlines/aa.md)\
  [The aircraft AA flies](https://2lnr.com/seatmaps/aa.md)

See STT to ORD on the interactive map →

## Frequently asked questions about STT to ORD

**How long is the flight from Charlotte Amalie (STT) to Chicago (ORD)?**

Scheduled flight times from Charlotte Amalie (STT) to Chicago (ORD) run from 5h 38m to 5h 45m across the departures in the schedule table on this page. The nonstop covers about 2,118 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.

**Which airlines fly nonstop from STT to ORD?**

United Airlines and American Airlines fly STT to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.

**How often does STT to ORD operate?**

The STT to ORD nonstop currently runs three times a week. Thin schedules like this change by season, and on Pro an alert will catch anything added.

**What time do flights from STT to ORD depart?**

Scheduled STT to ORD nonstops in the next 7 days with service leave between 14:05 and 16:22, local time at Charlotte Amalie. The schedule table on this page lists every departure by date, with its arrival time and aircraft.

**Which flights operate STT to ORD nonstop?**

In the schedule table on this page, STT to ORD nonstops fly as UA 2365 on United Airlines and AA 1007 on American Airlines. The table lists each departure by date with its times and aircraft.

**How do I check upgrade or award availability on STT to ORD?**

Open the STT to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Flying the other way? See [ORD to STT upgrade and award space](https://2lnr.com/routes/ord-stt.md).

Award seats rather than schedules? See [American Airlines award availability](https://2lnr.com/awards/aa.md).

Looking beyond this route? See [every route from Charlotte Amalie (STT)](https://2lnr.com/routes/stt.md), or [every route from Chicago (ORD)](https://2lnr.com/routes/ord.md).

Nonstops to Chicago (ORD) from other airports within 150 miles of Charlotte Amalie (STT):

- [Saint Croix (STX) to Chicago (ORD)](https://2lnr.com/routes/stx-ord.md), 45 miles from STT
- [San Juan (SJU) to Chicago (ORD)](https://2lnr.com/routes/sju-ord.md), 68 miles from STT
- [Sint Maarten (SXM) to Chicago (ORD)](https://2lnr.com/routes/sxm-ord.md), 124 miles from STT

Distances are great-circle between the airports, not driving distance.

- [How American upgrades clear](https://2lnr.com/about/aa/upgrades.md)
- [How to read award availability by date](https://2lnr.com/guides/award-availability.md)

## Never miss STT to ORD upgrade or award space

See what's open by date on this route, the next 14 days free on every product and the full horizon on Pro.

[Get started free](https://2lnr.com/login)
