American Airlines AAdvantage award flights from St. Thomas (STT) to Chicago O’Hare (ORD)
Explore these award routes
Preview matching cached flight results on these routes, then search live for your own trip.
In the last 30 days AwardTool saw American Airlines AAdvantage award space for STT→ORD in economy and business class. Lowest economy: 19,500 miles + $9.58 (economy space on 37 dates). Lowest business class: 42,000 miles + $9.58 (business-class space on 37 dates).
Prices observed – ; newest observation .
Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest economy
- 19,500 miles + $9.58
- economy space on 37 dates
- Lowest business class
- 42,000 miles + $9.58
- business-class space on 37 dates
AAdvantage award prices by cabin
The lowest one-way American Airlines AAdvantage award AwardTool observed on STT→ORD in each cabin, in miles plus taxes.
| Cabin | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Economy | 19,500 miles + $9.58 | Nonstop | American Airlines (AA) | — | 37 | See dates | |
| Business | 42,000 miles + $9.58 | Nonstop | American Airlines (AA) | — | 37 | See dates |
Not seen means AwardTool hasn't observed this cabin on this route in the last 30 days. It doesn't mean the airline has no seats. Dates seen counts departure dates with an open award in that cabin at any price; newest observation is the latest time AwardTool saw one of them. Seats is the count the program reported when we observed it; some programs report at most 9.
Observed AAdvantage award examples
| Departure | Cabin | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|
| Economy | 19,500 miles + $9.58 | — | 1 stop | Check this date | ||
| Economy | 22,000 miles + $9.58 | — | 1 stop | Check this date | ||
| Economy | 100,000 miles + $9.44 | — | 1 stop | Check this date | ||
| Business | 46,000 miles + $15.18 | — | 2 stops | Check this date | ||
| Business | 69,500 miles + $9.58 | — | 1 stop | Check this date | ||
| Business | 150,000 miles + $9.44 | — | 1 stop | Check this date |
Prices are one-way per traveler: the program's points or miles plus taxes and carrier fees in USD, as AwardTool observed them in the observation window. Award space changes constantly. A seat we saw may be gone, and space we haven't seen may exist. Always confirm with a live search before transferring points; most transfers can't be reversed.
How often AAdvantage award space showed up
Departure dates in the next 365 days that AwardTool checked for American Airlines AAdvantage in the last 30 days, how many had award space in each cabin at any price, and the latest departure with space.
| Cabin | Dates with space | Share of dates checked | Latest departure with space |
|---|---|---|---|
| Economy | 37 of 41 | 90% | |
| Business | 37 of 41 | 90% |
Best months to fly from St. Thomas (STT) to Chicago O’Hare (ORD) with AAdvantage
| Month | Economy | Business |
|---|---|---|
| 22,000 (1 date) | 46,000 (1 date) | |
| 100,000 (1 date) | 150,000 (1 date) | |
| 19,500 (4 dates) | 42,000 (4 dates) | |
| 19,500 (6 dates) | 42,000 (6 dates) | |
| 19,500 (2 dates) | 42,000 (2 dates) | |
| 19,500 (17 dates) | 42,000 (17 dates) | |
| 49,000 (1 date) | 89,000 (1 date) | |
| 26,000 (4 dates) | 42,000 (4 dates) | |
| 47,000 (1 date) | 63,000 (1 date) |
How to get AAdvantage miles
- Citi ThankYou Points: 1:1 · Instant
Check current transfer bonuses. Most transfers can't be reversed.
AAdvantage vs other programs from St. Thomas (STT) to Chicago O’Hare (ORD)
Lowest one-way award per program and cabin on this route.
| Program | Economy | Business | First |
|---|---|---|---|
| American Airlines AAdvantage | 19,500 pts + $9.58 | 42,000 pts + $9.58Lowest | — |
| Delta SkyMiles | 31,000 pts + $9.58 | — | 89,500 pts + $9.58Lowest |
| United MileagePlus | 33,300 pts + $9.44 | 63,000 pts + $9.44 | — |
| Virgin Australia Velocity | 19,000 pts + $13.31Lowest | — | — |
Questions about AAdvantage award flights from St. Thomas (STT) to Chicago O’Hare (ORD)
How many miles do you need to fly from St. Thomas (STT) to Chicago O’Hare (ORD) with American Airlines AAdvantage?
The lowest one-way American Airlines AAdvantage awards AwardTool observed in the last 30 days (newest observation Oct 19, 2026): economy 19,500 miles + $9.58, with a typical monthly low of 22,000 miles over 9 months and award space on 37 departure dates; business class 42,000 miles + $9.58, with a typical monthly low of 42,000 miles over 9 months and award space on 37 departure dates. Monthly lows varied in economy (19,500 to 100,000 miles) and business class (42,000 to 150,000 miles), so the award on your dates may cost more. Search live before transferring points.
What's the lowest AAdvantage award from St. Thomas (STT) to Chicago O’Hare (ORD)?
In economy, 19,500 miles + $9.58. Seen Oct 2, 2026, 14:37 UTC for a Dec 14, 2026 departure. American Airlines AAdvantage showed economy award space on 37 departure dates at any price (newest observation Oct 19, 2026, 18:05 UTC). In business class, 42,000 miles + $9.58. American Airlines AAdvantage showed business-class award space on 37 departure dates at any price (newest observation Oct 19, 2026, 18:05 UTC). Search live before transferring points.
Can you book nonstop awards from St. Thomas (STT) to Chicago O’Hare (ORD) with AAdvantage?
Yes. AwardTool observed nonstop American Airlines AAdvantage award space in business class, and in economy from 19,500 miles.
Which credit card points can book AAdvantage awards from St. Thomas (STT) to Chicago O’Hare (ORD)?
Citi ThankYou Points (1:1, Instant). Check current transfer bonuses; most transfers can't be reversed.
Which months had the lowest AAdvantage award prices from St. Thomas (STT) to Chicago O’Hare (ORD)?
Counting only month prices from programs with award space on 2 or more dates that month, and leaving out unusually low outliers, the lowest economy award AwardTool observed was for Mar 2027 departures: 19,500 miles (17 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.