Business-class award flights from St. Thomas (STT) to Chicago O’Hare (ORD)
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In the last 30 days AwardTool saw business-class award space on 2 programs for STT→ORD. Lowest: 42,000 miles + $9.58 with American Airlines AAdvantage, which showed business-class award space on 37 dates. Nonstop business-class space was seen via American Airlines AAdvantage and United MileagePlus.
Prices observed – ; newest observation .
Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest observed
- 42,000 miles + $9.58
- American Airlines AAdvantage
- Programs with space
- 2 of 4
- programs seen on this route
- Most dates seen
- 37 of 41
- dates checked · American Airlines AAdvantage
- Nonstop
- Seen
- from 42,000 miles + taxes vary
Compare programs for business class
The lowest one-way business-class award each program showed on STT→ORD, sorted by points.
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| American Airlines AAdvantageLowest observed | 42,000 pts + $9.58 | Nonstop | American Airlines (AA) | — | 37 | See dates | |
| United MileagePlus | 63,000 pts + $9.44 | 1 stopNonstop from 66,700 pts | United Airlines (UA) | 9+ | 20 | See dates |
Not seen in business class: Delta SkyMiles and Virgin Australia Velocity.
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 business-class award examples
| Departure | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|
| American Airlines AAdvantage | 46,000 pts + $15.18 | — | 2 stops | Check this date | ||
| American Airlines AAdvantage | 69,500 pts + $9.58 | — | 1 stop | Check this date | ||
| United MileagePlus | 295,000 pts + $9.44 | 6 | 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 business-class award space showed up
Departure dates in the next 365 days that AwardTool checked for each program in the last 30 days, how many had business-class award space at any price, and the latest departure with space.
| Program | Dates with space | Share of dates checked | Latest departure with space |
|---|---|---|---|
| American Airlines AAdvantage | 37 of 41 | 90% | |
| United MileagePlus | 20 of 20 | 100% |
Nonstop business-class award space
- American Airlines AAdvantage: nonstop from 42,000 miles; nonstop space on 26 dates.
- United MileagePlus: nonstop from 66,700 miles; nonstop space on 19 dates.
Best months for business class from St. Thomas (STT) to Chicago O’Hare (ORD)
| Month | Lowest observed | Program | Dates |
|---|---|---|---|
| 46,000 pts + taxes vary | American Airlines AAdvantage | 1 | |
| 150,000 pts + taxes vary | American Airlines AAdvantage | 1 | |
| 42,000 pts + taxes vary | American Airlines AAdvantage | 4 | |
| 42,000 pts + taxes vary | American Airlines AAdvantage | 6 | |
| 42,000 pts + taxes vary | American Airlines AAdvantage | 2 | |
| 42,000 pts + taxes vary | American Airlines AAdvantage | 17 | |
| 89,000 pts + taxes vary | American Airlines AAdvantage | 1 | |
| 42,000 pts + taxes vary | American Airlines AAdvantage | 4 | |
| 63,000 pts + taxes vary | American Airlines AAdvantage | 1 |
Lowest business class award by month and program
Each program's lowest one-way business-class award by departure month, in its own points or miles; taxes vary. — means the program showed no business-class space that month.
| Program | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| American Airlines AAdvantagemiles | 46,000 | 150,000 | 42,000 | 42,000 | 42,000 | 42,000 | 89,000 | 42,000 | 63,000 |
| United MileagePlusmiles | — | 295,000 | 63,000 | — | 66,700 | 68,800 | — | — | 80,400 |
Airlines seen in business class
Airlines that appeared on the award itineraries AwardTool observed, and the programs that showed them.
- American Airlines (AA): American Airlines AAdvantage
- United Airlines (UA): United MileagePlus
Business class on nearby routes
The lowest business-class award AwardTool observed on related routes, as each route's page shows it: the return direction, other airports in the same cities, and more routes from St. Thomas (STT) and to Chicago O’Hare (ORD). One way, in the program's points or miles; taxes are on each route's page.
| Route | Lowest observed | Program | Dates seen |
|---|---|---|---|
| Chicago O’Hare (ORD) to St. Thomas (STT)Return direction | 42,000 milesNonstop | American Airlines AAdvantage | 43 |
| St. Thomas (STT) to Atlanta (ATL)Also from STT | 20,000 miles | American Airlines AAdvantage | 46 |
| St. Thomas (STT) to Newark (EWR)Also from STT | 40,900 milesNonstop | United MileagePlus | 33 |
| St. Thomas (STT) to New York JFKAlso from STT | 20,000 milesNonstop | American Airlines AAdvantage | 76 |
| St. Thomas (STT) to New York LaGuardia (LGA)Also from STT | 42,000 miles | American Airlines AAdvantage | 52 |
| London Heathrow (LHR) to Chicago O’Hare (ORD)Also to ORD | 42,073 miles | Lufthansa Miles & More | 228 |
| Amsterdam (AMS) to Chicago O’Hare (ORD)Also to ORD | 48,500 pointsNonstop | Virgin Atlantic Flying Club | 3 |
| Madrid (MAD) to Chicago O’Hare (ORD)Also to ORD | 30,036 miles | Lufthansa Miles & More | 161 |
Points that transfer to these programs
| Program | Amex | Bilt | Capital One | Chase | Citi | Wells Fargo |
|---|---|---|---|---|---|---|
| American Airlines AAdvantage | — | — | — | — | 1:1 · Instant | — |
| United MileagePlus | — | 1:1 · Instant | — | 1:1 · Instant | — | — |
Check current transfer bonuses. Most transfers can't be reversed.
Questions about business-class award flights from St. Thomas (STT) to Chicago O’Hare (ORD)
What's the lowest business-class award from St. Thomas (STT) to Chicago O’Hare (ORD)?
42,000 miles + $9.58 with American Airlines AAdvantage. 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.
Which programs had business-class award space from St. Thomas (STT) to Chicago O’Hare (ORD)?
American Airlines AAdvantage (37 dates) and United MileagePlus (20 dates), in the last 30 days.
Is there nonstop business-class award space from St. Thomas (STT) to Chicago O’Hare (ORD)?
Yes. AwardTool observed nonstop business-class award space via American Airlines AAdvantage and United MileagePlus. The lowest nonstop award was 42,000 miles with American Airlines AAdvantage, which showed nonstop business-class space on 26 dates.
Which months had the lowest business-class 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 business-class award AwardTool observed was for Mar 2027 departures: 42,000 miles with AAdvantage (17 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.