Your next trip, last seen at €183
Lowest observedJetBlue · 2 stops · One wayWhen to fly
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The lowest fare we observed for each month. Open a month to see its days, then pick your outbound and return. A day with no price is one we will search for you.
One-way fare
- Lowest observed
- €183, departing 23 Dec 2026 (Last checked: 23 Oct 2026)One-way fare · Priced departure days checked in the last 14 days: 85Check live prices for this route
- Airlines seen
- Allegiant Air, Breeze Airways, Frontier Airlines, JetBlue
- Typical journey time
- 30h 24m
About this route
Explore the fares we observed from Saint Thomas to Chicago. Prices move often, so pick your dates to see the latest options.
- Route distance
- 3,386 km
- Typical journey time
- 30h 24m
- Seen on fares with a connection
- JetBlue, Frontier Airlines, Breeze Airways
- Alternative airports
- CGX, DPA, MDW, PWK, RFD
Route-level information; individual journeys vary.
We have not observed non-stop service on this route; the fares shown include at least one stop.
A clearer picture of your fare
Airport to city: straight-line distance
- Cyril E. King Airport (STT) → Saint Thomas, city gazetteer reference point (18.3419, -64.9307): ≈ 5 km.
- Chicago Midway International Airport (MDW) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 14 km.
- Chicago O'Hare International Airport (ORD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 25 km.
- Chicago Rockford International Airport (RFD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 126 km.
Approximate distances calculated from coordinates, not road distances or travel times. These airports serve the city; they are not confirmed endpoints of an offer.
Lowest fare by departure month
Cheapest month from Saint Thomas to Chicago: December 2026, from €183 (checked 23 Oct 2026).
| Month | Lowest fare | Priced days |
|---|---|---|
| October 2026 | €312 | 3 |
| November 2026 | €233 | 30 |
| December 2026 | €183 | 31 |
| January 2027 | €190 | 21 |
Lowest fare by day of the week
Cheapest day of the week from Saint Thomas to Chicago: Wednesday, from €183 (checked 23 Oct 2026).
| Day | Lowest fare | Priced days |
|---|---|---|
| Monday | €251 | 12 |
| Tuesday | €204 | 12 |
| Wednesday | €183 | 12 |
| Thursday | €201 | 13 |
| Friday | €216 | 13 |
| Saturday | €201 | 12 |
| Sunday | €244 | 11 |
One-way fares checked in the last 14 days. Each figure is the lowest priced departure day we saw, not a guaranteed fare.
Lowest fare by days before departure
Lowest fare from Saint Thomas to Chicago by days until departure (31 to 60 days): €183 (checked 23 Oct 2026).
| Days before departure | Lowest fare | Priced days |
|---|---|---|
| 0 to 7 days | €304 | 8 |
| 8 to 30 days | €233 | 23 |
| 31 to 60 days | €183 | 30 |
| 61 days or more | €190 | 24 |
One-way fares checked in the last 14 days. Each figure is the lowest stored fare for that distance to departure, not a price forecast.
Fares for different departure dates, checked now; not a guide to when to book.
Lowest one-way fare we saw per airline
Cheapest airline from Saint Thomas to Chicago: JetBlue, from €183 (checked 23 Oct 2026).
| Airline | Lowest fare | Priced days |
|---|---|---|
| JetBlue | €183Dec 23, 2026 | 69 |
| Breeze Airways | €201Dec 19, 2026 | 6 |
| Frontier Airlines | €249Jan 12, 2027 | 9 |
One-way fares checked in the last 14 days. An airline listed here had a fare on at least 3 departure days. Each figure is the lowest we saw, not a guaranteed fare. Connecting itineraries are included; the date is the departure day of that fare.
Frequently asked
How much is a flight from Saint Thomas to Chicago?
The lowest fare Routavio has observed is €183, found on 23 Oct 2026. Prices move, so read it as a floor rather than a quote.
When is the cheapest month to fly from Saint Thomas to Chicago?
Cheapest month from Saint Thomas to Chicago: December 2026, from €183 (checked 23 Oct 2026).
Are there direct flights from Saint Thomas to Chicago?
Our data holds no non-stop flight from Saint Thomas to Chicago. The fares on this page include at least one stop.
Which airlines fly from Saint Thomas to Chicago?
Routavio has seen these carriers on the route: Allegiant Air, Breeze Airways, Frontier Airlines, JetBlue.
How long does the flight from Saint Thomas to Chicago take?
Across the 89 fares Routavio observed, the average journey time is 29h 25m, including any stops. Individual departures vary; the fastest observed flight is listed in the route facts above.
How many of the observed Saint Thomas to Chicago fares were non-stop?
None of the 89 fares we observed was non-stop; every one included at least one stop. That describes our observations, not every flight that operates.
Which day of the week is cheapest from Saint Thomas to Chicago?
Cheapest day of the week from Saint Thomas to Chicago: Wednesday, from €183 (checked 23 Oct 2026).
Which airline has the lowest fare from Saint Thomas to Chicago?
Cheapest airline from Saint Thomas to Chicago: JetBlue, from €183 (checked 23 Oct 2026).
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide
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Recently observed fares. Prices may change.
Last checked: 23 Oct 2026