Saint Thomas (STT) to Chicago (ORD) flights
2 airlines fly nonstop from Saint Thomas (STT) to Chicago (ORD): American Airlines and United Airlines. The two airports are 2,118 miles (3,408 km) apart. American Airlines is in oneworld and United Airlines is in Star Alliance. There are also 18 ways to fly it with one stop, through Charlotte, San Juan and Dulles and more.
Airlines flying nonstop from STT to ORD
- American Airlinesoneworld · bookable with 9 programsWho books it
- United AirlinesStar Alliance · bookable with 13 programsWho books it
Book STT to ORD with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- Air Canada AeroplanBooks United Airlines
- Air New Zealand AirpointsBooks United Airlines
- Alaska Atmos RewardsBooks American Airlines
- American AAdvantageBooks American Airlines
- ANA Mileage ClubBooks United Airlines
- Avianca LifeMilesBooks United Airlines
- British Airways ClubBooks American Airlines
- Cathay Pacific Asia MilesBooks American Airlines
- Emirates SkywardsBooks United Airlines
- EVA Air Infinity MileageLandsBooks United Airlines
- Finnair PlusBooks American Airlines
- Iberia ClubBooks American Airlines
- JAL Mileage BankBooks American Airlines
- JetBlue TrueBlueBooks United Airlines
- Lufthansa Miles & MoreBooks United Airlines
- Qantas Frequent FlyerBooks American Airlines
- Qatar Airways Privilege ClubBooks American Airlines
- Singapore Airlines KrisFlyerBooks United Airlines
- TAP Miles&GoBooks United Airlines
- Thai Royal Orchid PlusBooks United Airlines
- Turkish Airlines Miles&SmilesBooks United Airlines
- United MileagePlusBooks United Airlines
STT to ORD with one stop
18 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Charlotte (CLT)American Airlines the whole way
- Via San Juan (SJU)Cape Air, JetBlue Airways and 1 more, then American Airlines, United Airlines and 1 more
- Via Dulles (IAD)United Airlines the whole way
- Via Saint Croix (STX)Cape Air, then American Airlines
- Via Atlanta (ATL)Delta Air Lines the whole way
+1 - Via Nashville (BNA)Southwest Airlines, then American Airlines and United Airlines
- Via Baltimore (BWI)Southwest Airlines, then American Airlines, United Airlines and 1 more
- Via Orlando (MCO)Southwest Airlines, then American Airlines, Frontier Airlines and 1 more
- Via Philadelphia (PHL)American Airlines the whole way
- Via Miami (MIA)American Airlines the whole way
- Via Tampa (TPA)Breeze Airways, then American Airlines, Frontier Airlines and 1 more
- Via Sint Maarten (SXM)Contour Aviation, then United Airlines and American AirlinesLF
- Via New York (EWR)United Airlines the whole way
- Via New York (JFK)American Airlines and Delta Air Lines the whole way
- Via Boston (BOS)Delta Air Lines the whole way+1
STT to ORD: common questions
Which airlines fly nonstop from STT to ORD?
American Airlines (oneworld) and United Airlines (Star Alliance) fly nonstop from Saint Thomas (STT) to Chicago (ORD).
How far is Saint Thomas from Chicago by plane?
Saint Thomas (STT) and Chicago (ORD) are 2,118 miles (3,408 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book STT to ORD award flights?
22 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, Alaska Atmos Rewards, American AAdvantage, ANA Mileage Club, Avianca LifeMiles, British Airways Club, Cathay Pacific Asia Miles and 14 more. Which flights each can book depends on its partners, so check the airline before you transfer points.
How many miles does STT to ORD cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for STT to ORD with taxes and fees.
Where can I connect between Saint Thomas and Chicago?
The most direct connections are through Charlotte (CLT), San Juan (SJU), Dulles (IAD), Saint Croix (STX) and Atlanta (ATL). On 11 of them the same airline flies both flights, for example American Airlines through Charlotte.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.