Hyannis (HYA) to Chicago (ORD) flights
One airline flies nonstop from Hyannis (HYA) to Chicago (ORD): American Airlines. The two airports are 906 miles (1,458 km) apart. American Airlines is in oneworld. There are also 7 ways to fly it with one stop, through Martha's Vineyard, Boston and New York and more.
Airlines flying nonstop from HYA to ORD
- American Airlinesoneworld · bookable with 9 programsWho books it
Book HYA to ORD with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- Alaska Atmos RewardsBooks American Airlines
- American AAdvantageBooks American Airlines
- British Airways ClubBooks American Airlines
- Cathay Pacific Asia MilesBooks American Airlines
- Finnair PlusBooks American Airlines
- Iberia ClubBooks American Airlines
- JAL Mileage BankBooks American Airlines
- Qantas Frequent FlyerBooks American Airlines
- Qatar Airways Privilege ClubBooks American Airlines
HYA to ORD with one stop
7 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Martha's Vineyard (MVY)Cape Air, then American Airlines
- Via Boston (BOS)Cape Air, then American Airlines, JetBlue Airways and 2 more
+1
- Via New York (LGA)American Airlines the whole way
- Via New York (JFK)JetBlue Airways the whole way
- Via Nantucket (ACK)Cape Air, then American Airlines
- Via Philadelphia (PHL)American Airlines the whole way
- Via Washington (DCA)American Airlines the whole way
HYA to ORD: common questions
Which airlines fly nonstop from HYA to ORD?
American Airlines (oneworld) flies nonstop from Hyannis (HYA) to Chicago (ORD).
How far is Hyannis from Chicago by plane?
Hyannis (HYA) and Chicago (ORD) are 906 miles (1,458 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book HYA to ORD award flights?
9 programs can book at least one of the nonstop airlines: Alaska Atmos Rewards, American AAdvantage, British Airways Club, Cathay Pacific Asia Miles, Finnair Plus, Iberia Club, JAL Mileage Bank, Qantas Frequent Flyer and 1 more. Which flights each can book depends on its partners, so check the airline before you transfer points.
How many miles does HYA 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 HYA to ORD with taxes and fees.
Where can I connect between Hyannis and Chicago?
The most direct connections are through Martha's Vineyard (MVY), Boston (BOS), New York (LGA), New York (JFK) and Nantucket (ACK). On 4 of them the same airline flies both flights, for example American Airlines through New York.
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.