Are there nonstop flights from Hyannis (HYA) to Chicago (ORD)?

Yes. American Eagle (airline brand) fly this route. Flight time is about 2h 13m.

What is the fastest connection from Hyannis (HYA) to Chicago (ORD)?

via Martha's Vineyard ≈ 2h 44m, via Boston ≈ 2h 45m, via New York ≈ 2h 45m (estimated flying time, excluding layovers).

Cape Cod Gateway Airport (HYA) to Chicago O'Hare International Airport (ORD)・1,458 km

Nonstop flights available (1 airline). Flight time about 2h 13m. Nonstop return flights also operate.

7 one-stop options, sorted by estimated flying time. Tap one to see the airlines on each leg and booking links.

Times are estimated from distance. Check schedules, frequency and availability with the airline or a booking site.