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Flights from Hyannis to Chicago
There are no direct flights from Hyannis to Chicago. The fastest way is one stop via Boston or Albany, about 5h 04m door to door (40 connections a week on current schedules).
No direct flights · 4 connection options From 5h 04m
Hyannis to Chicago at a glance
Fastest journey5h 04mVia Boston, on current schedules
Nonstop flightsNoneConnect via Boston or Albany
Best ways to fly from Hyannis to Chicago
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
HYA Boston (BOS) CHI
Leg 1: Cape Air · Leg 2: American Airlines, Delta Air Lines, JetBlue Airways
Mon13:00 HYA13:28 BOS2h 02m connection15:30 BOS17:04 CHICape Air + United Airlines
2Search
HYA Albany (ALB) CHI
Leg 1: Cape Air · Leg 2: United Airlines, SkyWest
Fri09:00 HYA10:04 ALB2h 56m connection13:00 ALB14:09 CHICape Air + United Airlines
3Search
HYA New York (JFK) CHI
Leg 1: Cape Air, JetBlue Airways · Leg 2: American Airlines, JetBlue Airways, Qantas
Sun09:30 HYA10:50 JFK3h 40m connection14:30 JFK16:03 CHICape Air + JetBlue Airways
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 1,436 km892 miles
- Journey time
- 5h 04mon current schedules
- Time difference
- -1hChicago vs Hyannis
- Currency in Chicago
- USD
- Airports
- HYA → ORD, MDW, RFD
Flights from Hyannis to Chicago: questions answered
Are there direct flights from Hyannis to Chicago?
No. There is no nonstop service, so you will connect, most easily in Boston, Albany and New York. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Hyannis to Chicago?
With one connection the journey usually takes around 5h 04m, depending on the layover. The straight-line distance is 1,436 km.
Where do you change planes between Hyannis and Chicago?
The best connecting points are Boston (BOS), Albany (ALB), New York (JFK) and Westchester County (HPN). Compare one-ticket itineraries with self-transfer options in the search.
Which airports serve Hyannis and Chicago?
Hyannis: Cape Cod Gateway Airport (HYA). Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD).
What is the time difference between Hyannis and Chicago?
Chicago is 1 hour behind Hyannis.





