Hyannis to Chicago (HYA–MDW) — Airlines, Schedules & Connections

HYA Airport Page →
899 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 5 1-stop flights Verified 3w ago
Charter / private route. No scheduled airline service — operated by charter & private aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 5 hubs
BOS Boston 4h 32m 9KB6 → WN Boston (BOS) to Chicago flights
PHL Philadelphia 5h 14m AA → EJAWN Philadelphia (PHL) to Chicago flights
DCA Washington 5h 24m AA → WN Washington (DCA) to Chicago flights
LGA New York 6h 31m AA → WN New York (LGA) to Chicago flights
JFK New York ~5h 17m 9KB6QR → DL New York (JFK) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Hyannis to Chicago
Flown by charter / private operators — no scheduled airline service.
899 mi 2h 10m nonstop -1h behind

HYA–MDW has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Also explore HYA Routes MDW Routes HYA Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Hyannis flights
Connections

Connection Landscape

1-stop and 2-stop options for HYA to MDW.
1-STOP
One-Stop Connections
5
Hubs
~4h
Fastest
~6h
Longest
BOS ~4h 32m PHL ~5h 14m JFK ~5h 17m DCA ~5h 24m LGA ~6h 31m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
396
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
HYA → MDW
80%
Generally reliable. Most flights run on time.
Arriving
80%
Return
MDW → HYA
100%
Generally reliable. Most flights run on time.
Departing
100%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Chicago from Hyannis

Nearby airports with service to Chicago Midway International Airport.
Metric HYA→MDW ACK→MDW PVD→MDW
Distance from HYA – 31 mi 59 mi
Nonstop airlines – 3 6
Weekly flights ~1 1 22
Flight time 2h 10m 2h 18m 2h 11m
Nantucket (ACK) to Chicago flights · Providence/Warwick (PVD) to Chicago flights · Boston (BOS) to Chicago flights
Airports within 200 miles of HYA with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Hyannis.
HYA: EDT · MDW: CDT

When it's 6:00 PM in Hyannis, it's 5:00 PM in Chicago.
Distance & Flight Time
899 mi / 1,447 km
Nonstop flight time is approximately 2h 10m gate to gate.
Facts

HYA–MDW Quick Facts

Key statistics for the Hyannis to Chicago route.
Route details
Distance899 mi / 1,447 km
Flight time2h 10m
Time difference-1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: HYA
Full nameCape Cod Gateway Airport
IATA / ICAOHYA / KHYA
TimezoneAmerica/New_York
Passengers/yr0.1M
Elevation54 ft / 16 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about HYA to MDW flights.
Nonstop flights from Cape Cod Gateway Airport to Chicago Midway International Airport take about 2h 10m gate to gate. The route covers 899 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Boston Logan, Philadelphia and Ronald Reagan Washington National.
Chicago is 1 hour behind Hyannis.
Yes, return flights from MDW to HYA are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ACK, PVD and BOS. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from HYA to MDW

Cape Cod Gateway Airport (HYA) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

HYA to MDW Flight Duration and Schedule

Nonstop flight time from HYA to MDW is about 2 hours 10 minutes gate to gate. The route covers a distance of 899 miles (1,447 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Boston Logan, Philadelphia and Ronald Reagan Washington National. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Nantucket (ACK), Providence/Warwick (PVD) and Boston (BOS).