Chicago to New Haven (MDW–HVN) — Airlines, Schedules & Connections

MDW Airport Page →
769 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 23 1-stop flights Verified 1mo ago
Charter / private route. No scheduled airline service — operated by NetJets 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 10 hubs
CLE Cleveland 3h 29m WN → XP Cleveland (CLE) to New Haven flights
BWI Baltimore 3h 54m EJAWN → XP Baltimore (BWI) to New Haven flights
BNA Nashville 4h 27m EJAWN → XP Nashville (BNA) to New Haven flights
DTW Detroit 4h 56m AFDLKE → XP Detroit (DTW) to New Haven flights
ATL Atlanta 5h AFAMDL → XP Atlanta (ATL) to New Haven flights
MYR Myrtle Beach 5h 3m WN → XP Myrtle Beach (MYR) to New Haven flights
RDU Raleigh/Durham 5h 11m WN → MXXP Raleigh/Durham (RDU) to New Haven flights
MCO Orlando 6h 4m WN → MXXP Orlando (MCO) to New Haven flights
SRQ Sarasota/Bradenton 6h 16m WN → XP Sarasota/Bradenton (SRQ) to New Haven flights
TPA Tampa 6h 43m VJTWN → XP Tampa (TPA) to New Haven flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to New Haven
Flown by charter / private operators — no scheduled airline service.
769 mi 1h 35m nonstop +1h ahead

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

Also explore Browse available seat maps MDW Routes HVN Routes MDW Live Flights HVN Live Flights MDW Delays
All flights from New Haven (HVN) New Haven to Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for MDW to HVN.
1-STOP
One-Stop Connections
23
Hubs
~3h
Fastest
~21h
Longest
CLE ~3h 29m BWI ~3h 54m BNA ~4h 27m DTW ~4h 56m ATL ~5h 0m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,129
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
MDW → HVN
57%
Frequent delays expected. Consider flexible booking.
Departing
57%
Return
HVN → MDW
67%
Moderate delays possible. Allow buffer time.
Arriving
67%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach New Haven from Chicago

Nearby airports with service to Tweed New Haven Airport.
Metric MDW→HVN ORD→HVN SBN→HVN
Distance from MDW – 15 mi 74 mi
Nonstop airlines – 2 1
Weekly flights – 6 1
Flight time 1h 35m 2h 32m 1h 30m
Departure OTP 57% – –
Chicago (ORD) to New Haven flights · South Bend (SBN) to New Haven flights · Milwaukee (MKE) to New Haven flights
Airports within 200 miles of MDW with service to Tweed New Haven Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
New Haven is 1 hour ahead of Chicago.
MDW: CDT · HVN: EDT

When it's 6:00 PM in Chicago, it's 7:00 PM in New Haven.
Distance & Flight Time
769 mi / 1,237 km
Nonstop flight time is approximately 1h 35m gate to gate.
Facts

MDW–HVN Quick Facts

Key statistics for the Chicago to New Haven route.
Route details
Distance769 mi / 1,237 km
Flight time1h 35m
Time difference+1 hour
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: HVN
Full nameTweed New Haven Airport
IATA / ICAOHVN / KHVN
TimezoneAmerica/New_York
Passengers/yr1.2M
Elevation12 ft / 4 m
FAQ

Frequently Asked Questions

Common questions about MDW to HVN flights.
Nonstop flights from Chicago Midway International Airport to Tweed New Haven Airport take about 1h 35m gate to gate. The route covers 769 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Cleveland Hopkins, Baltimore/Washington International Thurgood Marshall and Nashville.
On a single ticket, yes. Your bags are checked through to HVN and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
New Haven is 1 hour ahead of Chicago.
Yes, return flights from HVN to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD, SBN and MKE. 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 MDW to HVN

Chicago Midway International Airport (MDW) and Tweed New Haven Airport (HVN) are connected through multiple connecting hub airports.

MDW to HVN Flight Duration and Schedule

Nonstop flight time from MDW to HVN is about 1 hours 35 minutes gate to gate. The route covers a distance of 769 miles (1,237 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Cleveland Hopkins, Baltimore/Washington International Thurgood Marshall and Nashville. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), South Bend (SBN) and Milwaukee (MKE).