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 21 1-stop flights Verified 1mo 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 10 hubs
BNA Nashville 4h 41m WN → XP Nashville (BNA) to New Haven flights
ORF Norfolk 4h 49m WN → MX Norfolk (ORF) to New Haven flights
ATL Atlanta 5h 12m AFAMDL → XP Atlanta (ATL) to New Haven flights
DTW Detroit 5h 13m AFDLKE → XP Detroit (DTW) to New Haven flights
BWI Baltimore 5h 25m UAWN → XP Baltimore (BWI) to New Haven flights
MCO Orlando 6h 9m WN → MXXP Orlando (MCO) to New Haven flights
CHS Charleston 6h 11m EJMWN → MXXP Charleston (CHS) to New Haven flights
RDU Raleigh/Durham 6h 30m WN → MXXP Raleigh/Durham (RDU) to New Haven flights
SRQ Sarasota/Bradenton 8h 9m WN → XP Sarasota/Bradenton (SRQ) to New Haven flights
MYR Myrtle Beach 8h 10m WN → XP Myrtle Beach (MYR) 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 31m 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 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
21
Hubs
~4h
Fastest
~31h
Longest
BDL ~4h 15m BNA ~4h 41m ORF ~4h 49m ATL ~5h 12m DTW ~5h 13m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,123
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
83%
Generally reliable. Most flights run on time.
Departing
83%
Return
HVN → MDW
74%
Moderate delays possible. Allow buffer time.
Arriving
74%
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 MKE→HVN
Distance from MDW – 15 mi 81 mi
Nonstop airlines – 2 1
Weekly flights – 4 –
Flight time 1h 31m 2h 8m 1h 39m
Departure OTP 83% – –
Chicago (ORD) 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 31m 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 31m
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 31m gate to gate. The route covers 769 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Nashville, Norfolk and Hartsfield Jackson Atlanta.
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 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 31 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 Nashville, Norfolk and Hartsfield Jackson Atlanta. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).