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

HVN Airport Page →
769 mi airlines 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 37 1-stop flights Verified 1w ago
Nonstop 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 nonstop flights on this route. connecting options below.

✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
New Haven to Chicago
Connecting service available through multiple hubs.
1 Flights/wk 769 mi 2h 6m nonstop -1h behind 37 1-stop hubs

While no nonstop service exists between HVN and MDW, connecting options are available through 37 hubs.

Also explore HVN Routes MDW Routes HVN Live Flights MDW Live Flights MDW Delays
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for HVN to MDW.
1-STOP
One-Stop Connections
37
Hubs
~4h
Fastest
~26h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,096
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.
Alternatives

Other ways to reach Chicago from New Haven

Nearby airports with service to Chicago Midway International Airport.
Metric HVN→MDW ISP→MDW HPN→MDW
Distance from HVN – 34 mi 45 mi
Nonstop airlines 0 1 8
Weekly flights 1 – 6
Flight time 2h 6m 2h 8m 1h 45m
Islip (ISP) to Chicago flights · White Plains (HPN) to Chicago flights · Hartford (BDL) to Chicago flights
Airports within 200 miles of HVN 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 New Haven.
HVN: EDT · MDW: CDT

When it's 6:00 PM in New Haven, it's 5:00 PM in Chicago.
Distance & Flight Time
769 mi / 1,237 km
Nonstop flight time is approximately 2h 6m.
Facts

HVN–MDW Quick Facts

Key statistics for the New Haven to Chicago route.
Route details
Distance769 mi / 1,237 km
Flight time2h 6m
Time difference-1 hour
Airlines (nonstop)0
Weekly flights1 out / 1 return
1-stop connections37 hubs
Origin: HVN
Full nameTweed New Haven Airport
IATA / ICAOHVN / KHVN
TimezoneAmerica/New_York
Passengers/yr1.2M
Elevation12 ft / 4 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 HVN to MDW flights.
Nonstop flights from Tweed New Haven Airport to Chicago Midway International Airport take approximately 2h 6m. The route covers 769 miles.
There are approximately 1 nonstop flights per week from HVN to MDW. The return direction has about 1 weekly flights.
Yes, 1-stop connections are available through IAD, ALB, IND, BOS, CLE, USA, ILM, ORD, GSP, RIC, LAL, APF, MSY, VRB, PBI, DAL, EYW, MIA, SLC, LAS, ATL, SJU, TPA, RDU, SAV, DFW, HOU, BWI, JAX, ORF, MCO, RSW, BNA, SRQ, MYR, CHS and FLL. These options provide additional schedule flexibility.
Chicago is 1 hour behind New Haven.
Yes, return flights from MDW to HVN are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ISP, HPN and BDL. 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 HVN to MDW

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

HVN to MDW Flight Duration and Schedule

Nonstop flight time from HVN to MDW ranges from 2 hours 6 minutes. The route covers a distance of 769 miles (1,237 km). There are approximately 1 weekly flights outbound and 1 return, totaling 2 flights per week in both directions.

Connecting Options and Alternatives

37 one-stop connections are available, with the fastest taking approximately 4 hours via IAD. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Islip (ISP), White Plains (HPN) and Hartford (BDL).