Newburgh to Chicago (SWF–MDW) — Airlines, Schedules & Connections

SWF Airport Page →
704 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 6 1-stop flights Verified 1w 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 6 hubs
RDU Raleigh/Durham 5h 6m MX → WN Raleigh/Durham (RDU) to Chicago flights
CHS Charleston 8h 22m MX → WN Charleston (CHS) to Chicago flights
FLL Fort Lauderdale 9h 29m G4 → WN Fort Lauderdale (FLL) to Chicago flights
MYR Myrtle Beach 13h 59m G4 → WN Myrtle Beach (MYR) to Chicago flights
MCO Orlando ~7h 23m MX → WN Orlando (MCO) to Chicago flights
PGD Punta Gorda ~7h 24m G4 → G4 Punta Gorda (PGD) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Newburgh to Chicago
Flown by charter / private operators — no scheduled airline service.
704 mi 1h 52m nonstop -1h behind

SWF–MDW 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 SWF Routes MDW Routes SWF Live Flights MDW Live Flights SWF Delays MDW Delays
All flights from Chicago (MDW) Chicago to Newburgh flights
Connections

Connection Landscape

1-stop and 2-stop options for SWF to MDW.
1-STOP
One-Stop Connections
6
Hubs
~5h
Fastest
~13h
Longest
RDU ~5h 6m MCO ~7h 23m PGD ~7h 24m CHS ~8h 22m FLL ~9h 29m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
279
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
SWF → MDW
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
88%
Return
MDW → SWF
86%
Generally reliable. Most flights run on time.
Departing
86%
Arriving
100%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. SWF delays → MDW delays →
Alternatives

Other ways to reach Chicago from Newburgh

Nearby airports with service to Chicago Midway International Airport.
Metric SWF→MDW HPN→MDW TEB→MDW
Distance from SWF – 37 mi 45 mi
Nonstop airlines – 14 34
Weekly flights ~1 1 6
Flight time 1h 52m 1h 45m 1h 45m
Departure OTP 100% – –
White Plains (HPN) to Chicago flights · Teterboro (TEB) to Chicago flights · New York (LGA) to Chicago flights
Airports within 200 miles of SWF 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 Newburgh.
SWF: EDT · MDW: CDT

When it's 6:00 PM in Newburgh, it's 5:00 PM in Chicago.
Distance & Flight Time
704 mi / 1,133 km
Nonstop flight time is approximately 1h 52m gate to gate.
Facts

SWF–MDW Quick Facts

Key statistics for the Newburgh to Chicago route.
Route details
Distance704 mi / 1,133 km
Flight time1h 52m
Time difference-1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: SWF
Full nameNew York Stewart International Airport
IATA / ICAOSWF / KSWF
TimezoneAmerica/New_York
Passengers/yr0.3M
Elevation491 ft / 150 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 SWF to MDW flights.
Nonstop flights from New York Stewart International Airport to Chicago Midway International Airport take about 1h 52m gate to gate. The route covers 704 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Raleigh-Durham, Charleston and Fort Lauderdale Hollywood.
On a single ticket, yes. Your bags are checked through to MDW 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.
Chicago is 1 hour behind Newburgh.
Yes, return flights from MDW to SWF are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include HPN, TEB and LGA. 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 SWF to MDW

New York Stewart International Airport (SWF) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

SWF to MDW Flight Duration and Schedule

Nonstop flight time from SWF to MDW is about 1 hours 52 minutes gate to gate. The route covers a distance of 704 miles (1,133 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Raleigh-Durham, Charleston and Fort Lauderdale Hollywood. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include White Plains (HPN), Teterboro (TEB) and New York (LGA).