Chicago to White Plains (MDW–HPN) — Airlines, Schedules & Connections

MDW Airport Page →
729 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 14 1-stop flights Verified 3d ago
Also flown by charter / private operators: NetJets Aviation, Executive Jet Management.
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
DCA Washington 4h 6m WN → AAASEJA Washington (DCA) to White Plains flights
RDU Raleigh/Durham 4h 34m WN → MX Raleigh/Durham (RDU) to White Plains flights
ATL Atlanta 5h 1m AFAMDL → AMDLKE Atlanta (ATL) to White Plains flights
MSP Minneapolis 5h 7m DLKEVS → DLEJA Minneapolis (MSP) to White Plains flights
DTW Detroit 5h 14m AFDLKE → DLKEWS Detroit (DTW) to White Plains flights
TPA Tampa 6h 12m VJTWN → B6WUP Tampa (TPA) to White Plains flights
MCO Orlando 6h 14m WN → ADB6 Orlando (MCO) to White Plains flights
CLT Charlotte 6h 23m LXJWN → AAEJA Charlotte (CLT) to White Plains flights
FLL Fort Lauderdale 7h 30m WN → ADB6EJA Fort Lauderdale (FLL) to White Plains flights
RSW Fort Myers 7h 30m WN → B6 Fort Myers (RSW) to White Plains flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to White Plains
Connecting service available through multiple hubs.
2 Airlines 729 mi 2h 7m nonstop +1h ahead

MDW–HPN had nonstop service, last on the schedule in September 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 729 miles in 2h 7m.

Also explore Browse available seat maps MDW Routes HPN Routes MDW Live Flights HPN Live Flights MDW Delays HPN Delays
All flights from White Plains (HPN) White Plains to Chicago flights
Carriers on this route

Airline Landscape

Carriers that operated nonstop MDW–HPN service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
SGX SGX 0 – – 64% – –
TWY TWY 0 – – 64% – –
Alliance coverage
Unaffiliated: SGX + TWY (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

1-stop and 2-stop options for MDW to HPN.
1-STOP
One-Stop Connections
14
Hubs
~4h
Fastest
~22h
Longest
DCA ~4h 6m RDU ~4h 34m ATL ~5h 1m MSP ~5h 7m DTW ~5h 14m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
868
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 → HPN
64%
Moderate delays possible. Allow buffer time.
Departing
64%
Arriving
100%
Return
HPN → MDW
84%
Generally reliable. Most flights run on time.
Departing
84%
Arriving
95%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays → HPN delays →
Alternatives

Other ways to reach White Plains from Chicago

Nearby airports with service to Westchester County Airport.
Metric MDW→HPN ORD→HPN GYY→HPN
Distance from MDW – 15 mi 21 mi
Nonstop airlines – 7 1
Weekly flights – 56 –
Flight time 2h 7m 2h 21m 1h 34m
Departure OTP 64% – –
Chicago (ORD) to White Plains flights · Gary (GYY) to White Plains flights · South Bend (SBN) to White Plains flights
Airports within 200 miles of MDW with service to Westchester County Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
White Plains is 1 hour ahead of Chicago.
MDW: CDT · HPN: EDT

When it's 6:00 PM in Chicago, it's 7:00 PM in White Plains.
Distance & Flight Time
729 mi / 1,172 km
Nonstop flight time is approximately 2h 7m gate to gate.
Facts

MDW–HPN Quick Facts

Key statistics for the Chicago to White Plains route.
Route details
Distance729 mi / 1,172 km
Flight time2h 7m
Time difference+1 hour
Airlines (nonstop)2
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: HPN
Full nameWestchester County Airport
IATA / ICAOHPN / KHPN
TimezoneAmerica/New_York
Passengers/yr2.4M
Elevation439 ft / 134 m
FAQ

Frequently Asked Questions

Common questions about MDW to HPN flights.
Nonstop flights from Chicago Midway International Airport to Westchester County Airport take about 2h 7m gate to gate. The route covers 729 miles.
2 airlines operated the nonstop from MDW to HPN. The last scheduled nonstop was in September 2026. There's no nonstop right now, so today you'd fly it with one stop. See the connection options above, ranked by layover.
Not right now. The last scheduled nonstop was in September 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 2h 7m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Ronald Reagan Washington National, Raleigh-Durham and Hartsfield Jackson Atlanta.
On a single ticket, yes. Your bags are checked through to HPN 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.
White Plains is 1 hour ahead of Chicago.
Yes, return flights from HPN to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD, GYY and SBN. 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 HPN

Chicago Midway International Airport (MDW) and Westchester County Airport (HPN) had nonstop service, last on the schedule in September 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.

MDW to HPN Flight Duration and Schedule

Nonstop flight time from MDW to HPN is about 2 hours 7 minutes gate to gate. The route covers a distance of 729 miles (1,172 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Ronald Reagan Washington National, Raleigh-Durham and Hartsfield Jackson Atlanta. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), Gary (GYY) and South Bend (SBN).