Chicago/West Chicago to Chicago (DPA–MDW) — Airlines, Schedules & Connections

DPA Airport Page →
27 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 1 1-stop flight 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 1 hub
MCO Orlando ~6h 43m SGX → WN Orlando (MCO) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago/West Chicago to Chicago
Flown by charter / private operators — no scheduled airline service.
27 mi

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

Also explore DPA Routes MDW Routes DPA Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Chicago/West Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for DPA to MDW.
1-STOP
One-Stop Connections
1
Hubs
~6h
Fastest
~6h
Longest
MCO ~6h 43m
Verified with published schedule alignment and minimum connection time.
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
DPA → MDW
69%
Moderate delays possible. Allow buffer time.
Arriving
69%
Return
MDW → DPA
58%
Frequent delays expected. Consider flexible booking.
Departing
58%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Chicago from Chicago/West Chicago

Nearby airports with service to Chicago Midway International Airport.
Metric DPA→MDW ORD→MDW GYY→MDW
Distance from DPA – 18 mi 48 mi
Nonstop airlines – 6 1
Weekly flights – 3 –
Chicago (ORD) to Chicago flights · Gary (GYY) to Chicago flights · Chicago/Rockford (RFD) to Chicago flights
Airports within 200 miles of DPA with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
0h
Chicago is 0 hours the same as Chicago/West Chicago.
DPA: CDT · MDW: CDT

When it's 6:00 PM in Chicago/West Chicago, it's 6:00 PM in Chicago.
Distance & Flight Time
27 mi / 43 km
Facts

DPA–MDW Quick Facts

Key statistics for the Chicago/West Chicago to Chicago route.
Route details
Distance27 mi / 43 km
Time difference0 hours
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: DPA
Full nameDupage Airport
IATA / ICAODPA / KDPA
TimezoneAmerica/Chicago
Elevation759 ft / 231 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 DPA to MDW flights.
Yes, 1-stop connections are available, ranked by layover time.
Yes, return flights from MDW to DPA are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD, GYY and RFD. 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.

Connecting Options and Alternatives

1-stop connecting options are also available. Nearby alternative airports include Chicago (ORD), Gary (GYY) and Chicago/Rockford (RFD).