Madison to Chicago (MSN–MDW) — Airlines, Schedules & Connections

MSN Airport Page →
124 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 25 1-stop flights Verified 4d 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
DTW Detroit 3h 38m AFDLKE → AFDLKE Detroit (DTW) to Chicago flights
MSP Minneapolis 3h 59m AFAMDL → AFDLEJA Minneapolis (MSP) to Chicago flights
ATL Atlanta 4h 57m AFAMDL → AFAMDL Atlanta (ATL) to Chicago flights
DCA Washington 5h 14m AADL → WN Washington (DCA) to Chicago flights
LGA New York 5h 35m AADL → WN New York (LGA) to Chicago flights
CLT Charlotte 5h 35m AA → WN Charlotte (CLT) to Chicago flights
DFW Dallas-Fort Worth 5h 46m AAQFQR → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
PHL Philadelphia 5h 46m AA → EJAKOWWN Philadelphia (PHL) to Chicago flights
DEN Denver 5h 54m ACEJAF9 → WN Denver (DEN) to Chicago flights
OKC Oklahoma City 6h 26m AA → WNXFL Oklahoma City (OKC) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Madison to Chicago
Flown by charter / private operators — no scheduled airline service.
124 mi 0h 29m nonstop

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

Also explore MSN Routes MDW Routes MSN Live Flights MDW Live Flights MSN Delays MDW Delays
All flights from Chicago (MDW) Chicago to Madison flights
Connections

Connection Landscape

1-stop and 2-stop options for MSN to MDW.
1-STOP
One-Stop Connections
25
Hubs
~2h
Fastest
~16h
Longest
MKE ~2h 45m DTW ~3h 38m MSP ~3h 59m IND ~4h 22m ATL ~4h 57m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,153
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
MSN → MDW
86%
Generally reliable. Most flights run on time.
Departing
86%
Arriving
59%
Return
MDW → MSN
53%
Frequent delays expected. Consider flexible booking.
Departing
53%
Arriving
60%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MSN delays → MDW delays →
Alternatives

Other ways to reach Chicago from Madison

Nearby airports with service to Chicago Midway International Airport.
Metric MSN→MDW RFD→MDW MKE→MDW
Distance from MSN – 66 mi 74 mi
Nonstop airlines – 1 8
Weekly flights ~1 1 16
Flight time 0h 29m – 0h 50m
Departure OTP 86% – –
Chicago/Rockford (RFD) to Chicago flights · Milwaukee (MKE) to Chicago flights · Appleton (ATW) to Chicago flights
Airports within 200 miles of MSN 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 Madison.
MSN: CDT · MDW: CDT

When it's 6:00 PM in Madison, it's 6:00 PM in Chicago.
Distance & Flight Time
124 mi / 199 km
Nonstop flight time is approximately 0h 29m gate to gate.
Facts

MSN–MDW Quick Facts

Key statistics for the Madison to Chicago route.
Route details
Distance124 mi / 199 km
Flight time0h 29m
Time difference0 hours
Airlines (nonstop)Charter / private
Weekly flights~1 out / ~1 return
1-stop connectionsAvailable
Origin: MSN
Full nameDane County Regional Truax Field
IATA / ICAOMSN / KMSN
TimezoneAmerica/Chicago
Passengers/yr2.3M
Elevation887 ft / 270 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 MSN to MDW flights.
Nonstop flights from Dane County Regional Truax Field to Chicago Midway International Airport take about 0h 29m gate to gate. The route covers 124 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Detroit Metropolitan Wayne County, Minneapolis–Saint Paul and Hartsfield Jackson Atlanta.
Yes, return flights from MDW to MSN are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include RFD, MKE and ATW. 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 MSN to MDW

Dane County Regional Truax Field (MSN) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

MSN to MDW Flight Duration and Schedule

Nonstop flight time from MSN to MDW is about 0 hours 29 minutes gate to gate. The route covers a distance of 124 miles (199 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Detroit Metropolitan Wayne County, Minneapolis–Saint Paul and Hartsfield Jackson Atlanta. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago/Rockford (RFD), Milwaukee (MKE) and Appleton (ATW).