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 17 1-stop flights Verified 2w ago
Also flown by charter / private operators: 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 10 hubs
DTW Detroit 3h 17m AFDLKE → AFDLKE Detroit (DTW) to Chicago flights
MSP Minneapolis 3h 32m AFAMDL → AFDLVS Minneapolis (MSP) to Chicago flights
ATL Atlanta 4h 50m AFAMDL → AFAMDL Atlanta (ATL) to Chicago flights
DCA Washington 5h 1m AADL → WN Washington (DCA) to Chicago flights
CLT Charlotte 5h 5m AA → WN Charlotte (CLT) to Chicago flights
PHL Philadelphia 5h 12m AAASQR → WN Philadelphia (PHL) to Chicago flights
DEN Denver 5h 38m ACF9KG → WN Denver (DEN) to Chicago flights
BOS Boston 6h 19m AAAFDL → WN Boston (BOS) to Chicago flights
LGA New York 6h 34m AADL → EJAWN New York (LGA) to Chicago flights
TPA Tampa 6h 38m MX → WN Tampa (TPA) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Madison to Chicago
Connecting service available through multiple hubs.
1 Airlines 124 mi 0h 37m nonstop

MSN–MDW had nonstop service from Delta Air Lines, last on the schedule in August 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 124 miles in 0h 37m.

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

Airline Landscape

Carriers that operated nonstop MSN–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
DL Delta Air Lines 0 – – 100% SkyTeam –
Alliance coverage
SkyTeam: DL (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 MSN to MDW.
1-STOP
One-Stop Connections
17
Hubs
~3h
Fastest
~18h
Longest
DTW ~3h 17m MSP ~3h 32m ATL ~4h 50m DCA ~5h 1m CLT ~5h 5m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,075
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
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
100%
Return
MDW → MSN
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
100%
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 9
Weekly flights – – 28
Flight time 0h 37m – 0h 45m
Departure OTP 100% – –
Chicago/Rockford (RFD) to Chicago flights · Milwaukee (MKE) to Chicago flights · Dubuque (DBQ) 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 37m gate to gate.
Facts

MSN–MDW Quick Facts

Key statistics for the Madison to Chicago route.
Route details
Distance124 mi / 199 km
Flight time0h 37m
Time difference0 hours
Airlines (nonstop)1
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 37m gate to gate. The route covers 124 miles.
1 airline operated the nonstop from MSN to MDW: Delta Air Lines. The last scheduled nonstop was in August 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 August 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 0h 37m.
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.
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.
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 DBQ. 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) had nonstop service from Delta Air Lines, last on the schedule in August 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.

MSN to MDW Flight Duration and Schedule

Nonstop flight time from MSN to MDW is about 0 hours 37 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 Dubuque (DBQ).