Direct flights from Madison to Chicago

  • 11 flights a week
  • 2 airlines

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When the nonstops leave

Typical weekly schedule · 11 flights per week (~2 per day) · Updated 114d ago

Morning before noon 3 a week
8:20 AMWed 9:00 AMWed 11:30 AMThu
Afternoon noon – 6 PM 5 a week
12:15 PMMon 3:17 PMThu 4:08 PMWed 4:10 PMWed 4:25 PMWed
Evening after 6 PM 3 a week
9:28 PMThu 10:30 PMThu
6:07 PMWed
American Airlines
United Airlines

More nonstops from Madison

MSN → ATL Atlanta MSN → DEN Denver 2 airlines MSN → PHX Phoenix 2 airlines MSN → MSP Minneapolis MSN → MCO Orlando MSN → RDU Raleigh/Durham ORD → MSN The return trip MSN All nonstops from Madison ORD All nonstops from Chicago

Frequently asked questions

Is there a direct flight from Madison to Chicago?

Yes. American Airlines and United Airlines fly nonstop from Madison (MSN) to Chicago (ORD), daily. The flight takes about 43m and covers 108 miles (174 km). Schedule data from 27 June 2026.

Which airlines fly direct from Madison to Chicago?

American Airlines, United Airlines operate nonstop flights from Madison to Chicago.

How long is the flight from Madison to Chicago?

The nonstop flight from Madison to Chicago takes ~43m (approximately 174 km).

How often do direct flights operate from Madison to Chicago?

Nonstop flights from Madison to Chicago operate daily — 11 flights per week (~2 per day).

What days of the week are there direct flights from Madison to Chicago?

Direct flights from Madison to Chicago operate on Monday, Wednesday, and Thursday. American Airlines flies Thursday and United Airlines flies Monday, Wednesday, and Thursday.