Cheap flights to Madison from 7 cities
7 cities in 2 countries. In each country, prices we can stand behind come first, then the cheapest.
Departure cities with a recent price: 7
Recent prices: 12
Fares Aviasales flagged as unusually low
No fares flagged as unusually low in the last two days.
When these trips depart
Every price counted here was found on or after 7 Nov.
Return
December 2026: 2 cities with a price listed here, from $393
Seattle · 12 Dec – 13 Dec · found 2 days ago · See prices for these dates
June 2027: 1 city with a price listed here, from C$787 (US$552)
Toronto · 1 Jun 2027 – 22 Jun 2027 · found 2 days ago · See prices for these dates
One-way
November 2026: 2 cities with a price listed here, from $275
Cincinnati · 17 Nov · found 6 days ago · Open this trip
March 2027: 1 city with a price listed here, from $270
Chicago · 1 Mar 2027 · found 5 days ago · Open this trip
April 2027: 1 city with a price listed here, from $384
Newburgh · 5 Apr 2027 · found 4 days ago · Open this trip
Everywhere, by country
1 traveler · Economy
| City | From | Trip | Dates | Airports | Stops | Airline | Found | |
|---|---|---|---|---|---|---|---|---|
| United States | ||||||||
| Chicago | $270 | one-way | 1 Mar 2027 | ORD → MSN | nonstop | American Airlines | found 5 days ago | Open this trip |
| Cincinnati | $275 | one-way | 17 Nov | CVG → MSN | 2 stops | Breeze Airways | found 6 days ago | Open this trip |
| South Bend | $370 | one-way | 19 Nov | SBN → MSN | 1 stop | United Airlines | found 4 days ago | Open this trip |
| Newburgh | $384 | one-way | 5 Apr 2027 | SWF → MSN | 2 stops | Breeze Airways | found 4 days ago | Open this trip |
| Seattle | $393 | return | 12 Dec – 13 Dec | SEA → MSN | out 1 stop, back 1 stop | American Airlines | found 2 days ago | See prices for these dates |
| Charlotte | $400 | return | 10 Dec – 13 Dec | CLT → MSN | out 1 stop, back 2 stops | Frontier Airlines | found 3 days ago | See prices for these dates |
| Canada | ||||||||
| Toronto | C$787 (US$552) | return | 1 Jun 2027 – 22 Jun 2027 | YYZ → MSN | out 1 stop, back 1 stop | American Airlines | found 2 days ago | See prices for these dates |
Prices are what travelers' searches on Aviasales found in the last 7 days: the price the seller showed on Aviasales; bags may cost extra. Canadian dollars at the Bank of Canada rate of 2026-11-12, US dollars in brackets. Fares change, so check today's price before you book. How our prices work