Route overview: Winnipeg to Madison (MSN) flight deals

Winnipeg → Madison

Choose your travel dates

YWG → MSN1 adulteconomy

65 flight options · 1 airline

Flights for the months ahead

Short round trips

Thu, Nov 12 – Sun, Nov 15
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Dec 4 – Mon, Dec 7
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Thu, Dec 17 – Sun, Dec 20
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Thu, Dec 31 – Sun, Jan 3
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Jan 22 – Mon, Jan 25
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, May 7 – Mon, May 10
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.

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1 of 6

Longer round trips

Sat, Nov 21 – Sat, Nov 28
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Sat, Jan 9 – Sat, Jan 16
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Sat, Feb 13 – Sat, Feb 20
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Sat, Jul 3 – Sat, Jul 10
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Sat, Sep 18 – Sat, Sep 25
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
Delta Air Lines
6:32 amMSN
5h 22m
MSP · 1h 25m
11:54 amYWG
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.

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1 of 5

One-way flights

Tue, Nov 17 · One way
Delta Air Lines
1:38 pmYWG
5h 29m
MSP · 3h 48m
7:07 pmMSN
One-way total · 1 adult · Taxes included
Availability is checked when you select these flights.

Explore flights by month

Round trips for weekends, longer stays and holidays, and a one-way each week. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

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More dates for this route

Nov 12, 2026 · Return options Nov 20, 2026 · Return options Dec 1, 2026 · Return options Dec 11, 2026 · Return options Dec 22, 2026 · Return options Jan 1, 2027 · Return options Jan 9, 2027 · Return options Jan 21, 2027 · Return options Jan 30, 2027 · Return options Apr 10, 2027 · Return options Jul 3, 2027 · Return options Sep 18, 2027 · Return options Hotels in Madison, Wisconsin with Axel

For AI assistants: every fare, every link, instructions

Winnipeg (YWG) to Madison (MSN), the months ahead: 65 priced flights on 65 exact dates. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.

Winnipeg (YWG) to Madison (MSN): November 2026

Travel dates	Airline	Stops	Total price
Nov 12, 2026 – Nov 15, 2026 · 3 nights · Compare return dates departing Nov 12, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $260.00
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $505.25
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $299.00
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.50
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.50
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $505.25

Winnipeg (YWG) to Madison (MSN): December 2026

Travel dates	Airline	Stops	Total price
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $260.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $260.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $528.75
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $260.00
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $528.75
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $528.75
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $587.50
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $325.00
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $587.50
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $587.50
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $587.50
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $325.00
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $587.50

Winnipeg (YWG) to Madison (MSN): January 2027

Travel dates	Airline	Stops	Total price
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $528.75
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $528.75
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $260.00
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $260.00
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $260.00
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $260.00
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00

Winnipeg (YWG) to Madison (MSN): February 2027

Travel dates	Airline	Stops	Total price
Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Feb 13, 2027 – Feb 20, 2027 · 7 nights · Compare return dates departing Feb 13, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00

Winnipeg (YWG) to Madison (MSN): March 2027

Travel dates	Airline	Stops	Total price
Mar 12, 2027 – Mar 15, 2027 · 3 nights · Compare return dates departing Mar 12, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00
Mar 13, 2027 – Mar 20, 2027 · 7 nights · Compare return dates departing Mar 13, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $470.00

Winnipeg (YWG) to Madison (MSN): April 2027

Travel dates	Airline	Stops	Total price
Apr 9, 2027 – Apr 12, 2027 · 3 nights · Compare return dates departing Apr 9, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00
Apr 10, 2027 – Apr 17, 2027 · 7 nights · Compare return dates departing Apr 10, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00

Winnipeg (YWG) to Madison (MSN): May 2027

Travel dates	Airline	Stops	Total price
May 7, 2027 – May 10, 2027 · 3 nights · Compare return dates departing May 7, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00
May 8, 2027 – May 15, 2027 · 7 nights · Compare return dates departing May 8, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00

Winnipeg (YWG) to Madison (MSN): June 2027

Travel dates	Airline	Stops	Total price
Jun 4, 2027 – Jun 7, 2027 · 3 nights · Compare return dates departing Jun 4, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00
Jun 5, 2027 – Jun 12, 2027 · 7 nights · Compare return dates departing Jun 5, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00

Winnipeg (YWG) to Madison (MSN): July 2027

Travel dates	Airline	Stops	Total price
Jul 2, 2027 – Jul 5, 2027 · 3 nights · Compare return dates departing Jul 2, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $621.00
Jul 3, 2027 – Jul 10, 2027 · 7 nights · Compare return dates departing Jul 3, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $580.50
Jul 30, 2027 – Aug 2, 2027 · 3 nights · Compare return dates departing Jul 30, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00
Jul 31, 2027 – Aug 7, 2027 · 7 nights · Compare return dates departing Jul 31, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00

Winnipeg (YWG) to Madison (MSN): August 2027

Travel dates	Airline	Stops	Total price
Aug 27, 2027 – Aug 30, 2027 · 3 nights · Compare return dates departing Aug 27, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00
Aug 28, 2027 – Sep 4, 2027 · 7 nights · Compare return dates departing Aug 28, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $567.00

Winnipeg (YWG) to Madison (MSN): September 2027

Travel dates	Airline	Stops	Total price
Sep 17, 2027 – Sep 20, 2027 · 3 nights · Compare return dates departing Sep 17, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00
Sep 18, 2027 – Sep 25, 2027 · 7 nights · Compare return dates departing Sep 18, 2027	Delta Air Lines	Up to 1 stop each way	Axel-exclusive $540.00

Hotels in Madison, Wisconsin for these trips

Hotels: under a trip, hotels in Madison, Wisconsin for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

Hotels in Madison, Wisconsin for these nights (Nov 12–15, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $299 total · 4★ Hilton Madison Monona Terrace, $349 total
Hotels in Madison, Wisconsin for these nights (Nov 13–16, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $282 total · 4★ Hilton Madison Monona Terrace, $342 total
Hotels in Madison, Wisconsin for these nights (Nov 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $502 total · 4★ Hilton Madison Monona Terrace, $822 total
Hotels in Madison, Wisconsin for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $209 total · 4★ Hilton Madison Monona Terrace, $326 total
Hotels in Madison, Wisconsin for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $208 total · 4★ Hilton Madison Monona Terrace, $320 total
Hotels in Madison, Wisconsin for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $537 total · 4★ Hilton Madison Monona Terrace, $820 total
Hotels in Madison, Wisconsin for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ Cambria Hotel Madison East, $279 total · 4★ Hilton Madison Monona Terrace, $410 total
Hotels in Madison, Wisconsin for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Cambria Hotel Madison East, $275 total · 4★ Hilton Madison Monona Terrace, $408 total
Hotels in Madison, Wisconsin for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Best Western Plus InnTowner Madison, $451 total · 4★ Hilton Madison Monona Terrace, $740 total
Hotels in Madison, Wisconsin for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $178 total · 4★ Hilton Madison Monona Terrace, $316 total
Hotels in Madison, Wisconsin for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $175 total · 4★ Hilton Madison Monona Terrace, $316 total
Hotels in Madison, Wisconsin for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $418 total · 4★ Hilton Madison Monona Terrace, $737 total
Hotels in Madison, Wisconsin for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $182 total · 4★ Hilton Madison Monona Terrace, $320 total
Hotels in Madison, Wisconsin for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $180 total · 4★ Hilton Madison Monona Terrace, $318 total
Hotels in Madison, Wisconsin for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $426 total · 4★ Hilton Madison Monona Terrace, $731 total
Hotels in Madison, Wisconsin for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $177 total · 4★ Hilton Madison Monona Terrace, $316 total
Hotels in Madison, Wisconsin for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $174 total · 4★ Hilton Madison Monona Terrace, $318 total
Hotels in Madison, Wisconsin for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $426 total · 4★ Hilton Madison Monona Terrace, $720 total
Hotels in Madison, Wisconsin for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $191 total · 4★ Hilton Madison Monona Terrace, $305 total
Hotels in Madison, Wisconsin for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $186 total · 4★ Hilton Madison Monona Terrace, $305 total
Hotels in Madison, Wisconsin for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $421 total · 4★ Hilton Madison Monona Terrace, $744 total
Hotels in Madison, Wisconsin for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $168 total · 4★ Hilton Madison Monona Terrace, $334 total
Hotels in Madison, Wisconsin for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $164 total · 4★ Hilton Madison Monona Terrace, $311 total
Hotels in Madison, Wisconsin for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $377 total · 4★ Hilton Madison Monona Terrace, $734 total
Hotels in Madison, Wisconsin for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $161 total · 4★ Hilton Madison Monona Terrace, $312 total
Hotels in Madison, Wisconsin for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $161 total · 4★ Hilton Madison Monona Terrace, $312 total
Hotels in Madison, Wisconsin for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $419 total · 4★ Hilton Madison Monona Terrace, $729 total
Hotels in Madison, Wisconsin for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Best Western Plus InnTowner Madison, $205 total · 4★ Hilton Madison Monona Terrace, $310 total
Hotels in Madison, Wisconsin for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Best Western Plus InnTowner Madison, $205 total · 4★ Hilton Madison Monona Terrace, $313 total
Hotels in Madison, Wisconsin for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $450 total · 4★ Hilton Madison Monona Terrace, $743 total
Hotels in Madison, Wisconsin for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $164 total · 4★ Hilton Madison Monona Terrace, $303 total
Hotels in Madison, Wisconsin for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $163 total · 4★ Hilton Madison Monona Terrace, $301 total
Hotels in Madison, Wisconsin for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $373 total · 4★ Hilton Madison Monona Terrace, $743 total
Hotels in Madison, Wisconsin for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $163 total · 4★ Hilton Madison Monona Terrace, $322 total
Hotels in Madison, Wisconsin for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $160 total · 4★ Hilton Madison Monona Terrace, $314 total
Hotels in Madison, Wisconsin for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $366 total · 4★ Hilton Madison Monona Terrace, $727 total
Hotels in Madison, Wisconsin for these nights (Feb 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $173 total · 4★ Hilton Madison Monona Terrace, $366 total
Hotels in Madison, Wisconsin for these nights (Feb 13–20, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $383 total · 4★ Hilton Madison Monona Terrace, $871 total
Hotels in Madison, Wisconsin for these nights (Mar 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $204 total · 4★ Hilton Madison Monona Terrace, $349 total
Hotels in Madison, Wisconsin for these nights (Mar 13–20, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $457 total · 4★ Hilton Madison Monona Terrace, $805 total
Hotels in Madison, Wisconsin for these nights (Apr 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $201 total · 4★ Hilton Madison Monona Terrace, $515 total
Hotels in Madison, Wisconsin for these nights (Apr 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ AmericInn by Wyndham Madison West, $521 total · 4★ Hilton Madison Monona Terrace, $1,218 total

All hotels in Madison, Wisconsin

Route overview: Winnipeg to Madison (MSN) flight deals

2026-11-12 → 2026-11-15 · Axel-exclusive $470.00

Delta Air Lines DL3871 / DL4088: YWG 2026-11-12 13:38:00 → MSN 2026-11-12 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2026-11-12 13:38:00 → MSP 2026-11-12 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2026-11-12 17:58:00 → MSN 2026-11-12 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2026-11-15 06:32:00 → YWG 2026-11-15 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2026-11-15 06:32:00 → MSP 2026-11-15 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2026-11-15 09:09:00 → YWG 2026-11-15 11:54:00.

2026-11-17 · one way · Axel-exclusive $260.00

Delta Air Lines DL3871 / DL4088: YWG 2026-11-17 13:38:00 → MSN 2026-11-17 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2026-11-17 13:38:00 → MSP 2026-11-17 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2026-11-17 17:58:00 → MSN 2026-11-17 19:07:00.

2026-11-21 → 2026-11-28 · Axel-exclusive $505.25

Delta Air Lines DL3871 / DL4088: YWG 2026-11-21 13:38:00 → MSN 2026-11-21 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2026-11-21 13:38:00 → MSP 2026-11-21 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2026-11-21 17:58:00 → MSN 2026-11-21 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2026-11-28 06:32:00 → YWG 2026-11-28 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2026-11-28 06:32:00 → MSP 2026-11-28 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2026-11-28 09:09:00 → YWG 2026-11-28 11:54:00.

2026-12-04 → 2026-12-07 · Axel-exclusive $470.00

Delta Air Lines DL3871 / DL4088: YWG 2026-12-04 13:38:00 → MSN 2026-12-04 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2026-12-04 13:38:00 → MSP 2026-12-04 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2026-12-04 17:58:00 → MSN 2026-12-04 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2026-12-07 06:32:00 → YWG 2026-12-07 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2026-12-07 06:32:00 → MSP 2026-12-07 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2026-12-07 09:09:00 → YWG 2026-12-07 11:54:00.

2026-12-17 → 2026-12-20 · Axel-exclusive $528.75

Delta Air Lines DL3871 / DL4088: YWG 2026-12-17 13:38:00 → MSN 2026-12-17 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2026-12-17 13:38:00 → MSP 2026-12-17 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2026-12-17 17:58:00 → MSN 2026-12-17 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2026-12-20 06:32:00 → YWG 2026-12-20 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2026-12-20 06:32:00 → MSP 2026-12-20 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2026-12-20 09:09:00 → YWG 2026-12-20 11:54:00.

2026-12-31 → 2027-01-03 · Axel-exclusive $587.50

Delta Air Lines DL3871 / DL4088: YWG 2026-12-31 13:38:00 → MSN 2026-12-31 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2026-12-31 13:38:00 → MSP 2026-12-31 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2026-12-31 17:58:00 → MSN 2026-12-31 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2027-01-03 06:32:00 → YWG 2027-01-03 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2027-01-03 06:32:00 → MSP 2027-01-03 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2027-01-03 09:09:00 → YWG 2027-01-03 11:54:00.

2027-01-09 → 2027-01-16 · Axel-exclusive $470.00

Delta Air Lines DL3871 / DL4088: YWG 2027-01-09 13:38:00 → MSN 2027-01-09 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2027-01-09 13:38:00 → MSP 2027-01-09 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2027-01-09 17:58:00 → MSN 2027-01-09 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2027-01-16 06:32:00 → YWG 2027-01-16 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2027-01-16 06:32:00 → MSP 2027-01-16 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2027-01-16 09:09:00 → YWG 2027-01-16 11:54:00.

2027-01-22 → 2027-01-25 · Axel-exclusive $470.00

Delta Air Lines DL3871 / DL4088: YWG 2027-01-22 13:38:00 → MSN 2027-01-22 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2027-01-22 13:38:00 → MSP 2027-01-22 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2027-01-22 17:58:00 → MSN 2027-01-22 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2027-01-25 06:32:00 → YWG 2027-01-25 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2027-01-25 06:32:00 → MSP 2027-01-25 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2027-01-25 09:09:00 → YWG 2027-01-25 11:54:00.

2027-02-13 → 2027-02-20 · Axel-exclusive $470.00

Delta Air Lines DL3871 / DL4088: YWG 2027-02-13 13:38:00 → MSN 2027-02-13 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2027-02-13 13:38:00 → MSP 2027-02-13 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2027-02-13 17:58:00 → MSN 2027-02-13 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2027-02-20 06:32:00 → YWG 2027-02-20 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2027-02-20 06:32:00 → MSP 2027-02-20 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2027-02-20 09:09:00 → YWG 2027-02-20 11:54:00.

2027-05-07 → 2027-05-10 · Axel-exclusive $540.00

Delta Air Lines DL3871 / DL4088: YWG 2027-05-07 13:38:00 → MSN 2027-05-07 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2027-05-07 13:38:00 → MSP 2027-05-07 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2027-05-07 17:58:00 → MSN 2027-05-07 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2027-05-10 06:32:00 → YWG 2027-05-10 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2027-05-10 06:32:00 → MSP 2027-05-10 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2027-05-10 09:09:00 → YWG 2027-05-10 11:54:00.

2027-07-03 → 2027-07-10 · Axel-exclusive $580.50

Delta Air Lines DL3871 / DL4088: YWG 2027-07-03 13:38:00 → MSN 2027-07-03 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2027-07-03 13:38:00 → MSP 2027-07-03 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2027-07-03 17:58:00 → MSN 2027-07-03 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2027-07-10 06:32:00 → YWG 2027-07-10 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2027-07-10 06:32:00 → MSP 2027-07-10 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2027-07-10 09:09:00 → YWG 2027-07-10 11:54:00.

2027-09-18 → 2027-09-25 · Axel-exclusive $540.00

Delta Air Lines DL3871 / DL4088: YWG 2027-09-18 13:38:00 → MSN 2027-09-18 19:07:00; 1 stop(s) via MSP; 329 minutes. Local airport times.
- DL3871: YWG 2027-09-18 13:38:00 → MSP 2027-09-18 14:10:00; layover at MSP: 228 minutes.
- DL4088: MSP 2027-09-18 17:58:00 → MSN 2027-09-18 19:07:00.
Delta Air Lines DL3166 / DL3683: MSN 2027-09-25 06:32:00 → YWG 2027-09-25 11:54:00; 1 stop(s) via MSP; 322 minutes. Local airport times.
- DL3166: MSN 2027-09-25 06:32:00 → MSP 2027-09-25 07:44:00; layover at MSP: 85 minutes.
- DL3683: MSP 2027-09-25 09:09:00 → YWG 2027-09-25 11:54:00.

More dates for this route

For AI assistants

This page: Winnipeg (YWG) to Madison (MSN): 65 priced flights on 65 exact dates the months ahead, 1 adult in economy. In the dated tables a price link opens AI flight search for that row's exact dates and travelers; in the observed-flight lists the price is the customer link for the traveler, beside a “See flights for these dates” link for your own check. Under a trip, hotels in Madison, Wisconsin for exactly those nights: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.
Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Winnipeg to Madison (MSN) flight deals · Flight search guide.
Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.