---
title: "CA $518 Cheap Flights from Winnipeg (YWG) to Madison (MSN)"
description: "Cheap Flights from Winnipeg (YWG) to Madison (MSN) start at CA $518 for one-way and CA $959 for round trip. Earn your airline miles on top of our rewards!"
canonical: "https://www.expedia.ca/lp/flights/ywg/msn/winnipeg-to-madison"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-15T09:37:26Z
---

# CA $518 Cheap Flights from Winnipeg (YWG) to Madison (MSN)
![A cityscape with a prominent government building, a river, and surrounding urban architecture.](https://images.trvl-media.com/place/5133133/fcbb3d18-9991-4f73-89c5-40448039f0b4.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

[View CA $518 flight on Thu, Apr 22, 2027](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:22/04/2027TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:517.63&airProductToken=AQpvCjYI1YIBEgQ1Mzk2GNg1IK4cKOOQqwMw8JGrAzhOQABYAWoKMV9iYXNpY2Vjb3IIVE5BNUEwQk4KNQjVggESAzYzMBiuHCDMbCiyk6sDMPKTqwM4TkAAWAFqCjFfYmFzaWNlY29yCFROQTVBMEJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw)

## Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Dane County Regional Airport (MSN)

[WestJet](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:29/11/2026TANYT&leg2=from:MSN,to:YWG,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}])

[United](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:29/11/2026TANYT&leg2=from:MSN,to:YWG,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}])

[American Airlines](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:29/11/2026TANYT&leg2=from:MSN,to:YWG,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}])

[Delta](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:29/11/2026TANYT&leg2=from:MSN,to:YWG,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}])

[Air Canada](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:29/11/2026TANYT&leg2=from:MSN,to:YWG,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}])

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Find the cheapest flights on Expedia from Winnipeg (YWG) to Madison (MSN). Flight ticket prices change frequently based on availability and demand. We send price‑drop alerts to make air travel simple and flexible. The lowest one-way fare found on Expedia for this route in the past 7 days starts at CA $518 for travel on April 22, 2027.

## Cheap Flights from Winnipeg to Madison (YWG-MSN)

Prices were available within the past 7 days and start at CA $518 for one-way flights and CA $959 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

[Select United flight, departing Sun, Dec 20 from Winnipeg to Madison, returning Sat, Dec 26, priced at CA $959 Found 2 days ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:20/12/2026TANYT&leg2=from:MSN,to:YWG,departure:26/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:958.94&airProductToken=AQpsCjQI1YIBEgQ1NDg2GNg1IINpKPCmoAMwm6igAzhOQABYAWoIRUNPQkFTSUNyCFROQTVBMEJOCjQI1YIBEgQxODk0GINpIMxsKL6roAMwvqygAzhOQAFYAWoIRUNPQkFTSUNyCFROQTVBMEJOCmwKNAjVggESBDUzMDcYzGwgrhwolumgAzDq6aADOE5AAFgBaghFQ09CQVNJQ3IIVE5BNUEwQk4KNAjVggESBDU0NzUYrhwg2DUogOugAzCs7KADOE5AAVgBaghFQ09CQVNJQ3IIVE5BNUEwQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB)

Sun, Dec 20 - Sat, Dec 26 · YWG · MSN · Roundtrip

[Select United flight, departing Thu, Apr 22 from Winnipeg to Madison, returning Sun, May 2, priced at CA $973 Found 3 days ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:22/04/2027TANYT&leg2=from:MSN,to:YWG,departure:02/05/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:972.16&airProductToken=AQpvCjYI1YIBEgQ1Mzk2GNg1IK4cKOOQqwMw8JGrAzhOQABYAWoKMV9iYXNpY2Vjb3IIVE5BNUEwQk4KNQjVggESAzYzMBiuHCDMbCiyk6sDMPKTqwM4TkAAWAFqCjFfYmFzaWNlY29yCFROQTVBMEJOCnAKNgjVggESBDU5MDIYzGwgrhwo-PyrAzDG%5FasDOE5AAFgBagoxX2Jhc2ljZWNvcghUTkE1QTBCTgo2CNWCARIENTQ3NRiuHCDYNSj3%5FqsDMIeArAM4TkAAWAFqCjFfYmFzaWNlY29yCFROQTVBMEJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw)

Thu, Apr 22 - Sun, May 2 · YWG · MSN · Roundtrip

[Select Delta flight, departing Thu, Jun 10 from Winnipeg to Madison, returning Mon, Jun 14, priced at CA $981 Found 16 hours ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:10/06/2027TANYT&leg2=from:MSN,to:YWG,departure:14/06/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:980.97&airProductToken=AQpuCjUIxJgBEgQzNTI2GNg1IMx8KOK4rwMwwbmvAzhFQABYAWoJTUFJTkJBU0lDcghWQVdOQTBCUQo1CMSYARIEMTU5ORjMfCDMbCjKu68DMIu8rwM4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQlEKbgo1CMSYARIEMzE2NhjMbCDMfCij4a8DMOvhrwM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQlEKNQjEmAESBDM2ODMYzHwg2DUo1-KvAzC7468DOEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ)

Thu, Jun 10 - Mon, Jun 14 · YWG · MSN · Roundtrip

[Select Delta flight, departing Sun, Jun 13 from Winnipeg to Madison, returning Thu, Jun 17, priced at CA $991 Found 2 days ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:13/06/2027TANYT&leg2=from:MSN,to:YWG,departure:17/06/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:990.44&airProductToken=AQpuCjUIxJgBEgQzNTI2GNg1IMx8KMLarwMwoduvAzhFQABYAWoJTUFJTkJBU0lDcghYQVdPQTBCUQo1CMSYARIEMzUwMhjMfCDMbCiy3K8DMPjcrwM4RUABWAFqCU1BSU5CQVNJQ3IIWEFXT0EwQlEKbgo1CMSYARIEMzE2NhjMbCDMfCiDg7ADMMuDsAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQlEKNQjEmAESBDM2ODMYzHwg2DUot4SwAzCbhbADOEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ)

Sun, Jun 13 - Thu, Jun 17 · YWG · MSN · Roundtrip

[Select United flight, departing Tue, Dec 22 from Winnipeg to Madison, returning Sun, Jan 3, priced at CA $995 Found 14 hours ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:22/12/2026TANYT&leg2=from:MSN,to:YWG,departure:03/01/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:994.46&airProductToken=AQpvCjYI1YIBEgQ1NjM5GNg1IK4cKP-%5FoAMwpsGgAzhOQABYAWoKMV9iYXNpY2Vjb3IIVE5BNUEwQk4KNQjVggESAzYzMBiuHCDMbCj1wqADMLzDoAM4TkAAWAFqCjFfYmFzaWNlY29yCFROQTVBMEJOCnAKNgjVggESBDE3NTYYzGwgrhwozMOhAzCfxKEDOE5AAFgBagoxX2Jhc2ljZWNvcghUTkE1QTBCTgo2CNWCARIENTQ3NRiuHCDYNSiAxaEDMKzGoQM4TkAAWAFqCjFfYmFzaWNlY29yCFROQTVBMEJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw)

Tue, Dec 22 - Sun, Jan 3 · YWG · MSN · Roundtrip

[Select United flight, departing Sun, Dec 20 from Winnipeg to Madison, returning Sat, Dec 26, priced at CA $995 Found 2 days ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:20/12/2026TANYT&leg2=from:MSN,to:YWG,departure:26/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:994.98&airProductToken=AQpvCjYI1YIBEgQ1NjM5GNg1IK4cKL-poAMw5qqgAzhOQABYAWoKMV9iYXNpY2Vjb3IIU05BNUEwQk4KNQjVggESAzYzMBiuHCDMbCi1rKADMPysoAM4TkAAWAFqCjFfYmFzaWNlY29yCFNOQTVBMEJOCnAKNgjVggESBDIzMTQYzGwgrhwo1OigAzCn6aADOE5AAFgBagoxX2Jhc2ljZWNvcghUTkE1QTBCTgo2CNWCARIENTQ3NRiuHCDYNSiA66ADMKzsoAM4TkAAWAFqCjFfYmFzaWNlY29yCFROQTVBMEJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw)

Sun, Dec 20 - Sat, Dec 26 · YWG · MSN · Roundtrip

[Select Delta flight, departing Mon, Dec 7 from Winnipeg to Madison, returning Sun, Dec 13, priced at CA $1,001 Found 3 days ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:07/12/2026TANYT&leg2=from:MSN,to:YWG,departure:13/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:1000.62&airProductToken=AQpuCjUIxJgBEgQzNjYwGNg1IMx8KI2TnwMw-5OfAzhFQABYAWoJTUFJTkJBU0lDcghYQVZOQTBCUQo1CMSYARIENDkyMxjMfCDMbCjilJ8DMLOVnwM4RUABWAFqCU1BSU5CQVNJQ3IIWEFWTkEwQlEKbgo1CMSYARIEMzE2NhjMbCDMfCiQ158DMNjXnwM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQlEKNQjEmAESBDM2ODMYzHwg2DUojtifAzD%5F2J8DOEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ)

Mon, Dec 7 - Sun, Dec 13 · YWG · MSN · Roundtrip

[Select American Airlines flight, departing Wed, Nov 25 from Winnipeg to Madison, returning Sat, Dec 12, priced at CA $1,028 Found 3 days ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:25/11/2026TANYT&leg2=from:MSN,to:YWG,departure:12/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:1027.48&airProductToken=AQpoCiEIwYIBEgQ5MTY5GNg1IJjOASiwjJ4DMMmNngM4TkAAWAEKIQjBggESBDY0ODgYmM4BIK4cKM2OngMw3o-eAzhOQAFYAQogCMGCARIENDA4MRiuHCDMbCiFkJ4DMMuQngM4TkABWAEKaAogCMGCARIENDcxNxjMbCCuHCitzp8DMPnOnwM4TkAAWAEKIQjBggESBDM2MTAYrhwgmM4BKOLPnwMw09CfAzhOQAFYAQohCMGCARIEOTEwMhiYzgEg2DUo5tGfAzCN058DOE5AAVgBEgoIARABGAEqAkFBGAEiBAgBEAEoCCgEMAE)

Wed, Nov 25 - Sat, Dec 12 · YWG · MSN · Roundtrip

[Select Air Canada flight, departing Tue, May 25 from Winnipeg to Madison, returning Fri, May 28, priced at CA $1,119 Found 2 days ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:25/05/2027TANYT&leg2=from:MSN,to:YWG,departure:28/05/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:1118.04&airProductToken=AQq7AQo0CMGGARIDMjU2GNg1IJjOASjY%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)

Tue, May 25 - Fri, May 28 · YWG · MSN · Roundtrip

[Select WestJet flight, departing Wed, Apr 14 from Winnipeg to Madison, returning Fri, Apr 16, priced at CA $1,194 Found 3 days ago](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:14/04/2027TANYT&leg2=from:MSN,to:YWG,departure:16/04/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:1193.81&airProductToken=AQp-Cj0I16YBEgQ2MzM2GNg1IMx8KJezqgMw-7OqAzhMQABYAWoFRUNPTk9yCExPVUQwWkVTegoIxJgBEgQ2MzM2Cj0I16YBEgQ3MDMwGMx8IMxsKK20qgMw87SqAzhMQAFYAWoFRUNPTk9yCExPVUQwWkVTegoIxJgBEgQ3MDMwCn4KPQjXpgESBDY5MjMYzGwgzHwow8mqAzCLyqoDOExAAFgBagVFQ09OT3IITE9VRDBaRVN6CgjEmAESBDY5MjMKPQjXpgESBDYzMjEYzHwg2DUo98qqAzDby6oDOExAAVgBagVFQ09OT3IITE9VRDBaRVN6CgjEmAESBDYzMjESCggBEAEYASoCV1MYASIECAEQASgCKAMoBDAB)

Wed, Apr 14 - Fri, Apr 16 · YWG · MSN · Roundtrip

## Alternative airports near Madison

Prices were available within the past 7 days. Prices and availability are subject to change.

[Select flight to Dane County Regional MSN. Cheapest and Closest option available. Average driving time to city centre is 11 minutes. Flights from CA $1,222](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:MSN,departure:29/11/2026TANYT&leg2=from:MSN,to:YWG,departure:18/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

11 min

## Book with confidence

### Winnipeg to Madison Flights

#### The easy way to book your flights from Winnipeg to Madison

With Expedia, it’s simple to find and book flights to Madison from Winnipeg whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 5 airlines that cover this route. There are nonstop flights to Dane County Regional, too.

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Winnipeg to Madison today, tomorrow, or this week.

#### Save dollars with cheap flights from Winnipeg James Armstrong Richardson Intl., YWG to Dane County Regional, MSN

Sort your search results by price to find great deals on your flight from Winnipeg to Madison—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Madison from Winnipeg currently is just CA $959 rising to CA $1,194\.

Here are more money-saving tips:

- Fly in December when flight prices are normally at their lowest
- Book about a month to 6 weeks before you travel for the best prices to Madison
- Avoid peak season and weekends when flights can cost more
- Early morning and late-night flights are sometimes cheaper, so try varying your travel times
- One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!

#### Reasons to choose Expedia for your flight to Madison from Winnipeg

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Madison with Expedia today.

## Frequently Asked Questions

### How much does a flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional) cost?

You can find cheap one-way flights from CA $518 and cheap return flights CA $959 YWG to MSN with Expedia. One-way flights typically cost between CA$304 and CA$993, and return flights often range between CA$828 and CA$2125\. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when YWG to MSN ticket fares go up or down.

### What is the cheapest month to fly from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

The cheapest months to fly from YWG to MSN are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.

### Which airlines fly direct from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

Enter YWG to MSN and your travel dates, then apply the 'Nonstop' filter to see only direct flights.

### What is the cheapest airline that flies from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

Porter Airlines is one of the cheapest airlines offering connecting return flights from Winnipeg James Armstrong Richardson Intl. (YWG) to Madison, WI (MSN-Dane County Regional), with tickets starting from around CA$1117 for flights that can be booked for departure within the next year. These flights typically include a layover in Pearson Intl. (YYZ). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

### How do I find cheap flights from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

To find a cheap flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up [Price Tracking](https://www.expedia.ca/why/price-tracking) and receive alerts when fares go up or down.

### What is the best time to fly from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

### How many flights per day from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

There are approximately 18 connecting flights per day from Winnipeg James Armstrong Richardson Intl. (YWG) to Dane County Regional (MSN). Some common connection points include Pearson Intl. (YYZ), O'Hare Intl. (ORD), and Minneapolis - St. Paul Intl. (MSP).

### What is the earliest flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

The earliest flight from Winnipeg James Armstrong Richardson Intl. (YWG) to Madison, WI (MSN-Dane County Regional) typically departs around 5:00 AM. This service is offered by Air Canada and United. This is a seasonal service, active only in September. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

### What day of the week has the most flights from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

You'll typically find the most flights from Winnipeg James Armstrong Richardson Intl. (YWG) to Madison, WI (MSN-Dane County Regional) on a Wednesday, with around 23 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Air Canada, Delta, and WestJet. Flight schedules are fairly consistent throughout the week, so you'll have plenty of options regardless of your travel day.

### What are the most popular departure times for flights from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

The most popular departure times for flights from Winnipeg James Armstrong Richardson Intl. (YWG) to Dane County Regional (MSN) are in the early morning, from 6am to 9am. Many major carriers, including United, Air Canada and WestJet, offer flights during this window. Many travelers prefer this because it allows for an early start to your travel day, getting you to your destination with plenty of time left.

### How long does it take to fly from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

There are no nonstop flights from Winnipeg James Armstrong Richardson Intl. (YWG) to Madison, WI (MSN-Dane County Regional). For this route, which covers a distance of about 964 kilometres (599 miles), flights with one stop typically take around 4 hours 48 minutes. Flights with two or more stops usually take longer, averaging about 12 hours. Keep in mind that actual travel times can vary depending on your specific routing, layover durations, and factors like wind patterns.

### Can you fly business or first class from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

Yes, you can fly business class or first class between YWG and MSN. Airlines that offer business class service on this route include:

- Air Canada
- United

First class cabins are available on United and Delta.

### How do I earn miles on a Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional) flight with Expedia?

It's easy to earn miles on a Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of [One Key™](https://www.expedia.ca/welcome-one-key), you can also earn OneKeyCash™\* on top of your airline miles when you book with Expedia.

\*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

### What airports do you fly into for Madison, WI (MSN) from Winnipeg, MB (YWG)?

If you're planning to travel to Madison from Winnipeg James Armstrong Richardson Intl. (YWG), you can fly directly into Dane County Regional (MSN) which offers international flights and connections. Some flights may connect through major hubs like Pearson Intl. (YYZ), Pierre Elliott Trudeau Intl. (YUL), or Calgary Intl. (YYC) before reaching Madison. Compare routes and airports on Expedia to find the best flight options for your travel plans.

### Is it cheaper to buy a plane ticket from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional) at the last minute?

Typically, booking a last minute flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

### Is it cheaper to book a Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional) flight and hotel package?

Securing a Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional) [flight and hotel package](https://www.expedia.ca/madison.d602704.destination-travel-guides) is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

### Can I cancel or change the date of my flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional)?

If you booked your Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Madison, WI (MSN-Dane County Regional) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in [your itinerary](https://www.expedia.ca/trips) or confirmation email. Or, head to our [Customer Service portal](https://www.expedia.ca/helpcenter/) if you'd like more information.

## Travel information

| Origin airport      | Winnipeg James Armstrong Richardson Intl. Airport     |
| ------------------- | ----------------------------------------------------- |
| Destination airport | Dane County Regional Airport                          |
| Distance            | 963 km away                                           |
| Airlines serving    | WestJet, United, American Airlines, Delta, Air Canada |
| Popular airline     | WestJet                                               |
| Roundtrip price     | CA $959                                               |

## Explore a world of travel with Expedia

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- [Burke Vacations](https://www.expedia.ca/Burke.d6340773.Destination-Travel-Guides)
- [Madison Vacations](https://www.expedia.ca/Madison.d602704.Destination-Travel-Guides)
- [Visit Eagle Heights Assembly](https://www.expedia.ca/Madison-Eagle-Heights-Assembly.dx553248635976477152)
- [Rental cars Dane County Regional airport](https://www.expedia.ca/Car-Rentals-In-Dane-County-Regional.d5133133.Car-Rental-Guide)
- [Car rentals near Madison](https://www.expedia.ca/Car-Rentals-In-Madison.d602704.Car-Rental-Guide)
- [Madison Vacation Rentals](https://www.expedia.ca/Madison-Vacation-Rentals.d602704.Travel-Guide-VacationRentals)
- [Things to do in Madison](https://www.expedia.ca/Things-To-Do-In-Madison.d602704.Travel-Guide-Activities)

\*Available to Expedia members.

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