$498+ Cheap flights from Madison (MSN) to Calgary (YYC)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYC
Sep 18 — Sep 251
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Calgary with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Madison to Calgary
Cheapest
Best
Last-minute
Cheapest flights from Madison to CalgaryExplore the most affordable flight options available from Madison to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 19, 2026.
Explore the most affordable flight options available from Madison to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:00 pm -
2 stops27h 05m
Thu 9/248:45 am -
1 stop9h 30m
Deal found 8/18![Multiple Airlines logo]()
$498
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:50 pm -
2 stops17h 10m
Thu 9/38:45 am -
1 stop9h 25m
Deal found 8/15![Multiple Airlines logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 pm -
1 stop19h 45m
Tue 9/297:00 am -
2 stops25h 53m
Deal found 8/17![Multiple Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop15h 42m
Tue 9/296:35 am -
1 stop15h 26m
Deal found 8/17![Delta logo]()
$580
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:28 pm -
1 stop22h 23m
Wed 10/211:51 pm -
1 stop17h 20m
Deal found 8/17![American Airlines logo]()
$585
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:00 am -
1 stop19h 29m
Mon 9/287:00 am -
1 stop16h 17m
Deal found 8/17![American Airlines logo]()
$602
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:00 am -
1 stop19h 29m
Sat 10/101:51 pm -
1 stop16h 55m
Deal found 8/19![American Airlines logo]()
$603
Best flights from Madison to CalgaryDiscover carefully curated flight deals from Madison to Calgary that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 19, 2026.
Discover carefully curated flight deals from Madison to Calgary that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:00 pm -
1 stop19h 45m
Thu 9/248:45 am -
1 stop9h 30m
Deal found 8/18![Multiple Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:10 am -
2 stops16h 34m
Wed 10/211:51 pm -
1 stop17h 20m
Deal found 8/17![American Airlines logo]()
$595
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:04 pm -
1 stop7h 31m
Wed 9/238:30 am -
1 stop5h 29m
Deal found 8/18![United Airlines logo]()
$619
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:00 am -
1 stop19h 29m
Sat 10/101:51 pm -
1 stop16h 55m
Deal found 8/19![American Airlines logo]()
$603
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:40 pm -
1 stop8h 08m
Sat 10/176:00 am -
1 stop6h 18m
Deal found 8/16![United Airlines logo]()
$619
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:49 am -
1 stop5h 39m
Tue 9/296:00 am -
1 stop6h 18m
Deal found 8/18![United Airlines logo]()
$619
Last-minute flights from Madison to CalgaryDiscover last-minute flight deals from Madison to Calgary. Data last updated August 19, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Calgary. Data last updated August 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:50 pm -
2 stops17h 10m
Thu 9/38:45 am -
1 stop9h 25m
Deal found 8/15![Multiple Airlines logo]()
$519
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:00 am -
1 stop19h 42m
Sat 9/51:52 pm -
1 stop18h 25m
Deal found 8/16![American Airlines logo]()
$609
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:00 pm -
2 stops27h 05m
Thu 9/248:45 am -
1 stop9h 30m
Deal found 8/18![Multiple Airlines logo]()
$498
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 pm -
1 stop19h 45m
Tue 9/297:00 am -
2 stops25h 53m
Deal found 8/17![Multiple Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:49 am -
1 stop5h 39m
Tue 9/296:00 am -
1 stop6h 18m
Deal found 8/17![United Airlines logo]()
$619
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 pm -
1 stop19h 45m
Mon 9/283:20 pm -
2 stops19h 15m
Deal found 8/17![Multiple Airlines logo]()
$628
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop15h 42m
Tue 9/296:35 am -
1 stop15h 26m
Deal found 8/17![Delta logo]()
$580
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:00 am -
1 stop19h 29m
Mon 9/287:00 am -
1 stop16h 17m
Deal found 8/17![American Airlines logo]()
$602
This oojo deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
2 stops19h 44m
Mon 9/2810:15 am -
1 stop11h 46m
Deal found 8/17![WestJet logo]()
$650
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:00 am -
1 stop7h 28m
Wed 10/712:30 pm -
1 stop7h 30m
Deal found 8/16![United Airlines logo]()
$648
Find flight deals from Madison to Calgary
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Calgary (YYC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $498 (Kiwi.com) |
Popular in | March |
Cheapest in | April |
Average price | $714 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Calgary that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 19, 2026.
Use the filters below to find and compare flights from Madison to Calgary that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonCalgary
MSN Madison Truax Field - YYC Calgary
MSNYYC
Madison Truax Field
Thu 9/17
8:00 pm-2:45 pm
1 stop19h 45m
Calgary
Thu 9/24
8:45 am-7:15 pm
1 stop9h 30m
$583
MadisonCalgary
MSN Madison Truax Field - YYC Calgary
MSNYYC
Madison Truax Field
Thu 10/15
6:10 am-9:44 pm
2 stops16h 34m
Calgary
Wed 10/21
1:51 pm-8:11 am
1 stop17h 20m
$595
MadisonCalgary
MSN Madison Truax Field - YYC Calgary
MSNYYC
Madison Truax Field
Sat 10/3
5:00 am-11:29 pm
1 stop19h 29m
Calgary
Sat 10/10
1:51 pm-7:46 am
1 stop16h 55m
$603
MadisonCalgary
MSN Madison Truax Field - YYC Calgary
MSNYYC
Madison Truax Field
Thu 9/17
4:04 pm-10:35 pm
1 stop7h 31m
Calgary
Wed 9/23
8:30 am-2:59 pm
1 stop5h 29m
$619
MadisonCalgary
MSN Madison Truax Field - YYC Calgary
MSNYYC
Madison Truax Field
Wed 10/14
2:40 pm-9:48 pm
1 stop8h 08m
Calgary
Sat 10/17
6:00 am-1:18 pm
1 stop6h 18m
$619
Quickest round-trip
MadisonCalgary
MSN Madison Truax Field - YYC Calgary
MSNYYC
Madison Truax Field
Thu 9/24
6:49 am-11:28 am
1 stop5h 39m
Calgary
Tue 9/29
6:00 am-1:18 pm
1 stop6h 18m
$619
Sorted by cheapest first
Compare providers for flights from Madison to Calgary
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Calgary in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-Calgary flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Calgary flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Calgary flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Calgary flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Calgary flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Madison to Calgary
Have a flexible travel schedule? Discover the best time to fly to Calgary from Madison with our price prediction graph.
MSN-YYC
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Madison to Calgary
Reviews of airlines servicing Calgary
Get insights into the airlines that provide service to Calgary. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Calgary. Reviews last updated August 19, 2026.
Peruse reviews from past customers who have flown with United Airlines,WestJet, andAmerican Airlines from Madison to Calgary to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.4
Comfort
7.3
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Overall
7.4
Comfort
7.3
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Overall
7.4
Comfort
7.3
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Overall
7.4
Comfort
7.3
Food
6.7
Crew
8.1
Boarding
7.7
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Related info for your journey
Find useful and relevant information for your journey from Madison to Calgary. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Calgary?
Book flights to Calgary if you plan to visit one of these locationsCanmore
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Other flights to Calgary
Explore flights to Calgary departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 19, 2026.
Complete your trip
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Madison and Calgary flights
Browse other Madison and Calgary flight options. Last updated on August 19, 2026.
Other flights from Madison
Browse through other flights departing from Madison. Flights are based on user searches made on Cheapflights and were last updated on August 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Madison to Calgary
Discover the top 3 airlines that operate flights from Madison to Calgary. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$262 | Average$742 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$596 | Average$695 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$637 | Average$687 | FlexibilityNo cancel fee | On-time60% |