$230+ Cheap flights from Milwaukee (MKE) to Calgary (YYC)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — YYC
Aug 26 — Sep 21
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee 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
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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 Milwaukee to Calgary
Cheapest
Best
Last-minute
One-way
Cheapest flights from Milwaukee to CalgaryExplore the most affordable flight options available from Milwaukee to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.
Explore the most affordable flight options available from Milwaukee to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/206:00 am
MKE
- YYC
1 stop18h 42m
American Airlines
Mon 8/241:52 pm
YYC
- MKE
1 stop16h 57m
American Airlines
Deal found 7/26![American Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 7/23. 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 9/111:27 am
MKE
- YYC
1 stop13h 15m
American Airlines
Tue 9/87:00 am
YYC
- MKE
1 stop10h 30m
American Airlines
Deal found 7/23![American Airlines logo]()
$460
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/206:00 am
MKE
- YYC
1 stop18h 42m
American Airlines
Tue 8/256:45 am
YYC
- MKE
2 stops13h 15m
American Airlines
Deal found 7/26![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Mon 9/75:00 am
MKE
- YYC
1 stop19h 42m
American Airlines
Mon 9/141:51 pm
YYC
- MKE
1 stop17h 10m
American Airlines
Deal found 7/24![American Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 7/26. 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 9/151:18 pm
MKE
- YYC
1 stop11h 11m
American Airlines
Wed 9/231:51 pm
YYC
- MKE
1 stop17h 10m
American Airlines
Deal found 7/26![American Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Sun 9/65:16 am
MKE
- YYC
1 stop19h 26m
American Airlines
Fri 9/111:51 pm
YYC
- MKE
1 stop23h 25m
American Airlines
Deal found 7/25![American Airlines logo]()
$484
This United Airlines deal was found by Cheapflights users on 7/26. 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.
Tue 10/202:39 pm
MKE
- YYC
1 stop8h 09m
United Airlines
Wed 10/2112:30 pm
YYC
- MKE
1 stop7h 55m
United Airlines
Deal found 7/26![United Airlines logo]()
$515
This Justfly.com deal was found by Cheapflights users on 7/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:18 pm
MKE
- YYC
1 stop5h 42m
WestJet
Tue 9/87:00 am
YYC
- MKE
2 stops13h 09m
WestJet
Deal found 7/22![WestJet logo]()
$525
Best flights from Milwaukee to CalgaryDiscover carefully curated flight deals from Milwaukee to Calgary that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
Discover carefully curated flight deals from Milwaukee to Calgary that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/208:20 am
MKE
- YYC
1 stop16h 22m
American Airlines
Tue 8/257:00 am
YYC
- MKE
1 stop10h 18m
American Airlines
Deal found 7/26![American Airlines logo]()
$455
This United Airlines deal was found by Cheapflights users on 7/25. 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.
Tue 10/202:39 pm
MKE
- YYC
1 stop8h 09m
United Airlines
Wed 10/2112:30 pm
YYC
- MKE
1 stop9h 29m
United Airlines
Deal found 7/25![United Airlines logo]()
$515
This Justfly.com deal was found by Cheapflights users on 7/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:18 pm
MKE
- YYC
1 stop5h 42m
WestJet
Tue 9/87:00 am
YYC
- MKE
2 stops13h 09m
WestJet
Deal found 7/22![WestJet logo]()
$525
This American Airlines deal was found by Cheapflights users on 7/25. 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 9/151:18 pm
MKE
- YYC
1 stop11h 11m
American Airlines
Wed 9/231:51 pm
YYC
- MKE
1 stop17h 10m
American Airlines
Deal found 7/25![American Airlines logo]()
$483
This oojo deal was found by Cheapflights users on 7/25. 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.
Tue 9/153:59 pm
MKE
- YYC
2 stops9h 45m
WestJet
Tue 9/2212:50 am
YYC
- MKE
2 stops15h 17m
WestJet
Deal found 7/25![WestJet logo]()
$534
This American Airlines deal was found by Cheapflights users on 7/23. 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 9/122:48 pm
MKE
- YYC
1 stop9h 41m
American Airlines
Wed 9/166:45 am
YYC
- MKE
1 stop14h 03m
American Airlines
Deal found 7/23![American Airlines logo]()
$515
This American Airlines deal was found by Cheapflights users on 7/22. 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
MKE
- YYC
1 stop19h 42m
American Airlines
Tue 9/87:00 am
YYC
- MKE
1 stop13h 00m
American Airlines
Deal found 7/22![American Airlines logo]()
$515
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Sun 9/68:20 am
MKE
- YYC
1 stop16h 22m
American Airlines
Fri 9/116:45 am
YYC
- MKE
2 stops14h 09m
American Airlines
Deal found 7/25![American Airlines logo]()
$526
Last-minute flights from Milwaukee to CalgaryDiscover last-minute flight deals from Milwaukee to Calgary. Data last updated July 27, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Calgary. Data last updated July 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Mon 8/101:17 pm
MKE
- YYC
1 stop11h 25m
American Airlines
Mon 8/177:00 am
YYC
- MKE
1 stop23h 49m
American Airlines
Deal found 7/27![American Airlines logo]()
$596
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Wed 8/126:48 pm
MKE
- YYC
1 stop19h 09m
American Airlines
Sun 8/167:00 am
YYC
- MKE
1 stop23h 49m
American Airlines
Deal found 7/23![American Airlines logo]()
$582
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/156:48 pm
MKE
- YYC
2 stops18h 02m
American Airlines
Fri 8/211:52 pm
YYC
- MKE
1 stop16h 57m
American Airlines
Deal found 7/24![American Airlines logo]()
$620
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/152:42 pm
MKE
- YYC
2 stops22h 08m
American Airlines
Tue 8/1812:45 pm
YYC
- MKE
2 stops18h 04m
American Airlines
Deal found 7/24![American Airlines logo]()
$626
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Mon 8/1711:32 am
MKE
- YYC
1 stop13h 10m
American Airlines
Thu 8/207:00 am
YYC
- MKE
1 stop13h 00m
American Airlines
Deal found 7/24![American Airlines logo]()
$611
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/206:00 am
MKE
- YYC
1 stop18h 42m
American Airlines
Mon 8/241:52 pm
YYC
- MKE
1 stop16h 57m
American Airlines
Deal found 7/26![American Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/206:00 am
MKE
- YYC
1 stop18h 42m
American Airlines
Tue 8/256:45 am
YYC
- MKE
2 stops13h 15m
American Airlines
Deal found 7/26![American Airlines logo]()
$465
This FlightHub deal was found by Cheapflights users on 7/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:52 am
MKE
- YYC
1 stop10h 08m
WestJet
Fri 8/2811:00 am
YYC
- MKE
1 stop6h 08m
WestJet
Deal found 7/24![WestJet logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 7/25. 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.
Wed 8/267:02 am
MKE
- YYC
2 stops13h 53m
Multiple Airlines
Mon 8/3111:00 am
YYC
- MKE
1 stop6h 08m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$538
This oojo deal was found by Cheapflights users on 7/25. 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.
Wed 8/2612:18 pm
MKE
- YYC
2 stops8h 22m
WestJet
Mon 8/3111:50 pm
YYC
- MKE
2 stops11h 55m
WestJet
Deal found 7/25![WestJet logo]()
$564
One-way flights from Milwaukee to CalgarySearch for one-way flight options from Milwaukee to Calgary. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
Search for one-way flight options from Milwaukee to Calgary. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/23. 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 9/122:48 pm
MKE
- YYC
1 stop9h 41m
American Airlines
Deal found 7/23![American Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 11/98:03 pm
MKE
- YYC
2 stops41h 41m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$233
This Delta deal was found by Cheapflights users on 7/26. 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.
Tue 11/101:16 pm
MKE
- YYC
2 stops11h 01m
Delta
Deal found 7/26![Delta logo]()
$235
This American Airlines deal was found by Cheapflights users on 7/22. 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 10/177:45 am
MKE
- YYC
2 stops14h 59m
American Airlines
Deal found 7/22![American Airlines logo]()
$241
This deal was found by Cheapflights users on 7/25. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:20 pm
MKE
- YYC
1 stop9h 15m
United Airlines
Deal found 7/25![United Airlines logo]()
$259
This oojo deal was found by Cheapflights users on 7/23. 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.
Sat 9/126:30 am
MKE
- YYC
2 stops15h 10m
WestJet
Deal found 7/23![WestJet logo]()
$263
This Delta deal was found by Cheapflights users on 7/26. 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.
Thu 11/1210:16 am
MKE
- YYC
2 stops14h 01m
Delta
Deal found 7/26![Delta logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Sat 10/173:30 pm
MKE
- YYC
3 stops22h 30m
WestJet
Deal found 7/22![WestJet logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 11/128:03 pm
MKE
- YYC
3 stops45h 17m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Fri 11/138:03 pm
MKE
- YYC
3 stops38h 32m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 7/26. 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 11/115:00 am
MKE
- YYC
3 stops17h 53m
United Airlines
Deal found 7/26![United Airlines logo]()
$564
Find flight deals from Milwaukee to Calgary
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) 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 July 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $455 (American Airlines) |
One-way from | $230 (American Airlines) |
Popular in | May |
Cheapest in | March |
Average price | $884 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee 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 2,558,603 searches. Data last updated July 27, 2026.
Use the filters below to find and compare flights from Milwaukee to Calgary that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Thu 8/20
8:20 am-11:42 pm
1 stop16h 22m
Calgary
Tue 8/25
7:00 am-6:18 pm
1 stop10h 18m
$455
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Tue 9/15
1:18 pm-11:29 pm
1 stop11h 11m
Calgary
Wed 9/23
1:51 pm-8:01 am
1 stop17h 10m
$483
Quickest round-trip
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Tue 10/20
2:39 pm-9:48 pm
1 stop8h 09m
Calgary
Wed 10/21
12:30 pm-10:59 pm
1 stop9h 29m
$515
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Sat 9/12
2:48 pm-11:29 pm
1 stop9h 41m
Calgary
Wed 9/16
6:45 am-9:48 pm
1 stop14h 03m
$515
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Tue 9/1
5:00 am-11:42 pm
1 stop19h 42m
Calgary
Tue 9/8
7:00 am-9:00 pm
1 stop13h 00m
$515
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Tue 9/1
12:18 pm-5:00 pm
1 stop5h 42m
Calgary
Tue 9/8
7:00 am-9:09 pm
2 stops13h 09m
$525
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Sun 9/6
8:20 am-11:42 pm
1 stop16h 22m
Calgary
Fri 9/11
6:45 am-9:54 pm
2 stops14h 09m
$526
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Tue 9/15
3:59 pm-12:44 am
2 stops9h 45m
Calgary
Tue 9/22
12:50 am-5:07 pm
2 stops15h 17m
$534
Cheapest one-way
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Sat 9/12
2:48 pm-11:29 pm
1 stop9h 41m
$230
Quickest one-way
MilwaukeeCalgary
MKE - YYC
MKEYYC
Milwaukee-Mitchell
Wed 11/11
6:47 am-12:35 pm
1 stop5h 48m
$230
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from Milwaukee 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 Milwaukee to Calgary in July.
| 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 Milwaukee-Calgary flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Calgary flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Calgary flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-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 Milwaukee-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 Milwaukee to Calgary
Have a flexible travel schedule? Discover the best time to fly to Calgary from Milwaukee with our price prediction graph.
MKE-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 Milwaukee to Calgary
What is the cheapest month to book a flight from Milwaukee to Calgary?
Currently, March is the cheapest month in which you can book a flight from Milwaukee to Calgary (average of $298). Flying from Milwaukee to Calgary in May is currently the most expensive (average of $970). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Milwaukee to Calgary?
Airfare is below average for this route at the moment.
Milwaukee to Calgary flights typically cost between $755 and $1,050 in August.The cheapest round-trip price found within the last 5 days was $455 on American Airlines (Aug 20-Aug 24).
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 July 27, 2026.
Peruse reviews from past customers who have flown with Delta,WestJet, andAmerican Airlines from Milwaukee 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.
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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Top 3 airlines flying from Milwaukee to Calgary
Discover the top 3 airlines that operate flights from Milwaukee 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 2,558,603 searches. Data last updated July 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$264 | Average$868 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$286 | Average$664 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$358 | Average$660 | FlexibilityNo cancel fee | On-time71% |