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$276+ Cheap flights from Calgary (YYC) to Milwaukee (MKE)

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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Calgary to Milwaukee

Cheapest flights from Calgary to Milwaukee
Explore the most affordable flight options available from Calgary to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. 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 3/51:40 pm
YYC
-
MKE
1 stop21h 16m
American Airlines
Sun 3/153:05 pm
MKE
-
YYC
1 stop7h 51m
American Airlines
Deal found 1/28$451
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/41:05 am
YYC
-
MKE
2 stops33h 36m
Multiple Airlines
Sun 3/153:47 pm
MKE
-
YYC
1 stop27h 03m
Multiple Airlines
Deal found 1/28$495
This FlightHub deal was found by Cheapflights users on 1/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:15 am
YYC
-
MKE
1 stop23h 56m
WestJet
Sun 7/126:45 am
MKE
-
YYC
2 stops12h 55m
WestJet
Deal found 1/27$520
This FlightHub deal was found by Cheapflights users on 1/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:30 am
YYC
-
MKE
1 stop10h 46m
WestJet
Sat 2/286:15 am
MKE
-
YYC
2 stops8h 40m
WestJet
Deal found 1/27$528
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/147:35 pm
YYC
-
MKE
2 stops15h 01m
WestJet
Sat 3/214:09 pm
MKE
-
YYC
1 stop5h 36m
WestJet
Deal found 1/27$561
This FlightHub deal was found by Cheapflights users on 1/28. 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.
Thu 3/56:30 pm
YYC
-
MKE
2 stops17h 04m
WestJet
Sun 3/156:59 pm
MKE
-
YYC
2 stops25h 13m
WestJet
Deal found 1/28$567
This FlightHub deal was found by Cheapflights users on 1/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:30 am
YYC
-
MKE
1 stop10h 46m
WestJet
Sun 3/296:45 am
MKE
-
YYC
2 stops13h 43m
WestJet
Deal found 1/27$596
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:33 pm
YYC
-
MKE
1 stop8h 11m
United Airlines
Sat 2/284:10 pm
MKE
-
YYC
1 stop6h 43m
United Airlines
Deal found 1/27$604
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:40 am
YYC
-
MKE
2 stops15h 06m
Delta
Mon 2/91:18 pm
MKE
-
YYC
2 stops12h 25m
Delta
Deal found 1/27$612

Find flight deals from Calgary to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to Milwaukee (MKE). 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$451
(American Airlines)

One-way from

$276
(Delta)

Popular in

January

Cheapest in

October

Average price

$828
Provider with most accurate pricing for Calgary-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Milwaukee-Mitchell flights.
Search Deals
From Calgary to Milwaukee-Mitchell
Search Deals
One-way flight from Calgary to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($84 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Milwaukee 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 January 29, 2026.
Use the filters below to find and compare flights from Calgary to Milwaukee that are best for you.

Fly from

Calgary

Fly to

Milwaukee

Route

Depart

Return

Price

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 3/5

1:40 pm-11:56 am

1 stop21h 16m

Milwaukee-Mitchell

Sun 3/15

3:05 pm-9:56 pm

1 stop7h 51m

$451

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 3/4

1:05 am-11:41 am

2 stops33h 36m

Milwaukee-Mitchell

Sun 3/15

3:47 pm-5:50 pm

1 stop27h 03m

$495

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 7/8

10:15 am-11:11 am

1 stop23h 56m

Milwaukee-Mitchell

Sun 7/12

6:45 am-6:40 pm

2 stops12h 55m

$520

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 3/14

7:35 pm-11:36 am

2 stops15h 01m

Milwaukee-Mitchell

Sat 3/21

4:09 pm-8:45 pm

1 stop5h 36m

$561

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 3/5

6:30 pm-12:34 pm

2 stops17h 04m

Milwaukee-Mitchell

Sun 3/15

6:59 pm-7:12 pm

2 stops25h 13m

$567

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 2/26

12:15 am-12:34 pm

2 stops11h 19m

Milwaukee-Mitchell

Sat 2/28

6:40 am-12:43 am

2 stops19h 03m

$594

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 3/25

7:00 am-6:16 pm

2 stops10h 16m

Milwaukee-Mitchell

Sun 3/29

6:45 am-7:28 pm

2 stops13h 43m

$596

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 2/27

12:33 pm-9:44 pm

1 stop8h 11m

Milwaukee-Mitchell

Sat 2/28

4:10 pm-9:53 pm

1 stop6h 43m

$604

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 3/25

1:30 pm-7:49 am

1 stop17h 19m

Milwaukee-Mitchell

Sun 3/29

6:10 am-3:32 pm

2 stops10h 22m

$617

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 3/13

6:30 am-3:16 pm

1 stop7h 46m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 13 results
1
2
  • Most accurate provider: When it comes to deals on Calgary-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Calgary-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Calgary-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Calgary-Milwaukee 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 Calgary-Milwaukee 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 Calgary to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Calgary with our price prediction graph.
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 Calgary to Milwaukee

What is the cheapest month to book a flight from Calgary to Milwaukee?

Currently, April is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of $102). Flying from Calgary to Milwaukee in July is currently the most expensive (average of $155). 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 Calgary to Milwaukee?

Related info for your journey

Find useful and relevant information for your journey from Calgary to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Calgary to Milwaukee?

    American Airlines and WestJet can get you from Calgary to Milwaukee in just under 21h 16m. Your travel time can differ by up to 2h 40m. There are 1343 mi between Calgary and Milwaukee. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Calgary to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Calgary to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Milwaukee.

  • Can I find deals for business class flights from Calgary to Milwaukee?

    Yes. Cheapflights offers flight deals from Calgary to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Calgary to Milwaukee?

    Currently, April is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of $102). Flying from Calgary to Milwaukee in July is currently the most expensive (average of $155). 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.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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