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Cheap flights from Calgary to Milwaukee from C$ 374

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 27/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap 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 15 January 2026.

Round-trip from

C$ 563

One-way from

C$ 374

Popular in

January

Cheapest in

October

Average price

C$ 1,151
American Airlines
  • American Airlines
  • 3/3-17/3
  • 2 total stops
  • 36h 16m total
  • Calgary to Milwaukee
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Delta
  • Delta
  • 27/2
  • 2 total stops
  • 15h 07m total
  • Calgary to Milwaukee
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Highest demand for flights based on searches. 12% potential increase in price (C$ 156 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease (C$ 59 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Calgary to Milwaukee

Enter your travel dates to find the best prices.

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 15 January 2026.

Tue 3/31:40 p.m.
YYC
-
MKE
1 stop25h 11m
American Airlines
Tue 17/311:51 a.m.
MKE
-
YYC
1 stop11h 05m
American Airlines
Deal found 14/1C$ 563
Sat 16/51:35 p.m.
YYC
-
MKE
1 stop8h 37m
American Airlines
Tue 19/55:00 a.m.
MKE
-
YYC
1 stop8h 54m
American Airlines
Deal found 13/1C$ 627
Tue 3/36:30 a.m.
YYC
-
MKE
2 stops12h 51m
Delta
Tue 17/33:59 p.m.
MKE
-
YYC
1 stop5h 46m
Delta
Deal found 14/1C$ 648
Sat 16/56:35 a.m.
YYC
-
MKE
1 stop6h 36m
Delta
Tue 19/512:00 p.m.
MKE
-
YYC
2 stops12h 06m
Delta
Deal found 13/1C$ 668
Mon 16/27:00 a.m.
YYC
-
MKE
2 stops14h 57m
American Airlines
Mon 2/34:47 p.m.
MKE
-
YYC
1 stop21h 13m
American Airlines
Deal found 14/1C$ 705
Mon 26/17:40 a.m.
YYC
-
MKE
2 stops15h 06m
Delta
Thu 29/111:03 a.m.
MKE
-
YYC
2 stops12h 59m
Delta
Deal found 15/1C$ 752
Mon 16/27:00 a.m.
YYC
-
MKE
2 stops10h 13m
Delta
Mon 2/31:21 p.m.
MKE
-
YYC
2 stops10h 44m
Delta
Deal found 14/1C$ 762
Wed 25/36:45 a.m.
YYC
-
MKE
1 stop10h 31m
WestJet
Sun 29/310:44 a.m.
MKE
-
YYC
2 stops33h 22m
WestJet
Deal found 15/1C$ 784
Wed 25/32:13 p.m.
YYC
-
MKE
2 stops21h 22m
United Airlines
Sun 29/37:50 a.m.
MKE
-
YYC
1 stop28h 42m
United Airlines
Deal found 13/1C$ 813
Mon 23/36:45 a.m.
YYC
-
MKE
1 stop7h 31m
Delta
Fri 27/36:43 a.m.
MKE
-
YYC
2 stops13h 29m
Delta
Deal found 14/1C$ 814

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 629,999 searches. Data last updated 15 January 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

Tue 3/3

1:40 p.m.-3:51 p.m.

1 stop25h 11m

Milwaukee-Mitchell

Tue 17/3

11:51 a.m.-9:56 p.m.

1 stop11h 05m

C$ 563

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 16/5

1:35 p.m.-11:12 p.m.

1 stop8h 37m

Milwaukee-Mitchell

Tue 19/5

5:00 a.m.-12:54 p.m.

1 stop8h 54m

C$ 627

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Tue 3/3

6:30 a.m.-8:21 p.m.

2 stops12h 51m

Milwaukee-Mitchell

Tue 17/3

12:16 p.m.-11:02 p.m.

2 stops11h 46m

C$ 648

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 16/5

6:35 a.m.-2:11 p.m.

1 stop6h 36m

Milwaukee-Mitchell

Tue 19/5

12:00 p.m.-11:06 p.m.

2 stops12h 06m

C$ 668

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Mon 16/2

7:00 a.m.-10:57 p.m.

2 stops14h 57m

Milwaukee-Mitchell

Mon 2/3

4:47 p.m.-1:00 p.m.

1 stop21h 13m

C$ 705

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Mon 26/1

7:40 a.m.-11:46 p.m.

2 stops15h 06m

Milwaukee-Mitchell

Thu 29/1

11:03 a.m.-11:02 p.m.

2 stops12h 59m

C$ 752

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Mon 16/2

7:00 a.m.-6:13 p.m.

2 stops10h 13m

Milwaukee-Mitchell

Mon 2/3

1:21 p.m.-11:05 p.m.

2 stops10h 44m

C$ 762

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 25/3

6:45 a.m.-6:16 p.m.

1 stop10h 31m

Milwaukee-Mitchell

Sun 29/3

10:44 a.m.-7:06 p.m.

2 stops33h 22m

C$ 784

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 25/3

2:13 p.m.-12:35 p.m.

2 stops21h 22m

Milwaukee-Mitchell

Sun 29/3

7:50 a.m.-11:32 a.m.

1 stop28h 42m

C$ 813

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 27/2

7:40 a.m.-11:47 p.m.

2 stops15h 07m

C$ 374

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

Showing 1-10 of 14 results
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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 C$ 150). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 215). 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.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated 15 January 2026.
Check out reviews from past customers who have flown with WestJet from Calgary to Milwaukee 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.
WestJet
7.2
Good
3,244 reviews
Check prices

Boarding

7.4

Crew

7.9

Food

6.2

Entertainment

6.1

Comfort

7.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,244 reviews
WestJet
7.2
Good
3,244 reviews
Check prices

Boarding

7.4

Crew

7.9

Food

6.2

Entertainment

6.1

Comfort

7.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

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?

    Departing from Calgary to Milwaukee will take you 12h 51m. Calgary and Milwaukee are separated by a distance of 2161 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What is the cheapest airline to fly from Calgary to Milwaukee round-trip?

    WestJet, at C$ 504, was found to be the cheapest airline from Calgary to Milwaukee.. WestJet is currently priced 35% below the average price you’ll pay for this route.

  • 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 C$ 150). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 215). 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

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Calgary to Milwaukee

Discover the top airline that operate flights from Calgary to Milwaukee. 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 629,999 searches. Data last updated 15 January 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 504AverageC$ 752FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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How does Cheapflights help users find flights from Calgary to Milwaukee?

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Can Cheapflights find flights from Calgary to Milwaukee with no change fees?

Need flexible booking options for your flight to Milwaukee from Calgary? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Calgary to Milwaukee become cheaper?

Yes! Start tracking prices for Calgary to Milwaukee flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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