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Cheap flights from Calgary to Milwaukee from C$ 296

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 17/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
19 Aug — 26 Aug1
1 adult

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 14 August 2025.

Round-trip from

C$ 758

One-way from

C$ 296

Popular in

January

Cheapest in

October

Average price

C$ 764
United Airlines
  • United Airlines
  • 16/12-31/12
  • 3 total stops
  • 29h 13m total
  • Calgary to Milwaukee
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17/9
  • 17/9
  • 1 total stop
  • 24h 20m total
  • Calgary to Milwaukee
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Highest demand for flights based on searches. 7% potential increase in price (C$ 80 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease (C$ 57 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 14 August 2025.

Tue 16/122:13 p.m.YYC - MKE
2 stops22h 31mUnited Airlines
Wed 31/124:11 p.m.MKE - YYC
1 stop6h 42mUnited Airlines
Deal found 12/8C$ 758
Sat 27/126:10 a.m.YYC - MKE
1 stop15h 05mUnited Airlines
Fri 2/16:30 a.m.MKE - YYC
1 stop6h 24mUnited Airlines
Deal found 13/8C$ 775
Tue 16/128:00 a.m.YYC - MKE
1 stop13h 56mAmerican Airlines
Wed 31/1211:03 a.m.MKE - YYC
1 stop11h 52mAmerican Airlines
Deal found 12/8C$ 789
Fri 15/812:47 p.m.YYC - MKE
2 stops19h 41mAmerican Airlines
Sat 23/89:58 a.m.MKE - YYC
1 stop14h 31mAmerican Airlines
Deal found 12/8C$ 797
Fri 26/1212:45 a.m.YYC - MKE
2 stops14h 33mWestJet
Fri 2/16:00 a.m.MKE - YYC
2 stops14h 15mWestJet
Deal found 12/8C$ 849
Thu 25/1212:15 a.m.YYC - MKE
2 stops11h 55mWestJet
Fri 2/111:10 a.m.MKE - YYC
2 stops9h 05mWestJet
Deal found 11/8C$ 859
Mon 15/1212:30 a.m.YYC - MKE
1 stop12h 14mDelta
Wed 31/127:00 a.m.MKE - YYC
2 stops13h 09mDelta
Deal found 12/8C$ 880
Fri 26/127:00 a.m.YYC - MKE
1 stop7h 05mDelta
Fri 2/111:10 a.m.MKE - YYC
2 stops9h 05mDelta
Deal found 11/8C$ 889

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 14 August 2025.
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 16/12

2:13 p.m.-1:44 p.m.

2 stops22h 31m

Milwaukee-Mitchell

Wed 31/12

4:11 p.m.-9:53 p.m.

1 stop6h 42m

C$ 758

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 27/12

6:10 a.m.-10:15 p.m.

1 stop15h 05m

Milwaukee-Mitchell

Fri 2/1

6:30 a.m.-11:54 a.m.

1 stop6h 24m

C$ 775

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Tue 16/12

8:00 a.m.-10:56 p.m.

1 stop13h 56m

Milwaukee-Mitchell

Wed 31/12

11:03 a.m.-9:55 p.m.

1 stop11h 52m

C$ 789

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 27/12

10:00 a.m.-10:22 a.m.

2 stops23h 22m

Milwaukee-Mitchell

Fri 2/1

11:10 a.m.-7:15 p.m.

2 stops9h 05m

C$ 849

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 25/12

12:15 a.m.-1:10 p.m.

2 stops11h 55m

Milwaukee-Mitchell

Fri 2/1

11:10 a.m.-7:15 p.m.

2 stops9h 05m

C$ 859

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 17/9

7:35 p.m.-8:55 p.m.

1 stop24h 20m

C$ 296

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Tue 16/9

12:20 a.m.-12:23 p.m.

2 stops11h 03m

C$ 487

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/8

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, January is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of C$ 341). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 484). 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?

What’s the top layover airport for flights from Calgary to Milwaukee?

Share of one-stop round-trip flights from Calgary to Milwaukee chosen by Cheapflights users in the past 12 months, using the same layover each way.

Denver (DEN) – chosen by Cheapflights users on 43% of one-stop itineraries from Calgary to Milwaukee on Cheapflights.

What’s the cheapest layover airport for flights from Calgary to Milwaukee?

Average round-trip fare for 1-stop flights from Calgary to Milwaukee, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Minneapolis (MSP) is the most affordable 1-stop option, with an average round-trip price of C$ 728.

What’s the fastest layover option from Calgary to Milwaukee?

Shortest average travel time for 1-stop one-way flights from Calgary to Milwaukee, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 6h 05m.

Which airport typically offers the quickest layover for flights from Calgary to Milwaukee?

Average layover duration for 1-stop one-way flights from Calgary to Milwaukee, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 09m.

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 14 August 2025.
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
3,015 reviews
Check prices

Crew

7.9

Comfort

7.0

Overall

7.2

Entertainment

6.1

Boarding

7.4

Food

6.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.
WestJet
7.2
Good
3,015 reviews
WestJet
7.2
Good
3,015 reviews
Check prices

Crew

7.9

Comfort

7.0

Overall

7.2

Entertainment

6.1

Boarding

7.4

Food

6.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.

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.

  • 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, January is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of C$ 341). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 484). 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 14 August 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 504AverageC$ 733FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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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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