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Cheap flights from Calgary to Milwaukee from C$ 694

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 29/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
7 Jan — 14 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap 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 8 December 2025.

Wed 10/127:30 a.m.YYC - MKE
2 stops25h 09mMultiple Airlines
Fri 12/1210:34 a.m.MKE - YYC
3 stops46h 16mMultiple Airlines
Deal found 7/12C$ 937
Wed 10/1212:45 p.m.YYC - MKE
2 stops18h 32mAmerican Airlines
Fri 12/123:23 p.m.MKE - YYC
1 stop21h 21mAmerican Airlines
Deal found 7/12C$ 974
Wed 10/122:13 p.m.YYC - MKE
2 stops19h 06mUnited Airlines
Fri 12/126:00 a.m.MKE - YYC
2 stops16h 53mUnited Airlines
Deal found 7/12C$ 1,047

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 8 December 2025.

Round-trip from

C$ 691

Popular in

January

Cheapest in

October

Average price

C$ 800
United Airlines
  • United Airlines
  • 29/1-2/2
  • 2 total stops
  • 36h 09m total
  • Calgary to Milwaukee
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 176 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 55 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 629,999 searches. Data last updated 8 December 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

Thu 29/1

6:15 a.m.-9:21 p.m.

1 stop14h 06m

Milwaukee-Mitchell

Mon 2/2

3:20 p.m.-11:35 a.m.

1 stop21h 15m

C$ 694

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 8/1

2:13 p.m.-9:21 p.m.

1 stop6h 08m

Milwaukee-Mitchell

Thu 15/1

4:05 p.m.-9:53 p.m.

1 stop6h 48m

C$ 717

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 8/1

7:00 a.m.-6:17 p.m.

2 stops10h 17m

Milwaukee-Mitchell

Thu 15/1

6:59 p.m.-4:15 p.m.

2 stops22h 16m

C$ 729

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 8/1

1:40 p.m.-6:26 p.m.

1 stop27h 46m

Milwaukee-Mitchell

Thu 15/1

12:07 p.m.-9:58 p.m.

1 stop10h 51m

C$ 732

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 8/1

9:30 a.m.-7:01 p.m.

1 stop32h 31m

Milwaukee-Mitchell

Thu 15/1

3:53 p.m.-5:15 p.m.

2 stops26h 22m

C$ 757

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

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$ 149). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 214). 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 8 December 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
3,193 reviews
Check prices

Boarding

7.4

Comfort

7.1

Entertainment

6.1

Crew

7.9

Food

6.2

Overall

7.2

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
3,193 reviews
WestJet
7.2
Good
3,193 reviews
Check prices

Boarding

7.4

Comfort

7.1

Entertainment

6.1

Crew

7.9

Food

6.2

Overall

7.2

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.

  • How long is the flight from Calgary to Milwaukee?

    Departing from Calgary to Milwaukee will take you 14h 06m. Calgary and Milwaukee are separated by a distance of 2161 km.

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

    WestJet, at C$ 501, was found to be the cheapest airline from Calgary to Milwaukee.. WestJet is currently priced 34% 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$ 149). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 214). 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 8 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 501AverageC$ 736FlexibilityNo 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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