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Cheap flights from Calgary to Milwaukee from C$ 334

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
21 Nov — 28 Nov1
1 adult
1 adult, Economy

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 22 October 2025.

Wed 19/1111:40 p.m.YYC - MKE
2 stops17h 22mMultiple Airlines
Wed 26/113:29 p.m.MKE - YYC
1 stop27h 21mMultiple Airlines
Deal found 21/10C$ 650
Wed 19/112:13 p.m.YYC - MKE
2 stops20h 11mUnited Airlines
Wed 26/112:45 p.m.MKE - YYC
2 stops24h 36mUnited Airlines
Deal found 21/10C$ 658
Wed 19/1112:41 p.m.YYC - MKE
1 stop8h 04mDelta
Wed 26/1112:12 p.m.MKE - YYC
1 stop9h 41mDelta
Deal found 21/10C$ 723
Sun 21/121:25 p.m.YYC - MKE
1 stop9h 34mMultiple Airlines
Sun 4/17:00 a.m.MKE - YYC
1 stop11h 50mMultiple Airlines
Deal found 21/10C$ 783
Mon 22/126:35 a.m.YYC - MKE
1 stop9h 08mDelta
Wed 31/124:04 p.m.MKE - YYC
1 stop6h 02mDelta
Deal found 21/10C$ 789
Mon 22/126:15 a.m.YYC - MKE
1 stop15h 00mUnited Airlines
Sat 3/14:11 p.m.MKE - YYC
1 stop6h 42mUnited Airlines
Deal found 21/10C$ 817

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 22 October 2025.

Round-trip from

C$ 650

One-way from

C$ 334

Popular in

January

Cheapest in

October

Average price

C$ 509
19/11-26/11
  • 19/11-26/11
  • 3 total stops
  • 44h 43m total
  • Calgary to Milwaukee
Search Deals
5/12
  • 5/12
  • 3 total stops
  • 35h 12m total
  • Calgary to Milwaukee
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 145 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 61 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 22 October 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

Wed 19/11

11:40 p.m.-6:02 p.m.

2 stops17h 22m

Milwaukee-Mitchell

Wed 26/11

3:29 p.m.-5:50 p.m.

1 stop27h 21m

C$ 650

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 19/11

2:13 p.m.-11:24 a.m.

2 stops20h 11m

Milwaukee-Mitchell

Wed 26/11

2:45 p.m.-2:21 p.m.

2 stops24h 36m

C$ 658

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 19/11

12:41 p.m.-9:45 p.m.

1 stop8h 04m

Milwaukee-Mitchell

Wed 26/11

12:12 p.m.-8:53 p.m.

1 stop9h 41m

C$ 723

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 15/4

12:30 p.m.-8:45 p.m.

1 stop7h 15m

Milwaukee-Mitchell

Sun 19/4

5:29 a.m.-11:54 a.m.

1 stop7h 25m

C$ 723

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Mon 22/12

7:50 a.m.-11:59 p.m.

2 stops15h 09m

Milwaukee-Mitchell

Sun 4/1

7:00 a.m.-5:50 p.m.

1 stop11h 50m

C$ 783

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sun 21/12

1:25 p.m.-11:59 p.m.

1 stop9h 34m

Milwaukee-Mitchell

Sun 4/1

7:00 a.m.-5:50 p.m.

1 stop11h 50m

C$ 783

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 5/12

9:45 p.m.-9:57 a.m.

3 stops35h 12m

C$ 334

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 27/2

6:35 a.m.-4:46 p.m.

1 stop9h 11m

C$ 399

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 4/12

12:15 a.m.-4:07 p.m.

2 stops14h 52m

C$ 512

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 27/2

6:55 p.m.-5:35 p.m.

3 stops21h 40m

C$ 643

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/10

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$ 152). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 219). 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 22 October 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
3,132 reviews
Check prices

Boarding

7.4

Comfort

7.1

Crew

7.9

Food

6.2

Entertainment

6.1

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
3,132 reviews
WestJet
7.2
Good
3,132 reviews
Check prices

Boarding

7.4

Comfort

7.1

Crew

7.9

Food

6.2

Entertainment

6.1

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 8h 04m. 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$ 509, 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$ 152). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 219). 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 22 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 509AverageC$ 746FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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

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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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