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$100+ Cheap flights from Midway (MDW) to Calgary (YYC)

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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYC
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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Cheap flight deals from Midway to Calgary

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Calgary (YYC). 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 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(Delta)

One-way from

$106
(Delta)
Provider with most accurate pricing for Chicago Midway-Calgary flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Calgary flights.
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From Chicago Midway to Calgary
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One-way flight from Chicago Midway to Calgary
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Find flight deals from Midway to Calgary

Cheapest flights from Midway to Calgary
Explore the most affordable flight options available from Midway to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 22, 2025.

This Delta deal was found by Cheapflights users on 1/21. 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.
Wed 2/199:33 amMDW - YYC
2 stops12h 20mDelta
Wed 2/266:35 amYYC - MDW
1 stop5h 07mDelta
Deal found 1/21$259
This Mytrip deal was found by Cheapflights users on 1/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/75:35 pmMDW - YYC
1 stop16h 13mMultiple Airlines
Fri 4/117:30 pmYYC - MDW
1 stop15h 30mMultiple Airlines
Deal found 1/22$321
This Kissandfly.com deal was found by Cheapflights users on 1/21. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2010:19 amMDW - YYC
2 stops10h 21mWestJet
Thu 2/276:35 amYYC - MDW
1 stop5h 07mWestJet
Deal found 1/21$475
This Porter Airlines deal was found by Cheapflights users on 1/21. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1011:15 amMDW - YYC
2 stops10h 53mPorter Airlines
Mon 3/177:40 amYYC - MDW
2 stops32h 00mPorter Airlines
Deal found 1/21$592

Find flights from Midway to Calgary within your budget

Customize your flight search to find flights from Midway to Calgary 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 22, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 2/19

9:33 am-8:53 pm

2 stops12h 20m

Calgary

Wed 2/26

6:35 am-12:42 pm

1 stop5h 07m

$259

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 4/7

5:35 pm-8:48 am

1 stop16h 13m

Calgary

Fri 4/11

7:30 pm-12:00 pm

1 stop15h 30m

$321

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 2/20

10:19 am-7:40 pm

2 stops10h 21m

Calgary

Thu 2/27

6:35 am-12:42 pm

1 stop5h 07m

$475

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 3/20

11:15 am-9:37 pm

2 stops11h 22m

Calgary

Fri 3/28

7:40 am-12:00 pm

2 stops27h 20m

$592

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 5/1

1:16 pm-8:44 pm

1 stop8h 28m

$100

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sun 2/2

12:43 pm-10:55 pm

1 stop11h 12m

$175

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 3/20

11:15 am-11:40 am

1 stop25h 25m

$286

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 3/11

10:25 am-8:42 pm

1 stop11h 17m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Compare providers for flights from Midway to Calgary

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Calgary in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

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

Have a flexible travel schedule? Discover the best time to fly to Calgary from Midway 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.

Travel insights for flights from Midway to Calgary

Get recent, data-driven insights about flights from Midway to Calgary including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from MDW to YYC?

Find hourly flight availability from Midway to Calgary. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 22, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 51% on flights from Chicago Midway Airport to Calgary by exploring options for tickets in the morning.

Rainfall in Calgary by month

Plan your trip to Calgary by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Calgary ranges from 0.4 - 3.7 inches per month. June is typically the wettest month, when rainfall can reach 3.7 in. January is typically the driest time to visit Calgary when rainfall is around 0.4 in.

Temperature in Calgary by month

Plan your trip to Calgary by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Calgary, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 62.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Calgary

Get insights into the airlines that provide service to Calgary. 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 Calgary. Reviews last updated January 22, 2025.
Read through reviews of airlines operating flights from Chicago to Calgary, such as Delta and WestJet. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,514 reviews

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,514 reviews
Delta
8.0
Very good
8,514 reviews

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,514 reviews

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,514 reviews

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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

  • What airport do you fly into for flights to Calgary from Chicago Midway?

    Most people fly into Calgary (YYC) if they book a flight to Calgary from Chicago Midway. On average, Calgary has 0 inbound flights from Chicago Midway per day from 0 airlines. Calgary is conveniently located just 5.8 mi from Calgary’s city center.

  • What are the cheapest airlines flying from Chicago Midway Airport to Calgary round-trip?

    Delta, at $259, was found to be the cheapest airline from Chicago Midway Airport to Calgary.Alternate airlines to your destination round-trip include WestJet and Porter Airlines.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Calgary one-way?

    $106 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Porter Airlines and WestJet, with prices starting from $286 and $299, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Calgary 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 Chicago Midway Airport to Calgary?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Calgary (average of $300). Flying from Chicago Midway Airport to Calgary in March is currently the most expensive (average of $467). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Airdrie
Canmore

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