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MDW - YYC

$99 Find Cheap Flights from Chicago Midway Airport to Calgary

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Calgary departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
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Search hundreds of travel sites at once for deals on flights to Calgary

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Calgary, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Calgary, as well as popular online travel agencies
In the last 7 days travelers have searched 46,646,933 times on KAYAK, and here is why:

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Cheap Flight Deals from Chicago Midway Airport to Calgary (MDW-YYC)

 
These are the cheapest deals for flights from Midway to Calgary currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Midway to Calgary

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Calgary.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
1:26 pm - 8:53 pmMDW-YYC
8h 27m1 stop
6:35 am - 5:47 pmYYC-MDW
10h 12m1 stop
$250Delta
Find Deal
Mon, Jan 20 - Fri, Jan 24
12:43 pm - 10:55 pmMDW-YYC
11h 12m1 stop
9:55 am - 7:06 pmYYC-MDW
8h 11m1 stop
$256
Find Deal
Sun, Jan 19 - Wed, Jan 29
12:43 pm - 10:55 pmMDW-YYC
11h 12m1 stop
9:45 pm - 11:54 amYYC-MDW
13h 09m2 stops
$258
Find Deal
Sun, Jan 19 - Thu, Jan 23
9:34 am - 8:53 pmMDW-YYC
12h 19m2 stops
6:35 am - 5:47 pmYYC-MDW
10h 12m1 stop
$259Delta
Find Deal
Wed, Jan 8 - Wed, Jan 15
12:43 pm - 10:55 pmMDW-YYC
11h 12m1 stop
12:30 am - 11:54 amYYC-MDW
10h 24m1 stop
$261
Find Deal
Sun, Jan 19 - Thu, Jan 23
9:34 am - 8:53 pmMDW-YYC
12h 19m2 stops
6:35 am - 6:14 pmYYC-MDW
10h 39m2 stops
$264Delta
Find Deal
Wed, Jan 8 - Tue, Jan 14
9:30 am - 10:30 amMDW-YYC
26h 00m3 stops
1:15 pm - 6:32 pmYYC-MDW
28h 17m2 stops
$573WestJet
Find Deal
Wed, Dec 4 - Wed, Dec 11
9:30 am - 9:06 amMDW-YYC
24h 36m2 stops
1:15 pm - 6:32 pmYYC-MDW
28h 17m2 stops
$577WestJet
Find Deal
Wed, Dec 4 - Wed, Dec 11
1:05 pm - 11:30 pmMDW-YYC
11h 25m1 stop
4:20 pm - 12:10 pmYYC-MDW
18h 50m1 stop
$615Porter Airlines
Find Deal
Fri, Jan 17 - Fri, Jan 24
11:25 am - 9:36 pmMDW-YYC
11h 11m2 stops
7:40 am - 11:10 amYYC-MDW
26h 30m2 stops
$622Porter Airlines
Find Deal
Thu, Dec 12 - Thu, Dec 19

Flights from Midway to Calgary - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Calgary to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago Midway Airport to Calgary?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Calgary, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Calgary is September, where tickets cost $284 on average. On the other hand, the most expensive months are December and March, where the average cost of tickets is $581 and $403 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Calgary?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Calgary, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Calgary, you should book around 4 days before departure. For the absolute cheapest price, our data suggests you should book 97 days before departure.

Good to know

Cheapest flight

$99
Flight from Chicago Midway Airport to Calgary

When to book flights from Midway to Calgary

Are your dates flexible? Find out the best times to travel from Midway to Calgary based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Calgary flights

  • What is the cheapest flight from Chicago Midway Airport to Calgary?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Calgary was $99 for a one-way ticket and $250 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Calgary?

    Yes, you’ll need a passport to travel to Calgary from Chicago Midway Airport.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Calgary?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Calgary?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Calgary.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Calgary?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Calgary.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Calgary?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Calgary from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Calgary?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Calgary with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and YYC can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Calgary?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Calgary from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Chicago to Calgary

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Calgary found on KAYAK in the last 72 hours.
1/11Sat
1 stopDelta
10h 34mMDW-YYC
$99
1/11Sat
2 stopsDelta
12h 19mMDW-YYC
$104
12/17Tue
1 stop
8h 44mMDW-YYC
$112
12/11Wed
2 stopsDelta
12h 08mMDW-YYC
$127
2/25Tue
1 stopDelta
8h 20mMDW-YYC
$140
2/25Tue
3 stops
34h 16mMDW-YYC
$175
3/25Tue
2 stopsDelta
12h 32mMDW-YYC
$184
12/26Thu
1 stopPorter Airlines
13h 08mMDW-YYC
$401
12/1Sun
1 stopWestJet
8h 21mMDW-YYC
$581
1/5Sun
1 stopWestJet
28h 23mMDW-YYC
$594

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Last minute flights from Midway to Calgary

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Calgary that are departing in the next 10 days.
11/25Mon
multi-stop
14h 55mMDW-YYC
11/27Wed
multi-stop
18h 09mYYC-MDW
$569
11/25Mon
multi-stopDelta
12h 04mMDW-YYC
11/29Fri
multi-stopDelta
13h 46mYYC-MDW
$595
11/25Mon
multi-stop
14h 55mMDW-YYC
11/29Fri
multi-stop
12h 51mYYC-MDW
$648
11/25Mon
multi-stopWestJet
7h 18mMDW-YYC
11/27Wed
multi-stopWestJet
5h 35mYYC-MDW
$967
11/25Mon
multi-stop
10h 53mMDW-YYC
11/27Wed
multi-stop
20h 42mYYC-MDW
$1,010
11/25Mon
multi-stopWestJet
19h 33mMDW-YYC
11/29Fri
multi-stopWestJet
10h 32mYYC-MDW
$1,064
11/25Mon
multi-stopWestJet
7h 18mMDW-YYC
11/26Tue
multi-stopWestJet
16h 34mYYC-MDW
$1,075
11/25Mon
multi-stopWestJet
13h 23mMDW-YYC
11/26Tue
multi-stopWestJet
16h 34mYYC-MDW
$1,108
11/25Mon
multi-stop
27h 19mMDW-YYC
11/29Fri
multi-stop
28h 57mYYC-MDW
$1,281
11/22Fri
multi-stopDelta
5h 20mMDW-YYC
11/24Sun
multi-stopDelta
12h 46mYYC-MDW
$1,514

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Everything you need to know for your flight from Midway to Calgary

Information on your arrival and departure airports

Calgary (YYC)
Chicago Midway Airport (MDW)

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