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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 1/14. 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 41,299,237 times on KAYAK, and here is why:

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago Midway Airport to Calgary that are departing in the next months. 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
11:19 am - 8:53 pmMDW-YYC
10h 34m1 stop
6:35 am - 5:47 pmYYC-MDW
10h 12m1 stop
$249Delta
Find Deal
Sat, Jan 18 - Wed, Jan 22
9:34 am - 8:53 pmMDW-YYC
12h 19m2 stops
6:35 am - 5:47 pmYYC-MDW
10h 12m1 stop
$258Delta
Find Deal
Sat, Jan 18 - Wed, Jan 22
9:34 am - 8:53 pmMDW-YYC
12h 19m2 stops
6:35 am - 5:47 pmYYC-MDW
10h 12m1 stop
$259Delta
Find Deal
Thu, Jan 9 - Mon, Jan 13
11:19 am - 8:53 pmMDW-YYC
10h 34m1 stop
6:35 am - 5:47 pmYYC-MDW
10h 12m1 stop
$266Delta
Find Deal
Sat, Jan 11 - Wed, Jan 29
2:01 pm - 12:16 amMDW-YYC
11h 15m1 stop
9:45 pm - 3:43 pmYYC-MDW
16h 58m2 stops
$327
Find Deal
Sun, Feb 2 - Sun, Feb 9
12:43 pm - 10:55 pmMDW-YYC
11h 12m1 stop
7:30 am - 10:19 pmYYC-MDW
13h 49m1 stop
$355
Find Deal
Fri, Jan 24 - Thu, Jan 30
1:26 pm - 2:15 pmMDW-YYC
25h 49m3 stops
12:20 am - 12:42 pmYYC-MDW
35h 22m2 stops
$572WestJet
Find Deal
Thu, Feb 13 - Wed, Feb 19
10:19 am - 8:53 pmMDW-YYC
11h 34m1 stop
12:30 am - 10:12 amYYC-MDW
8h 42m1 stop
$605WestJet
Find Deal
Thu, Jan 9 - Sat, Jan 11
1:05 pm - 9:39 pmMDW-YYC
33h 34m2 stops
7:40 am - 12:10 pmYYC-MDW
27h 30m2 stops
$680Porter Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
11:15 am - 9:31 pmMDW-YYC
11h 16m2 stops
7:40 am - 10:20 amYYC-MDW
25h 40m2 stops
$699Porter Airlines
Find Deal
Thu, Mar 13 - Sun, Mar 16

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 round-trip 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 $283 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $596 and $389 respectively.

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 $249 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

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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