MDW - YYC

$140 Find Cheap Flights from Chicago Midway Airport to Calgary - Compare and Save

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 9/30. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$326
Delta
Tue 12/8Fri 12/11
MDW - YYC • 1 stop
Cheapest one-way
$140
Delta
Wed 9/30
MDW - YYC • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Midway and Calgary. You'll need at least 1 connection.
Insights
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Insights
Top layover airports
Detroit (DTW)
Cheapest • Avg $417 (round-trip)
Minneapolis (MSP)
Shortest trip • 5h 34m (one-way)
Insights
Insights
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Insights
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Booking Insights
Flight Deals

Cheap Flights from Midway 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 Midway 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Calgary

Tue, Dec 8 - Fri, Dec 11
Delta Logo
12:30 pm - 9:54 pm
MDW
-
YYC
9h 24m
1 stop
Delta Logo
7:45 am - 3:50 pm
YYC
-
MDW
8h 05m
1 stop
$326Delta
Tue, Dec 8 - Fri, Dec 11
Delta Logo
12:30 pm - 9:58 pm
MDW
-
YYC
9h 28m
1 stop
Delta Logo
7:35 am - 3:39 pm
YYC
-
MDW
8h 04m
1 stop
$326Delta
Sat, Oct 24 - Wed, Oct 28
Delta Logo
12:27 pm - 8:40 pm
MDW
-
YYC
9h 13m
1 stop
Delta Logo
7:45 am - 4:47 pm
YYC
-
MDW
8h 02m
1 stop
$330Delta
Sun, Jan 24 - Sat, Jan 30
Delta Logo
12:30 pm - 9:54 pm
MDW
-
YYC
9h 24m
1 stop
Delta Logo
7:45 am - 3:50 pm
YYC
-
MDW
8h 05m
1 stop
$334Delta
Tue, Oct 20 - Fri, Oct 23
Delta Logo
12:28 pm - 8:30 pm
MDW
-
YYC
9h 02m
1 stop
Delta Logo
7:45 am - 4:39 pm
YYC
-
MDW
7h 54m
1 stop
$334Delta
Tue, Dec 8 - Fri, Dec 11
Delta Logo
10:35 am - 9:54 pm
MDW
-
YYC
11h 19m
2 stops
Delta Logo
7:45 am - 3:50 pm
YYC
-
MDW
8h 05m
1 stop
$336Delta
Tue, Nov 10 - Sat, Nov 14
Delta Logo
10:22 am - 12:17 am
MDW
-
YYC
13h 55m
2 stops
Delta Logo
7:35 am - 3:39 pm
YYC
-
MDW
8h 04m
1 stop
$336Delta
Tue, Dec 8 - Fri, Dec 11
Delta Logo
9:30 am - 9:54 pm
MDW
-
YYC
12h 24m
2 stops
Delta Logo
7:45 am - 3:50 pm
YYC
-
MDW
8h 05m
1 stop
$336Delta
Tue, Dec 8 - Fri, Dec 11
Delta Logo
11:28 am - 9:58 pm
MDW
-
YYC
10h 30m
2 stops
Delta Logo
7:35 am - 3:39 pm
YYC
-
MDW
8h 04m
1 stop
$336Delta
Wed, Sep 9 - Tue, Sep 22
Multiple Airlines Logo
11:45 am - 10:55 pm
MDW
-
YYC
12h 10m
1 stop
Multiple Airlines Logo
11:50 pm - 2:35 pm
YYC
-
MDW
13h 45m
1 stop
$410Multiple Airlines
Booking Insights

KAYAK's insights & trends for Midway to Calgary flights

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 most popular layover airport when flying from Chicago Midway Airport to Calgary?

Percentage of 1-stop round-trip flights from Chicago Midway Airport to Calgary chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Minneapolis (MSP) is the top choice – 67% of KAYAK users who clicked on 1-stop flights from Chicago Midway Airport to Calgary picked an itinerary connecting there.

What is the cheapest layover airport when flying from Chicago Midway Airport to Calgary?

Average round-trip price for 1-stop flights from Chicago Midway Airport to Calgary clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Detroit (DTW) offer the most affordable fares, with an average round-trip price of $417.

Which layover airport offers the shortest total travel time from Chicago Midway Airport to Calgary?

Shortest average total travel time for 1-stop one-way flights from Chicago Midway Airport to Calgary via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Minneapolis (MSP) for the shortest journey. The average one-way travel time for flights connecting there is 5h 34m.

Which layover airport has the quickest connection when flying from Chicago Midway Airport to Calgary?

Average layover duration at different layover airports for 1-stop one-way flights from Chicago Midway Airport to Calgary, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Minneapolis (MSP) often has the shortest layovers from Chicago Midway Airport to Calgary, with an average of 1h 01m.

Find deals

Good to know

Cheapest flight

$140
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 5 days, the lowest price for a flight from Chicago Midway Airport to Calgary was $140 for a one-way ticket and $326 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.

  • 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.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Calgary (YYC)