MDW - YYC

$146 Find Cheap Flights from Chicago Midway Airport to Calgary - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$326
Typical prices: $417-$664
Delta
Fri 12/7Wed 12/12
MDW - YYC • 1 stop
Cheapest one-way
$146
Typical prices: $222-$314
Delta
Sat 10/20
MDW - YYC • 2 stops
When to travel
Cheapest • 13% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $417 (round-trip)
Shortest trip • 5h 29m (one-way)
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Cheap Flights from Midway to Calgary (MDW-YYC)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Calgary

Mon, Dec 7 - Sat, Dec 12
Delta Logo
12:30 pm - 10:58 pmMDW  Chicago Midway-YYC Calgary
10h 28m1 stop Minneapolis St Paul
Delta Logo
8:45 am - 3:39 pmYYC  Calgary-MDW Chicago Midway
6h 54m1 stop Minneapolis St Paul
$326Delta
Mon, Dec 7 - Fri, Dec 11
Delta Logo
12:30 pm - 10:58 pmMDW  Chicago Midway-YYC Calgary
10h 28m1 stop Minneapolis St Paul
Delta Logo
8:45 am - 3:39 pmYYC  Calgary-MDW Chicago Midway
6h 54m1 stop Minneapolis St Paul
$326Delta
Tue, Dec 8 - Sat, Dec 12
Delta Logo
12:30 pm - 10:58 pmMDW  Chicago Midway-YYC Calgary
10h 28m1 stop Minneapolis St Paul
Delta Logo
8:45 am - 3:39 pmYYC  Calgary-MDW Chicago Midway
6h 54m1 stop Minneapolis St Paul
$326Delta
Sun, Dec 6 - Sat, Dec 12
Delta Logo
1:22 pm - 1:17 amMDW  Chicago Midway-YYC Calgary
11h 55m2 stops Detroit Metropolitan Wayne County Salt Lake City
Delta Logo
8:45 am - 3:39 pmYYC  Calgary-MDW Chicago Midway
6h 54m1 stop Minneapolis St Paul
$336Delta
Sun, Dec 6 - Fri, Dec 11
Delta Logo
1:22 pm - 1:17 amMDW  Chicago Midway-YYC Calgary
11h 55m2 stops Detroit Metropolitan Wayne County Salt Lake City
Delta Logo
8:45 am - 3:39 pmYYC  Calgary-MDW Chicago Midway
6h 54m1 stop Minneapolis St Paul
$336Delta
Tue, Dec 8 - Sat, Dec 12
Delta Logo
6:00 am - 10:58 pmMDW  Chicago Midway-YYC Calgary
16h 58m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
8:45 am - 3:39 pmYYC  Calgary-MDW Chicago Midway
6h 54m1 stop Minneapolis St Paul
$336Delta
Mon, Dec 7 - Sat, Dec 12
Delta Logo
12:30 pm - 10:58 pmMDW  Chicago Midway-YYC Calgary
10h 28m1 stop Minneapolis St Paul
Delta Logo
8:45 am - 9:56 pmYYC  Calgary-MDW Chicago Midway
13h 11m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$336Delta
Tue, Sep 29 - Wed, Oct 7
Multiple Airlines Logo
6:25 am - 5:10 pmMDW  Chicago Midway-YYC Calgary
11h 45m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:00 am - 5:51 pmYYC  Calgary-MDW Chicago Midway
9h 51m1 stop Atlanta Hartsfield-Jackson
$377Multiple Airlines
Wed, Sep 16 - Wed, Sep 23
Multiple Airlines Logo
6:25 am - 3:15 pmMDW  Chicago Midway-YYC Calgary
33h 50m2 stops Atlanta Hartsfield-Jackson Vancouver Intl
Multiple Airlines Logo
7:00 am - 5:51 pmYYC  Calgary-MDW Chicago Midway
9h 51m1 stop Atlanta Hartsfield-Jackson
$399Multiple Airlines
Wed, Sep 16 - Wed, Sep 23
Multiple Airlines Logo
6:25 am - 11:00 amMDW  Chicago Midway-YYC Calgary
29h 35m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:00 am - 5:51 pmYYC  Calgary-MDW Chicago Midway
9h 51m1 stop Atlanta Hartsfield-Jackson
$402Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Calgary flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago Midway Airport to Calgary with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Calgary?

Round-trip flights from Chicago Midway Airport to Calgary start at $326. Prices are below average for this route right now, with typical round-trip fares ranging from $417 to $664. The lowest price found in the past 5 days was $326 on Delta.

Key details for Chicago Midway Airport to Calgary flights

Low season

January

Cheapest flight

$146
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

Your Chicago Midway Airport to Calgary flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Chicago Midway Airport to Calgary?

    Flights from Chicago Midway Airport to Calgary usually depart from Chicago Midway (MDW) and arrive at Calgary (YYC).

  • Which airports do connecting flights from Chicago Midway Airport to Calgary pass through?

    One-stop flights from Chicago Midway Airport to Calgary most commonly connect through:

    • Minneapolis St Paul (MSP) - 50% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 25% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 25% of one-stop connections

    Minneapolis St Paul (MSP) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Calgary?

    Yes. Being flexible with your travel dates can save you up to 65% on the Chicago Midway Airport to Calgary route. Monday is the cheapest departure day at $276 round-trip on average, while Sunday is the most expensive at $774, a difference of $498. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Calgary?

    Some of the most popular sights in Calgary are Scotiabank Saddledome, Stampede Park and Calgary Zoo. These are among the most viewed places in Calgary on KAYAK.

  • How long is a flight from Chicago Midway Airport to Calgary?

    There are currently no nonstop flights available from Chicago Midway Airport to Calgary. Flights with 1 layover take between 5h 29m and 10h 07m in total, depending on the connection.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago Midway Airport to Calgary changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $326 to $2,320. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Calgary looking right now?

    One-way fares from Chicago Midway Airport to Calgary are currently lower than usual. Average one-way flight prices are about $158, which is 39% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Calgary?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 5h 29m, compared with 7h 17m via Detroit Metropolitan Wayne County (DTW) and 10h 07m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Chicago Midway Airport and Calgary?

    Calgary is 1 hour behind Chicago Midway Airport (Mountain Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Calgary Airport (YYC)?

    Calgary Airport (YYC) hosts 5 major car rental companies, with daily rates starting from around $4 for economy cars. Top options include:
    · Routes Car & Truck Rentals
    · Avis
    · Thrifty
    · Budget
    · Hertz

  • How much should I expect to pay for a Chicago Midway Airport to Calgary flight?

    Round-trip flights from Chicago Midway Airport to Calgary range from $417 to $664, with an average of $478 over the past 12 months. Anything below $417 counts as a good deal.

Your guide to booking Chicago Midway Airport to Calgary flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Monday departure instead of Sunday. On this route, Monday flights average $276 - about $498 less than Sunday (64% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Calgary trip for September. Fares historically average $417 round-trip in that month - typically $357 less than the most expensive month, which is June (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Calgary Airport.
    - Comfort Inn & Suites Airport North
    - Wingate by Wyndham Calgary Airport
    - Acclaim Hotel By Clique

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

Information on your arrival and departure airports