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Cheap flights from Chicago Midway Airport to Calgary from $100

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Calgary departing on 9/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Calgary

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago Midway Airport to Calgary.
Delta Logo
2:00 pm - 8:45 pmMDW-YYC
7h 45m1 stop
Delta Logo
6:35 am - 1:09 pmYYC-MDW
5h 34m1 stop
$251Delta
Find Deal
Sat, Sep 6 - Sat, Sep 13
Delta Logo
9:20 am - 11:03 pmMDW-YYC
14h 43m2 stops
Delta Logo
6:35 am - 1:02 pmYYC-MDW
5h 27m1 stop
$261Delta
Find Deal
Tue, Aug 12 - Thu, Aug 21
Delta Logo
1:55 pm - 8:40 pmMDW-YYC
7h 45m1 stop
Delta Logo
6:30 am - 5:47 pmYYC-MDW
10h 17m1 stop
$263Delta
Find Deal
Sat, May 10 - Sat, May 17
Delta Logo
9:20 am - 11:03 pmMDW-YYC
14h 43m2 stops
Delta Logo
6:35 am - 6:28 pmYYC-MDW
10h 53m2 stops
$266Delta
Find Deal
Tue, Aug 12 - Thu, Aug 21
 Logo
11:39 am - 8:00 pmMDW-YYC
9h 21m1 stop
 Logo
12:30 am - 10:40 amYYC-MDW
9h 10m1 stop
Wed, Jul 23 - Mon, Aug 4
Delta Logo
9:16 am - 8:40 pmMDW-YYC
12h 24m2 stops
Delta Logo
6:30 am - 5:45 pmYYC-MDW
10h 15m1 stop
$298Delta
Find Deal
Sat, May 31 - Tue, Jun 3
Delta Logo
1:47 pm - 8:55 pmMDW-YYC
8h 08m1 stop
Delta Logo
6:45 am - 5:40 pmYYC-MDW
9h 55m1 stop
$300Delta
Find Deal
Tue, Jun 10 - Fri, Jun 20
Porter Airlines Logo
9:40 am - 9:24 pmMDW-YYC
12h 44m2 stops
Porter Airlines Logo
11:55 pm - 4:24 pmYYC-MDW
15h 29m1 stop
$358Porter Airlines
Find Deal
Fri, Jun 6 - Mon, Jun 9
Porter Airlines Logo
9:40 am - 9:14 pmMDW-YYC
12h 34m1 stop
Porter Airlines Logo
11:55 pm - 4:24 pmYYC-MDW
15h 29m1 stop
$372Porter Airlines
Find Deal
Fri, May 30 - Mon, Jun 2
Porter Airlines Logo
5:20 pm - 9:15 pmMDW-YYC
28h 55m2 stops
Porter Airlines Logo
7:00 am - 8:45 amYYC-MDW
24h 45m2 stops
$396Porter Airlines
Find Deal
Tue, May 27 - Fri, May 30

Delta flights from Chicago Midway Airport to Calgary

Our best Delta deals on Chicago Midway Airport to Calgary flight tickets
Delta
Sep 6
MDW2:00 pmChicago Midway
7h 45m
1 stop
YYC8:45 pmCalgary
Sep 13
YYC6:35 amCalgary
5h 34m
1 stop
MDW1:09 pmChicago Midway
Delta
Aug 12
MDW9:20 amChicago Midway
14h 43m
2 stops
YYC11:03 pmCalgary
Aug 21
YYC6:35 amCalgary
5h 27m
1 stop
MDW1:02 pmChicago Midway
Delta
May 10
MDW1:55 pmChicago Midway
7h 45m
1 stop
YYC8:40 pmCalgary
May 17
YYC6:30 amCalgary
10h 17m
1 stop
MDW5:47 pmChicago Midway

Porter Airlines flights from Chicago Midway Airport to Calgary

Our best Porter Airlines deals on Chicago Midway Airport to Calgary flight tickets
Porter Airlines
Jun 6
MDW9:40 amChicago Midway
12h 44m
2 stops
YYC9:24 pmCalgary
Jun 9
YYC11:55 pmCalgary
15h 29m
1 stop
MDW4:24 pmChicago Midway
Porter Airlines
May 30
MDW9:40 amChicago Midway
12h 34m
1 stop
YYC9:14 pmCalgary
Jun 2
YYC11:55 pmCalgary
15h 29m
1 stop
MDW4:24 pmChicago Midway
Porter Airlines
May 27
MDW5:20 pmChicago Midway
28h 55m
2 stops
YYC9:15 pmCalgary
May 30
YYC7:00 amCalgary
24h 45m
2 stops
MDW8:45 amChicago Midway

See travel insights to Calgary from

How to get the cheapest flight ticket from Chicago Midway Airport to Calgary

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Calgary?

The cheapest day to depart on your flight to Calgary is on a Thursday when prices can be found for as low as $324. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago Midway Airport to Calgary on a Monday will generally be more expensive and average around $362. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Calgary?

The cheapest time of day to fly to Calgary is at noon when flights can be purchased for as low as $282. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $508 on average. Flights to Calgary from Chicago Midway Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago Midway Airport to Calgary

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Calgary according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Calgary (MDW to YYC) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Calgary

Best Price Found

$100

Fastest flight time

5h 13m

Direct flights

None

Airports in Calgary

1 airport
The best one-way flight to Calgary from Chicago Midway Airport in the past 72 hours is $100. The best round-trip flight deal from Chicago Midway Airport to Calgary found on momondo in the last 72 hours is $251.
The fastest flight from Chicago Midway Airport to Calgary takes 5h 13m
There are no direct flights from Chicago Midway Airport to Calgary. Popular non-direct route for this connection is Chicago Midway Airport - Calgary Airport.
There is 1 airport near Calgary: Calgary (YYC)

  • How far is Chicago Midway to Calgary by plane?

    There are 1396.3 mi between Chicago Midway and Calgary. Flights usually cover this in 5h 13m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Calgary Airport?

    Prices for flights from Chicago Midway Airport to Calgary Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to Calgary Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Calgary Airport.

  • What documentation or ID do you need to fly to Calgary Airport?

    The travel and health documents you'll need for your trip to Calgary Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Calgary Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Traveling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Banff
Lake Louise
Canmore
Radium Hot Springs
Drumheller
Airdrie
Kananaskis

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Calgary?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Calgary. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Calgary with flexible booking policies on momondo?

momondo does allow users to show only those flights to Calgary from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Calgary?

momondo helps you find the best flight between Chicago and Calgary by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Calgary right now. Can momondo alert me if prices change?

Price alerts on flights to Calgary from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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