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Cheap flights from Chicago Midway Airport to Calgary from $175

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Calgary

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:30 pm - 10:58 pmMDW  Chicago Midway-YYC Calgary
10h 28m1 stop Minneapolis St Paul
Delta Logo
8:45 am - 3:50 pmYYC  Calgary-MDW Chicago Midway
7h 05m1 stop Minneapolis St Paul
$405Delta
Mon, Nov 23 - Tue, Dec 1
Delta Logo
12:30 pm - 10:58 pmMDW  Chicago Midway-YYC Calgary
10h 28m1 stop Minneapolis St Paul
Delta Logo
8:45 am - 9:54 pmYYC  Calgary-MDW Chicago Midway
13h 09m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$415Delta
Mon, Nov 23 - Thu, Nov 26
Delta Logo
12:30 pm - 1:17 amMDW  Chicago Midway-YYC Calgary
12h 47m2 stops Minneapolis St Paul Salt Lake City
Delta Logo
8:45 am - 9:54 pmYYC  Calgary-MDW Chicago Midway
13h 09m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$420Delta
Tue, Nov 24 - Wed, Dec 2
Delta Logo
9:37 am - 11:07 pmMDW  Chicago Midway-YYC Calgary
13h 30m2 stops Detroit Metropolitan Wayne County Minneapolis St Paul
Delta Logo
8:45 am - 3:50 pmYYC  Calgary-MDW Chicago Midway
7h 05m1 stop Minneapolis St Paul
$430Delta
Tue, Dec 15 - Thu, Dec 17
Delta Logo
12:39 pm - 1:25 amMDW  Chicago Midway-YYC Calgary
12h 46m2 stops Minneapolis St Paul Salt Lake City
Delta Logo
8:45 am - 3:50 pmYYC  Calgary-MDW Chicago Midway
7h 05m1 stop Minneapolis St Paul
$433Delta
Sat, Dec 12 - Thu, Dec 17
Delta Logo
10:12 am - 11:10 pmMDW  Chicago Midway-YYC Calgary
13h 58m2 stops Minneapolis St Paul Salt Lake City
Delta Logo
7:45 am - 4:47 pmYYC  Calgary-MDW Chicago Midway
8h 02m1 stop Minneapolis St Paul
$434Delta
Thu, Oct 29 - Sat, Oct 31
Delta Logo
6:04 am - 8:40 pmMDW  Chicago Midway-YYC Calgary
15h 36m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
8:45 am - 3:47 pmYYC  Calgary-MDW Chicago Midway
7h 02m1 stop Minneapolis St Paul
$437Delta
Thu, Oct 29 - Sun, Nov 1
Delta Logo
10:24 am - 1:25 amMDW  Chicago Midway-YYC Calgary
15h 01m2 stops Minneapolis St Paul Salt Lake City
Delta Logo
7:25 am - 3:50 pmYYC  Calgary-MDW Chicago Midway
8h 25m2 stops Salt Lake City Minneapolis St Paul
$438Delta
Sat, Dec 12 - Wed, Dec 16
Delta Logo
6:04 am - 8:40 pmMDW  Chicago Midway-YYC Calgary
15h 36m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
6:35 am - 4:47 pmYYC  Calgary-MDW Chicago Midway
9h 12m2 stops Salt Lake City Minneapolis St Paul
$440Delta
Thu, Oct 29 - Sat, Oct 31
Delta Logo
6:04 am - 8:40 pmMDW  Chicago Midway-YYC Calgary
15h 36m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul
Delta Logo
8:45 am - 9:33 pmYYC  Calgary-MDW Chicago Midway
12h 48m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$442Delta
Thu, Oct 29 - Sun, Nov 1

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Delta flights from Chicago Midway Airport to Calgary

Our best Delta deals on Chicago Midway Airport to Calgary flight tickets
Delta
Nov 23
MDW12:30 pmChicago Midway
10h 28m
1 stop
YYC10:58 pmCalgary
Dec 1
YYC8:45 amCalgary
7h 05m
1 stop
MDW3:50 pmChicago Midway
$405
Delta
Nov 23
MDW12:30 pmChicago Midway
10h 28m
1 stop
YYC10:58 pmCalgary
Nov 26
YYC8:45 amCalgary
13h 09m
2 stops
MDW9:54 pmChicago Midway
$415
Delta
Nov 24
MDW12:30 pmChicago Midway
12h 47m
2 stops
YYC1:17 amCalgary
Dec 2
YYC8:45 amCalgary
13h 09m
2 stops
MDW9:54 pmChicago Midway
$420

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Mon 11/23

12:30 pm-10:58 pm

1 stop10h 28m

Calgary

Tue 12/1

8:45 am-3:50 pm

1 stop7h 05m

$405

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Mon 11/23

12:30 pm-10:58 pm

1 stop10h 28m

Calgary

Thu 11/26

8:45 am-9:54 pm

2 stops13h 09m

$415

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Tue 11/24

12:30 pm-1:17 am

2 stops12h 47m

Calgary

Wed 12/2

8:45 am-9:54 pm

2 stops13h 09m

$420

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Tue 12/15

9:37 am-11:07 pm

2 stops13h 30m

Calgary

Thu 12/17

8:45 am-3:50 pm

1 stop7h 05m

$430

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Sat 12/12

12:39 pm-1:25 am

2 stops12h 46m

Calgary

Thu 12/17

8:45 am-3:50 pm

1 stop7h 05m

$433

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Thu 10/29

10:12 am-11:10 pm

2 stops13h 58m

Calgary

Sat 10/31

7:45 am-4:47 pm

1 stop8h 02m

$434

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Thu 10/29

6:04 am-8:40 pm

2 stops15h 36m

Calgary

Sun 11/1

8:45 am-3:47 pm

1 stop7h 02m

$437

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Sat 12/12

10:24 am-1:25 am

2 stops15h 01m

Calgary

Wed 12/16

7:25 am-3:50 pm

2 stops8h 25m

$438

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Thu 10/29

6:04 am-8:40 pm

2 stops15h 36m

Calgary

Sat 10/31

6:35 am-4:47 pm

2 stops9h 12m

$440

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Thu 10/29

6:04 am-8:40 pm

2 stops15h 36m

Calgary

Sun 11/1

8:45 am-9:33 pm

2 stops12h 48m

$442

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 Friday when prices can be found for as low as $368. 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 Thursday will generally be more expensive and average around $422. 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 $289. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $500 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.

Can stopping save me money on Chicago Midway Airport to Calgary flights?

You could potentially save up to 29% on your flight if you consider stops on a Chicago Midway Airport to Calgary flight.

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

$175

Fastest flight time

9h 13m

Direct flights

None
The best one-way flight to Calgary from Chicago Midway Airport in the past 72 hours is $175. The best round-trip flight deal from Chicago Midway Airport to Calgary found on momondo in the last 72 hours is $405.
The fastest flight from Chicago Midway Airport to Calgary takes 9h 13m
There are no direct flights from Chicago Midway Airport to Calgary. There are no popular flight routes from Chicago Midway Airport to Calgary.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Calgary

  • How far is Chicago Midway to Calgary by plane?

    There are 1396.3 mi between Chicago Midway and Calgary. Flights usually cover this in 9h 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
Canmore
Lake Louise
Airdrie
Drumheller
Radium Hot Springs
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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