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Cheap flights from Chicago Midway Airport to Calgary from $146

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
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 - 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
7:25 am - 5:04 pmYYC  Calgary-MDW Chicago Midway
9h 39m2 stops Salt Lake City Detroit Metropolitan Wayne County
$342Delta
Sun, Dec 6 - Sat, Dec 12
Delta Logo
12:27 pm - 8:40 pmMDW  Chicago Midway-YYC Calgary
9h 13m1 stop Minneapolis St Paul
Delta Logo
7:45 am - 3:47 pmYYC  Calgary-MDW Chicago Midway
8h 02m1 stop Minneapolis St Paul
$348Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
12:27 pm - 8:40 pmMDW  Chicago Midway-YYC Calgary
9h 13m1 stop Minneapolis St Paul
Delta Logo
7:45 am - 3:47 pmYYC  Calgary-MDW Chicago Midway
8h 02m1 stop Minneapolis St Paul
$348Delta
Thu, Oct 29 - Tue, Nov 3
Delta Logo
12:30 pm - 1:13 amMDW  Chicago Midway-YYC Calgary
12h 43m2 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
$358Delta
Wed, Jan 6 - Wed, Feb 3
Delta Logo
12:27 pm - 8:40 pmMDW  Chicago Midway-YYC Calgary
9h 13m1 stop Minneapolis St Paul
Delta Logo
7:45 am - 5:00 pmYYC  Calgary-MDW Chicago Midway
9h 15m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County
$358Delta
Thu, Oct 29 - Tue, Nov 3
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
$358Delta
Sun, Dec 6 - Sat, Dec 12
Delta Logo
12:30 pm - 1:13 amMDW  Chicago Midway-YYC Calgary
12h 43m2 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
$358Delta
Thu, Jan 7 - Fri, Feb 5
Multiple Airlines Logo
6:05 am - 5:10 pmMDW  Chicago Midway-YYC Calgary
12h 05m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
12:20 am - 5:51 pmYYC  Calgary-MDW Chicago Midway
16h 31m1 stop Atlanta Hartsfield-Jackson
$407Multiple Airlines
Sat, Sep 5 - Tue, Sep 8

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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
Dec 6
MDW1:22 pmChicago Midway
11h 55m
2 stops
YYC1:17 amCalgary
Dec 12
YYC8:45 amCalgary
6h 54m
1 stop
MDW3:39 pmChicago Midway
$336
Delta
Dec 6
MDW1:22 pmChicago Midway
11h 55m
2 stops
YYC1:17 amCalgary
Dec 12
YYC7:25 amCalgary
9h 39m
2 stops
MDW5:04 pmChicago Midway
$342
Delta
Oct 29
MDW12:27 pmChicago Midway
9h 13m
1 stop
YYC8:40 pmCalgary
Nov 2
YYC7:45 amCalgary
8h 02m
1 stop
MDW3:47 pmChicago Midway
$348

WestJet flights from Chicago Midway Airport to Calgary

Our best WestJet deals on Chicago Midway Airport to Calgary flight tickets
WestJet
Sep 5
MDW4:52 pmChicago Midway
21h 03m
1 stop
YYC12:55 pmCalgary
Sep 6
YYC1:00 amCalgary
10h 39m
2 stops
MDW12:39 pmChicago Midway
$819
WestJet
Sep 8
MDW9:29 amChicago Midway
13h 51m
2 stops
YYC10:20 pmCalgary
Sep 14
YYC1:00 amCalgary
16h 33m
2 stops
MDW6:33 pmChicago Midway
$984

momondo Fare Finder

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

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Route

Depart

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Price

Cheapest round-trip

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Sun 12/6

1:22 pm-1:17 am

2 stops11h 55m

Calgary

Sat 12/12

8:45 am-3:39 pm

1 stop6h 54m

$336

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Sun 12/6

1:22 pm-1:17 am

2 stops11h 55m

Calgary

Fri 12/11

8:45 am-3:39 pm

1 stop6h 54m

$336

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Sun 12/6

1:22 pm-1:17 am

2 stops11h 55m

Calgary

Sat 12/12

7:25 am-5:04 pm

2 stops9h 39m

$342
Quickest round-trip

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Thu 10/29

12:27 pm-8:40 pm

1 stop9h 13m

Calgary

Mon 11/2

7:45 am-3:47 pm

1 stop8h 02m

$348

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Thu 10/29

12:27 pm-8:40 pm

1 stop9h 13m

Calgary

Tue 11/3

7:45 am-3:47 pm

1 stop8h 02m

$348

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Wed 1/6

12:30 pm-1:13 am

2 stops12h 43m

Calgary

Wed 2/3

8:45 am-3:50 pm

1 stop7h 05m

$358

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Thu 10/29

12:27 pm-8:40 pm

1 stop9h 13m

Calgary

Tue 11/3

7:45 am-5:00 pm

2 stops9h 15m

$358

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Sun 12/6

1:22 pm-1:17 am

2 stops11h 55m

Calgary

Sat 12/12

8:45 am-3:39 pm

1 stop6h 54m

$358

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Thu 1/7

12:30 pm-1:13 am

2 stops12h 43m

Calgary

Fri 2/5

8:45 am-3:50 pm

1 stop7h 05m

$358

ChicagoCalgary

MDW Chicago Midway - YYC Calgary

MDWYYC

Chicago Midway

Sat 9/5

6:05 am-5:10 pm

1 stop12h 05m

Calgary

Tue 9/8

12:20 am-5:51 pm

1 stop16h 31m

$407

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 $343. 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 Wednesday will generally be more expensive and average around $408. 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 $495 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 37% 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

$146

Fastest flight time

7h 42m

Direct flights

None
The best one-way flight to Calgary from Chicago Midway Airport in the past 72 hours is $146. The best round-trip flight deal from Chicago Midway Airport to Calgary found on momondo in the last 72 hours is $336.
The fastest flight from Chicago Midway Airport to Calgary takes 7h 42m
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 7h 42m, 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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