What is the cheapest airline that flies from Chicago Midway to Calgary?

Delta, Porter Airlines, and WestJet are the most popular carriers operating from Chicago Midway to Calgary

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 were last updated today.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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.

C$ 160 Cheap Flights from Chicago Midway Airport to Calgary in 2025

1 adult

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Find the cheapest flights from Chicago Midway Airport to Calgary

Round-trip

One-way

Last minute

Cheap round-trip flights

9:20 a.m. - 1:50 p.m.MDW-YYC

5h 30m1 stop

6:20 a.m. - 1:08 p.m.YYC-MDW

5h 48m1 stop

C$ 346Delta

Find Deal

Tue, 28 Oct - Tue, 4 Nov

1:43 p.m. - 8:42 p.m.MDW-YYC

7h 59m1 stop

6:40 a.m. - 5:35 p.m.YYC-MDW

9h 55m1 stop

C$ 348Delta

Find Deal

Sat, 27 Sep - Sat, 4 Oct

1:48 p.m. - 11:02 p.m.MDW-YYC

10h 14m2 stops

6:20 a.m. - 1:08 p.m.YYC-MDW

5h 48m1 stop

C$ 360Delta

Find Deal

Tue, 28 Oct - Tue, 4 Nov

6:00 a.m. - 11:02 p.m.MDW-YYC

18h 02m2 stops

6:40 a.m. - 5:35 p.m.YYC-MDW

9h 55m1 stop

C$ 399Delta

Find Deal

Thu, 18 Sep - Tue, 23 Sep

1:43 p.m. - 8:42 p.m.MDW-YYC

7h 59m1 stop

6:40 a.m. - 5:35 p.m.YYC-MDW

9h 55m1 stop

C$ 407Delta

Find Deal

Sat, 13 Sep - Sat, 20 Sep

1:43 p.m. - 8:43 p.m.MDW-YYC

8h 00m1 stop

6:40 a.m. - 1:03 p.m.YYC-MDW

5h 23m1 stop

C$ 408Delta

Find Deal

Mon, 8 Sep - Wed, 10 Sep

9:30 a.m. - 8:43 p.m.MDW-YYC

12h 13m2 stops

6:40 a.m. - 5:37 p.m.YYC-MDW

9h 57m1 stop

C$ 421Delta

Find Deal

Wed, 27 Aug - Wed, 3 Sep

9:30 a.m. - 8:43 p.m.MDW-YYC

12h 13m2 stops

7:55 a.m. - 5:37 p.m.YYC-MDW

8h 42m2 stops

C$ 428Delta

Find Deal

Wed, 27 Aug - Wed, 3 Sep

6:20 a.m. - 8:00 p.m.MDW-YYC

14h 40m1 stop

12:30 a.m. - 3:58 p.m.YYC-MDW

14h 28m1 stop

C$ 429

Find Deal

Thu, 4 Sep - Tue, 9 Sep

9:00 a.m. - 8:00 p.m.MDW-YYC

12h 00m1 stop

1:00 a.m. - 4:24 p.m.YYC-MDW

14h 24m1 stop

C$ 447

Find Deal

Wed, 10 Sep - Mon, 15 Sep

Delta flights from Chicago Midway Airport to Calgary

Our best Delta deals on Chicago Midway Airport to Calgary flight tickets

Delta

28 Oct

MDW9:20 a.m.Chicago Midway

5h 30m

1 stop

YYC1:50 p.m.Calgary

4 Nov

YYC6:20 a.m.Calgary

5h 48m

1 stop

MDW1:08 p.m.Chicago Midway

C$ 346

Find similar

Delta

27 Sep

MDW1:43 p.m.Chicago Midway

7h 59m

1 stop

YYC8:42 p.m.Calgary

4 Oct

YYC6:40 a.m.Calgary

9h 55m

1 stop

MDW5:35 p.m.Chicago Midway

C$ 348

Find similar

Delta

28 Oct

MDW1:48 p.m.Chicago Midway

10h 14m

2 stops

YYC11:02 p.m.Calgary

4 Nov

YYC6:20 a.m.Calgary

5h 48m

1 stop

MDW1:08 p.m.Chicago Midway

C$ 360

Find similar

WestJet flights from Chicago Midway Airport to Calgary

Our best WestJet deals on Chicago Midway Airport to Calgary flight tickets

WestJet

12 Aug

MDW12:43 p.m.Chicago Midway

8h 17m

1 stop

YYC8:00 p.m.Calgary

14 Aug

YYC12:30 a.m.Calgary

8h 06m

1 stop

MDW9:36 a.m.Chicago Midway

C$ 1,055

Find similar

WestJet

14 Aug

MDW12:43 p.m.Chicago Midway

8h 17m

1 stop

YYC8:00 p.m.Calgary

18 Aug

YYC1:00 a.m.Calgary

19h 44m

2 stops

MDW9:44 p.m.Chicago Midway

C$ 1,059

Find similar

WestJet

12 Aug

MDW9:15 a.m.Chicago Midway

11h 27m

2 stops

YYC7:42 p.m.Calgary

16 Aug

YYC12:30 a.m.Calgary

8h 06m

1 stop

MDW9:36 a.m.Chicago Midway

C$ 1,152

Find similar

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

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 28/10

9:20 a.m.-1:50 p.m.

1 stop5h 30m

Calgary

Tue 4/11

6:20 a.m.-1:08 p.m.

1 stop5h 48m

C$ 346

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 27/9

1:43 p.m.-8:42 p.m.

1 stop7h 59m

Calgary

Sat 4/10

6:40 a.m.-5:35 p.m.

1 stop9h 55m

C$ 348

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 28/10

1:48 p.m.-11:02 p.m.

2 stops10h 14m

Calgary

Tue 4/11

6:20 a.m.-1:08 p.m.

1 stop5h 48m

C$ 360

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 18/9

6:00 a.m.-11:02 p.m.

2 stops18h 02m

Calgary

Tue 23/9

6:40 a.m.-5:35 p.m.

1 stop9h 55m

C$ 399

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 13/9

1:43 p.m.-8:42 p.m.

1 stop7h 59m

Calgary

Sat 20/9

6:40 a.m.-5:35 p.m.

1 stop9h 55m

C$ 407

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 8/9

1:43 p.m.-8:43 p.m.

1 stop8h 00m

Calgary

Wed 10/9

6:40 a.m.-1:03 p.m.

1 stop5h 23m

C$ 408

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 27/8

9:30 a.m.-8:43 p.m.

2 stops12h 13m

Calgary

Wed 3/9

6:40 a.m.-5:37 p.m.

1 stop9h 57m

C$ 421

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 27/8

9:30 a.m.-8:43 p.m.

2 stops12h 13m

Calgary

Wed 3/9

7:55 a.m.-5:37 p.m.

2 stops8h 42m

C$ 428

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 4/9

6:20 a.m.-8:00 p.m.

1 stop14h 40m

Calgary

Tue 9/9

12:30 a.m.-3:58 p.m.

1 stop14h 28m

C$ 429

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 10/9

9:00 a.m.-8:00 p.m.

1 stop12h 00m

Calgary

Mon 15/9

1:00 a.m.-4:24 p.m.

1 stop14h 24m

C$ 447

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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 Wednesday when prices can be found for as low as C$ 227. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 400.

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

Our data shows that the cheapest Chicago Midway Airport to Calgary flights are usually those with departure times in the evening. Our users have found flights to Calgary in the evening for as low as C$ 252. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 458 on average. Flights to Calgary from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travellers’ 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	C$ 160
Fastest flight time	5h 30m
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 C$ 160. The best round-trip flight deal from Chicago Midway Airport to Calgary found on momondo in the last 72 hours is C$ 346.

The fastest flight from Chicago Midway Airport to Calgary takes 5h 30m

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)

Search flight deals

How far is Chicago Midway to Calgary by plane?
Chicago Midway and Calgary are 2247.1 km apart from one another. Flights usually cover this in 5h 30m, 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 were last updated today.
How old do you have to be to fly from Chicago Midway Airport to Calgary Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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.

Banff

Canmore

Lake Louise

Radium Hot Springs

Kananaskis

Drumheller

Airdrie

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Calgary from Chicago.

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

Flights from Chicago to Calgary with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Calgary.

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

If you are simply researching potential flights to Calgary, momondo offers a useful price alert feature which will track prices for flights to Calgary from Chicago and alert you when they change.