How long is the flight from Chicago Midway Airport to Calgary?

A quick flight from Chicago Midway Airport to Calgary can take about 10h 09m. Delta provides one of the quickest options available for as low as $251. Airlines will cover a distance of 1396 mi.

In terms of precipitation, rainfall in Calgary ranges from 0.4 - 3.7 inches per month. June is typically the wettest month, when rainfall can reach 3.7 in. January is typically the driest time to visit Calgary when rainfall is around 0.4 in.

If weather is an important factor for your trip to Calgary, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 62.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Most accurate provider : When it comes to deals on Chicago Midway Airport-Calgary flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Calgary flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Calgary flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago Midway Airport-Calgary flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Calgary flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly into for flights to Calgary from Chicago Midway?

Most people fly into Calgary (YYC) if they book a flight to Calgary from Chicago Midway. On average, Calgary has 0 inbound flights from Chicago Midway per day from 0 airlines. Calgary is conveniently located just 5.8 mi from Calgary’s city center.

Can I find deals for flights from Midway to Calgary that include hotel bookings?

Yes. In addition to deals on Midway to Calgary flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Midway to Calgary?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Calgary.

Can I find deals for business class flights from Midway to Calgary?

Yes. Cheapflights offers flight deals from Midway to Calgary by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$100+ Flights from Chicago Midway Airport to Calgary

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Cheap flight deals from Midway to Calgary

Cheapest flights from Midway to Calgary
Explore the most affordable flight options available from Midway to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on דצמבר 18, 2025.

ג' 12/2311:48 amMDW - YYC

1 stop10h 18mDelta

ה' 1/86:30 amYYC - MDW

1 stop5h 39mDelta

Deal found 12/16

$425

ה' 12/181:50 pmMDW - YYC

1 stop8h 07mDelta

ד' 12/246:30 amYYC - MDW

1 stop9h 49mDelta

Deal found 12/17

$495

ה' 12/181:14 pmMDW - YYC

2 stops8h 43mDelta

ה' 12/256:30 amYYC - MDW

1 stop9h 49mDelta

Deal found 12/17

$597

ד' 12/2411:48 amMDW - YYC

1 stop10h 18mDelta

ה' 1/16:30 amYYC - MDW

1 stop9h 49mDelta

Deal found 12/16

$650

ד' 12/316:00 amMDW - YYC

2 stops18h 15mDelta

א' 1/47:35 pmYYC - MDW

2 stops16h 13mDelta

Deal found 12/17

$656

ג' 12/309:50 amMDW - YYC

2 stops31h 10mMultiple Airlines

ב' 1/57:55 amYYC - MDW

1 stop27h 58mMultiple Airlines

Deal found 12/15

$709

Best flights from Midway to Calgary
Discover carefully curated flight deals from Midway to Calgary that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated דצמבר 18, 2025.

ש' 1/3111:45 amMDW - YYC

1 stop10h 09mDelta

ג' 2/36:30 amYYC - MDW

1 stop5h 36mDelta

Deal found 12/15

$251

ה' 1/226:20 amMDW - YYC

1 stop13h 49mMultiple Airlines

א' 1/258:15 pmYYC - MDW

2 stops14h 30mMultiple Airlines

Deal found 12/15

$282

ש' 1/3111:45 amMDW - YYC

1 stop10h 09mDelta

ש' 2/76:30 amYYC - MDW

1 stop8h 46mDelta

Deal found 12/16

$252

א' 2/811:45 amMDW - YYC

2 stops12h 17mDelta

ש' 2/146:30 amYYC - MDW

1 stop8h 44mDelta

Deal found 12/17

$261

ב' 3/21:49 pmMDW - YYC

1 stop8h 05mDelta

ו' 3/66:30 amYYC - MDW

1 stop5h 37mDelta

Deal found 12/17

$285

ה' 1/229:32 amMDW - YYC

2 stops12h 22mDelta

א' 1/256:30 amYYC - MDW

1 stop5h 39mDelta

Deal found 12/15

$289

ו' 5/299:30 amMDW - YYC

1 stop9h 55mDelta

ש' 6/69:15 amYYC - MDW

1 stop8h 16mDelta

Deal found 12/17

$297

ש' 5/231:00 pmMDW - YYC

1 stop6h 25mDelta

ש' 5/309:15 amYYC - MDW

1 stop8h 16mDelta

Deal found 12/17

$297

ש' 5/91:00 pmMDW - YYC

1 stop6h 25mDelta

ש' 5/169:15 amYYC - MDW

1 stop8h 16mDelta

Deal found 12/16

$297

ה' 3/129:30 amMDW - YYC

2 stops10h 42mDelta

ה' 3/197:00 amYYC - MDW

2 stops10h 40mDelta

Deal found 12/16

$302

Last-minute flights from Midway to Calgary
Discover last-minute flight deals from Midway to Calgary. Data last updated דצמבר 18, 2025 and is based on user searches.

ה' 1/1512:57 pmMDW - YYC

1 stop10h 55mMultiple Airlines

ב' 1/199:45 pmYYC - MDW

2 stops13h 20mMultiple Airlines

Deal found 12/15

$314

ה' 1/225:01 pmMDW - YYC

1 stop19h 43mMultiple Airlines

ב' 1/269:45 pmYYC - MDW

2 stops13h 20mMultiple Airlines

Deal found 12/15

$281

ה' 1/226:20 amMDW - YYC

1 stop13h 49mMultiple Airlines

א' 1/258:15 pmYYC - MDW

2 stops14h 30mMultiple Airlines

Deal found 12/15

$282

ה' 1/229:32 amMDW - YYC

2 stops12h 22mDelta

א' 1/256:30 amYYC - MDW

1 stop5h 39mDelta

Deal found 12/15

$289

ה' 1/299:33 amMDW - YYC

2 stops12h 21mDelta

א' 2/16:30 amYYC - MDW

1 stop5h 36mDelta

Deal found 12/15

$309

ו' 1/306:20 amMDW - YYC

2 stops12h 10mMultiple Airlines

ש' 1/3112:30 amYYC - MDW

1 stop10h 15mMultiple Airlines

Deal found 12/15

$302

ו' 1/305:01 pmMDW - YYC

2 stops26h 15mMultiple Airlines

ב' 2/212:30 amYYC - MDW

1 stop10h 35mMultiple Airlines

Deal found 12/15

$304

ש' 1/3111:45 amMDW - YYC

1 stop10h 09mDelta

ג' 2/36:30 amYYC - MDW

1 stop5h 36mDelta

Deal found 12/15

$251

ש' 1/3111:45 amMDW - YYC

1 stop10h 09mDelta

ש' 2/76:30 amYYC - MDW

1 stop8h 46mDelta

Deal found 12/16

$252

One-way flights from Midway to Calgary
Search for one-way flight options from Midway to Calgary. Find affordable one-way fares based on user searches. Data last updated דצמבר 18, 2025.

ו' 1/91:49 pmMDW - YYC

1 stop8h 05mDelta

Deal found 12/17

$100

ד' 1/149:32 amMDW - YYC

2 stops12h 22mDelta

Deal found 12/16

$105

ב' 1/194:19 pmMDW - YYC

1 stop30h 32mMultiple Airlines

Deal found 12/16

$111

ו' 1/96:10 amMDW - YYC

1 stop13h 59mMultiple Airlines

Deal found 12/17

$121

ג' 5/191:00 pmMDW - YYC

1 stop6h 25mDelta

Deal found 12/16

$122

ד' 2/116:10 amMDW - YYC

1 stop13h 59mMultiple Airlines

Deal found 12/16

$127

ב' 3/92:41 pmMDW - YYC

1 stop22h 02mMultiple Airlines

Deal found 12/17

$132

ד' 2/119:33 amMDW - YYC

2 stops12h 21mDelta

Deal found 12/16

$133

ד' 2/181:49 pmMDW - YYC

1 stop8h 05mDelta

Deal found 12/15

$148

ב' 6/89:20 amMDW - YYC

2 stops14h 46mDelta

Deal found 12/16

$153

Find flight deals from Midway to Calgary

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$251 (Delta)
One-way from	$100 (Delta)
Popular in	December
Cheapest in	May
Average price	$405

Provider with most accurate pricing for Chicago Midway-Calgary flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago Midway-Calgary flights.

Search Deals

From Chicago Midway to Calgary

Search Deals

One-way flight from Chicago Midway to Calgary

Search Deals

Highest demand for flights based on searches. 7% potential increase in price ($23 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Cheapflights 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

ש' 1/31

11:45 am-8:54 pm

1 stop10h 09m

Calgary

ג' 2/3

6:30 am-1:06 pm

1 stop5h 36m

$251

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ש' 1/31

11:45 am-8:54 pm

1 stop10h 09m

Calgary

ש' 2/7

6:30 am-4:16 pm

1 stop8h 46m

$252

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

א' 2/8

11:45 am-11:02 pm

2 stops12h 17m

Calgary

ש' 2/14

6:30 am-4:14 pm

1 stop8h 44m

$261

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ה' 1/22

6:20 am-7:09 pm

1 stop13h 49m

Calgary

א' 1/25

8:15 pm-11:45 am

2 stops14h 30m

$282

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ב' 3/2

1:49 pm-8:54 pm

1 stop8h 05m

Calgary

ו' 3/6

6:30 am-1:07 pm

1 stop5h 37m

$285

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ה' 1/22

9:32 am-8:54 pm

2 stops12h 22m

Calgary

א' 1/25

6:30 am-1:09 pm

1 stop5h 39m

$289

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ו' 5/29

9:30 am-6:25 pm

1 stop9h 55m

Calgary

ש' 6/6

9:15 am-6:31 pm

1 stop8h 16m

$297

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ש' 5/23

1:00 pm-6:25 pm

1 stop6h 25m

Calgary

ש' 5/30

9:15 am-6:31 pm

1 stop8h 16m

$297

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ש' 5/9

1:00 pm-6:25 pm

1 stop6h 25m

Calgary

ש' 5/16

9:15 am-6:31 pm

1 stop8h 16m

$297

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

ה' 3/12

9:30 am-7:12 pm

2 stops10h 42m

Calgary

ה' 3/19

7:00 am-6:40 pm

2 stops10h 40m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 21 results

Compare providers for flights from Midway to Calgary

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Calgary in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago Midway Airport-Calgary flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Calgary flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Calgary flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago Midway Airport-Calgary flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Calgary flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Midway with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Calgary

What is the cheapest time of day to fly from MDW to YYC?

Unlike at noon, when flights are generally more expensive, you can save up to 50% on flights from Chicago Midway Airport to Calgary by exploring options for tickets in the morning.

Related info for your journey

What airport do you fly into for flights to Calgary from Chicago Midway?
Most people fly into Calgary (YYC) if they book a flight to Calgary from Chicago Midway. On average, Calgary has 0 inbound flights from Chicago Midway per day from 0 airlines. Calgary is conveniently located just 5.8 mi from Calgary’s city center.
How long is the flight from Chicago Midway Airport to Calgary?
A quick flight from Chicago Midway Airport to Calgary can take about 10h 09m. Delta provides one of the quickest options available for as low as $251. Airlines will cover a distance of 1396 mi.
Can I find deals for flights from Midway to Calgary that include hotel bookings?
Yes. In addition to deals on Midway to Calgary flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Midway to Calgary?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Calgary.
Can I find deals for business class flights from Midway to Calgary?
Yes. Cheapflights offers flight deals from Midway to Calgary by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Airdrie

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$100+ Cheap flights from Midway (MDW) to Calgary (YYC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Calgary with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Midway to Calgary

Cheapest flights from Midway to CalgaryExplore the most affordable flight options available from Midway to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on דצמבר 18, 2025.

Explore the most affordable flight options available from Midway to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on דצמבר 18, 2025.

Find flight deals from Midway to Calgary

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

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

Compare providers for flights from Midway to Calgary

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Calgary in December.

Best time to book a flight from Midway to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Midway with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Calgary

What is the cheapest time of day to fly from MDW to YYC?

Related info for your journey

Find useful and relevant information for your journey from Midway to Calgary. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Calgary from Chicago Midway?

How long is the flight from Chicago Midway Airport to Calgary?

Can I find deals for flights from Midway to Calgary that include hotel bookings?

How can I find direct flights from Midway to Calgary?

Can I find deals for business class flights from Midway to Calgary?

Traveling to a place near Calgary?

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Cheapest flights from Midway to Calgary
Explore the most affordable flight options available from Midway to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on דצמבר 18, 2025.