How long does it take to fly to Chicago Midway Airport?

On average, it takes 3h 25m to fly from Alberta to Chicago Midway Airport if you fly out of Calgary (the most popular airport in Alberta) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Edmonton and into Chicago O'Hare Intl Airport, then the flight time is around 3h 27m.

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

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

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alberta to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$138 Cheap Flights from Alberta to Chicago Midway Airport in 2025/26

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Find the cheapest flights from Alberta to Chicago

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One-way

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Cheap round-trip flights

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6:35 am - 1:07 pmYYC-MDW

5h 32m1 stop

1:47 pm - 8:53 pmMDW-YYC

8h 06m1 stop

$223Delta

Find Deal

Tue, Nov 18 - Tue, Nov 25

7:45 am - 6:18 pmYYC-MDW

9h 33m2 stops

1:47 pm - 8:53 pmMDW-YYC

8h 06m1 stop

$245Delta

Find Deal

Tue, Nov 18 - Tue, Nov 25

8:35 pm - 11:38 amYEG-MDW

14h 03m2 stops

6:15 am - 12:11 pmMDW-YEG

30h 56m1 stop

$262Multiple Airlines

Find Deal

Mon, Nov 3 - Mon, Nov 10

12:45 am - 6:39 pmYEG-MDW

16h 54m1 stop

1:56 pm - 12:11 pmMDW-YEG

23h 15m1 stop

$264Multiple Airlines

Find Deal

Fri, Nov 14 - Wed, Nov 19

12:30 am - 11:38 amYYC-MDW

10h 08m1 stop

1:56 pm - 11:44 amMDW-YYC

22h 48m1 stop

$277Multiple Airlines

Find Deal

Mon, Nov 10 - Tue, Nov 18

12:30 am - 9:52 amYYC-MDW

8h 22m1 stop

1:47 pm - 8:53 pmMDW-YYC

8h 06m1 stop

$281Delta

Find Deal

Mon, Nov 17 - Tue, Nov 25

9:15 am - 5:43 pmYEG-MDW

7h 28m1 stop

10:40 am - 9:00 pmMDW-YEG

11h 20m2 stops

$482WestJet

Find Deal

Wed, Oct 29 - Sat, Nov 1

9:15 am - 5:43 pmYEG-MDW

7h 28m1 stop

10:40 am - 9:00 pmMDW-YEG

11h 20m2 stops

$500WestJet

Find Deal

Wed, Oct 29 - Sat, Nov 1

8:00 am - 10:05 amYEG-MDW

25h 05m2 stops

11:00 am - 9:59 pmMDW-YEG

11h 59m2 stops

$526Porter Airlines

Find Deal

Tue, Nov 18 - Thu, Nov 20

8:20 am - 10:05 amYYC-MDW

24h 45m2 stops

11:00 am - 8:55 pmMDW-YYC

10h 55m2 stops

$583Porter Airlines

Find Deal

Thu, Dec 11 - Mon, Dec 15

Delta flights from Alberta to Chicago Midway Airport

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

Delta

Nov 18

YYC6:35 amCalgary

5h 32m

1 stop

MDW1:07 pmChicago Midway

Nov 25

MDW1:47 pmChicago Midway

8h 06m

1 stop

YYC8:53 pmCalgary

$223

Find similar

Delta

Nov 18

YYC7:45 amCalgary

9h 33m

2 stops

MDW6:18 pmChicago Midway

Nov 25

MDW1:47 pmChicago Midway

8h 06m

1 stop

YYC8:53 pmCalgary

$245

Find similar

Delta

Nov 17

YYC12:30 amCalgary

8h 22m

1 stop

MDW9:52 amChicago Midway

Nov 25

MDW1:47 pmChicago Midway

8h 06m

1 stop

YYC8:53 pmCalgary

$281

Find similar

WestJet flights from Alberta to Chicago Midway Airport

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

WestJet

Oct 29

YEG9:15 amEdmonton

7h 28m

1 stop

MDW5:43 pmChicago Midway

Nov 1

MDW10:40 amChicago Midway

11h 20m

2 stops

YEG9:00 pmEdmonton

$482

Find similar

WestJet

Oct 29

YEG9:15 amEdmonton

7h 28m

1 stop

MDW5:43 pmChicago Midway

Nov 1

MDW10:40 amChicago Midway

11h 20m

2 stops

YEG9:00 pmEdmonton

$500

Find similar

WestJet

Oct 29

YEG6:00 pmEdmonton

14h 45m

2 stops

MDW9:45 amChicago Midway

Nov 1

MDW10:40 amChicago Midway

11h 20m

2 stops

YEG9:00 pmEdmonton

$513

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 11/18

6:35 am-1:07 pm

1 stop5h 32m

Chicago Midway

Tue 11/25

1:47 pm-8:53 pm

1 stop8h 06m

$223

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 11/18

7:45 am-6:18 pm

2 stops9h 33m

Chicago Midway

Tue 11/25

1:47 pm-8:53 pm

1 stop8h 06m

$245

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 11/3

8:35 pm-11:38 am

2 stops14h 03m

Chicago Midway

Mon 11/10

6:15 am-12:11 pm

1 stop30h 56m

$262

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 11/14

12:45 am-6:39 pm

1 stop16h 54m

Chicago Midway

Wed 11/19

1:56 pm-12:11 pm

1 stop23h 15m

$264

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 11/10

12:30 am-11:38 am

1 stop10h 08m

Chicago Midway

Tue 11/18

1:56 pm-11:44 am

1 stop22h 48m

$277

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 11/17

12:30 am-9:52 am

1 stop8h 22m

Chicago Midway

Tue 11/25

1:47 pm-8:53 pm

1 stop8h 06m

$281

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/29

9:15 am-5:43 pm

1 stop7h 28m

Chicago Midway

Sat 11/1

10:40 am-9:00 pm

2 stops11h 20m

$482

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/29

9:15 am-5:43 pm

1 stop7h 28m

Chicago Midway

Sat 11/1

10:40 am-9:00 pm

2 stops11h 20m

$500

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 11/18

8:00 am-10:05 am

2 stops25h 05m

Chicago Midway

Thu 11/20

11:00 am-9:59 pm

2 stops11h 59m

$526

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 12/11

8:20 am-10:05 am

2 stops24h 45m

Chicago Midway

Mon 12/15

11:00 am-8:55 pm

2 stops10h 55m

$583

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 Alberta to Chicago Midway Airport

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

Airlines

Other information

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

Delta and WestJet are the most popular carriers operating from Alberta to Chicago Midway

Cheap Alberta to Chicago Midway Airport flight deals and tips

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

Direct flights	None

There are no direct flights from Alberta to Chicago Midway Airport. There are no popular flight routes from Alberta to Chicago Midway Airport.

Search flight deals

When did momondo last update prices for flights from Alberta to Chicago Midway Airport?
Prices for flights from Alberta to Chicago Midway Airport are refreshed on a daily basis.
How old do you have to be to fly from Alberta to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alberta to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

It is quick and easy to find Alberta to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Flights from Alberta to Chicago 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 Alberta to Chicago?

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 Alberta to Chicago.

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

Of course. momondo tracks the price of Alberta to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.