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

On average, it takes 3h 28m 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 34m.

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.

$134 Cheap Flights from Alberta to Chicago Midway Airport in 2026

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0 bags

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Find the cheapest flights from Alberta to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:30 am - 1:05 pm

YYC

MDW

5h 35m1 stop

9:50 am - 11:05 pm

MDW

YYC

14h 15m2 stops

$228Delta

Tue, Feb 24 - Tue, Mar 3

8:55 am - 7:07 pm

YYC

MDW

9h 12m1 stop

7:30 am - 7:09 pm

MDW

YYC

12h 39m1 stop

$237Multiple Airlines

Tue, Feb 24 - Tue, Mar 3

8:55 am - 7:07 pm

YYC

MDW

9h 12m1 stop

7:30 am - 7:09 pm

MDW

YYC

12h 39m1 stop

$238Multiple Airlines

Tue, Feb 24 - Tue, Mar 3

6:30 am - 1:06 pm

YYC

MDW

5h 36m1 stop

1:51 pm - 8:54 pm

MDW

YYC

8h 03m1 stop

$248Delta

Mon, Feb 2 - Mon, Feb 9

8:55 am - 12:05 pm

YYC

MDW

26h 10m1 stop

5:16 pm - 11:43 am

MDW

YYC

19h 27m1 stop

$266Multiple Airlines

Tue, Jan 27 - Thu, Feb 26

6:40 am - 1:32 pm

YYC

MDW

5h 52m1 stop

9:20 am - 11:06 pm

MDW

YYC

14h 46m2 stops

$270Delta

Wed, Apr 22 - Sat, May 9

6:40 am - 1:32 pm

YYC

MDW

5h 52m1 stop

9:27 am - 8:40 pm

MDW

YYC

12h 13m2 stops

$278Delta

Sat, Apr 25 - Tue, May 5

9:15 am - 1:25 pm

YEG

MDW

27h 10m1 stop

9:35 am - 8:55 pm

MDW

YEG

12h 20m2 stops

$524WestJet

Thu, Apr 2 - Fri, Apr 10

12:05 am - 12:46 pm

YEG

MDW

11h 41m2 stops

9:34 am - 8:55 pm

MDW

YEG

12h 21m2 stops

$530WestJet

Wed, Feb 18 - Sun, Feb 22

7:00 am - 5:54 pm

YEG

MDW

9h 54m2 stops

1:05 pm - 7:50 pm

MDW

YEG

7h 45m1 stop

$543WestJet

Mon, May 4 - Mon, May 11

Delta flights from Alberta to Chicago Midway Airport

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

Delta

Feb 24

YYC6:30 amCalgary

10h 07m

2 stops

MDW5:37 pmChicago Midway

Mar 3

MDW9:50 amChicago Midway

14h 15m

2 stops

YYC11:05 pmCalgary

$228

Delta

Feb 2

YYC6:30 amCalgary

5h 36m

1 stop

MDW1:06 pmChicago Midway

Feb 9

MDW1:51 pmChicago Midway

8h 03m

1 stop

YYC8:54 pmCalgary

$248

Delta

Apr 22

YYC6:40 amCalgary

5h 52m

1 stop

MDW1:32 pmChicago Midway

May 9

MDW9:20 amChicago Midway

14h 46m

2 stops

YYC11:06 pmCalgary

$270

WestJet flights from Alberta to Chicago Midway Airport

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

WestJet

Feb 25

YYC12:15 amCalgary

11h 31m

2 stops

MDW12:46 pmChicago Midway

Feb 27

MDW10:49 amChicago Midway

11h 09m

2 stops

YYC8:58 pmCalgary

$497

WestJet

Feb 25

YYC12:15 amCalgary

11h 31m

2 stops

MDW12:46 pmChicago Midway

Feb 27

MDW10:49 amChicago Midway

11h 09m

2 stops

YYC8:58 pmCalgary

$509

WestJet

Apr 2

YEG9:15 amEdmonton

27h 10m

1 stop

MDW1:25 pmChicago Midway

Apr 10

MDW9:35 amChicago Midway

12h 20m

2 stops

YEG8:55 pmEdmonton

$524

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 2/24

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

Tue 3/3

9:50 am-11:05 pm

2 stops14h 15m

$228

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 2/24

8:55 am-7:07 pm

1 stop9h 12m

Chicago Midway

Tue 3/3

7:30 am-7:09 pm

1 stop12h 39m

$237

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 2/24

8:55 am-7:07 pm

1 stop9h 12m

Chicago Midway

Tue 3/3

7:30 am-7:09 pm

1 stop12h 39m

$238

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 2/2

6:30 am-1:06 pm

1 stop5h 36m

Chicago Midway

Mon 2/9

1:51 pm-8:54 pm

1 stop8h 03m

$248

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 1/27

8:55 am-12:05 pm

1 stop26h 10m

Chicago Midway

Thu 2/26

5:16 pm-11:43 am

1 stop19h 27m

$266

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 4/22

6:40 am-1:32 pm

1 stop5h 52m

Chicago Midway

Sat 5/9

9:20 am-11:06 pm

2 stops14h 46m

$270

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 4/25

6:40 am-1:32 pm

1 stop5h 52m

Chicago Midway

Tue 5/5

9:27 am-8:40 pm

2 stops12h 13m

$278

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 4/2

9:15 am-1:25 pm

1 stop27h 10m

Chicago Midway

Fri 4/10

9:35 am-8:55 pm

2 stops12h 20m

$524

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 2/18

12:05 am-12:46 pm

2 stops11h 41m

Chicago Midway

Sun 2/22

9:34 am-8:55 pm

2 stops12h 21m

$530

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 5/4

7:00 am-5:54 pm

2 stops9h 54m

Chicago Midway

Mon 5/11

1:05 pm-7:50 pm

1 stop7h 45m

$543

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 is the most popular carrier 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

Fastest flight time	5h 35m
Direct flights	None

The fastest flight from Alberta to Chicago Midway Airport takes 5h 35m

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

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

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.