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

On average, it takes 3h 20m 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

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Find the cheapest flights from Alberta to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

7:45 am - 5:43 pmYYC-MDW

8h 58m2 stops

9:20 am - 1:54 pmMDW-YYC

5h 34m1 stop

$223Delta

Find Deal

Tue, Oct 28 - Fri, Oct 31

6:00 am - 6:35 pmYEG-MDW

11h 35m2 stops

9:35 am - 9:12 pmMDW-YEG

12h 37m2 stops

$243Delta

Find Deal

Fri, Oct 3 - Fri, Oct 10

9:25 am - 5:35 pmYEG-MDW

7h 10m1 stop

1:43 pm - 12:27 amMDW-YEG

11h 44m2 stops

$244Delta

Find Deal

Sat, Sep 27 - Mon, Sep 29

12:30 am - 3:58 pmYYC-MDW

14h 28m1 stop

8:05 am - 8:00 pmMDW-YYC

12h 55m1 stop

$269

Find Deal

Wed, Oct 1 - Wed, Oct 8

9:15 am - 6:25 pmYYC-MDW

8h 10m1 stop

1:48 pm - 8:47 pmMDW-YYC

7h 59m1 stop

$282Delta

Find Deal

Thu, Oct 16 - Tue, Oct 21

12:30 am - 8:21 pmYYC-MDW

18h 51m1 stop

8:05 am - 11:19 amMDW-YYC

28h 14m1 stop

$297

Find Deal

Wed, Oct 15 - Tue, Oct 21

12:15 pm - 1:03 pmYEG-MDW

23h 48m2 stops

1:43 pm - 11:18 amMDW-YEG

22h 35m2 stops

$423WestJet

Find Deal

Wed, Sep 17 - Wed, Sep 24

12:05 am - 9:10 pmYEG-MDW

20h 05m2 stops

9:20 am - 3:59 pmMDW-YEG

7h 39m1 stop

$514WestJet

Find Deal

Fri, Sep 26 - Tue, Sep 30

8:00 am - 10:05 amYEG-MDW

25h 05m2 stops

11:00 am - 9:59 pmMDW-YEG

11h 59m2 stops

$538Porter Airlines

Find Deal

Sat, Nov 15 - Thu, Nov 20

8:05 am - 8:39 amYEG-MDW

23h 34m2 stops

5:20 pm - 10:23 pmMDW-YEG

30h 03m2 stops

$562Porter Airlines

Find Deal

Thu, Sep 18 - Tue, Sep 23

Delta flights from Alberta to Chicago Midway Airport

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

Delta

Oct 28

YYC7:45 amCalgary

8h 58m

2 stops

MDW5:43 pmChicago Midway

Oct 31

MDW9:20 amChicago Midway

5h 34m

1 stop

YYC1:54 pmCalgary

$223

Find similar

Delta

Oct 3

YEG6:00 amEdmonton

11h 35m

2 stops

MDW6:35 pmChicago Midway

Oct 10

MDW9:35 amChicago Midway

12h 37m

2 stops

YEG9:12 pmEdmonton

$243

Find similar

Delta

Sep 27

YEG9:25 amEdmonton

7h 10m

1 stop

MDW5:35 pmChicago Midway

Sep 29

MDW1:43 pmChicago Midway

11h 44m

2 stops

YEG12:27 amEdmonton

$244

Find similar

WestJet flights from Alberta to Chicago Midway Airport

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

WestJet

Sep 17

YEG12:15 pmEdmonton

23h 48m

2 stops

MDW1:03 pmChicago Midway

Sep 24

MDW1:43 pmChicago Midway

22h 35m

2 stops

YEG11:18 amEdmonton

$423

Find similar

WestJet

Sep 26

YEG12:05 amEdmonton

20h 05m

2 stops

MDW9:10 pmChicago Midway

Sep 30

MDW9:20 amChicago Midway

7h 39m

1 stop

YEG3:59 pmEdmonton

$514

Find similar

WestJet

Nov 18

YEG8:35 pmEdmonton

12h 16m

2 stops

MDW9:51 amChicago Midway

Dec 2

MDW10:35 amChicago Midway

11h 25m

2 stops

YEG9:00 pmEdmonton

$516

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 10/28

7:45 am-5:43 pm

2 stops8h 58m

Chicago Midway

Fri 10/31

9:20 am-1:54 pm

1 stop5h 34m

$223

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 10/3

6:00 am-6:35 pm

2 stops11h 35m

Chicago Midway

Fri 10/10

9:35 am-9:12 pm

2 stops12h 37m

$243

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 9/27

9:25 am-5:35 pm

1 stop7h 10m

Chicago Midway

Mon 9/29

1:43 pm-12:27 am

2 stops11h 44m

$244

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 10/1

12:30 am-3:58 pm

1 stop14h 28m

Chicago Midway

Wed 10/8

8:05 am-8:00 pm

1 stop12h 55m

$269

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/16

9:15 am-6:25 pm

1 stop8h 10m

Chicago Midway

Tue 10/21

1:48 pm-8:47 pm

1 stop7h 59m

$282

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 10/15

12:30 am-8:21 pm

1 stop18h 51m

Chicago Midway

Tue 10/21

8:05 am-11:19 am

1 stop28h 14m

$297

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 9/17

12:15 pm-1:03 pm

2 stops23h 48m

Chicago Midway

Wed 9/24

1:43 pm-11:18 am

2 stops22h 35m

$423

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 9/26

12:05 am-9:10 pm

2 stops20h 05m

Chicago Midway

Tue 9/30

9:20 am-3:59 pm

1 stop7h 39m

$514

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 11/15

8:00 am-10:05 am

2 stops25h 05m

Chicago Midway

Thu 11/20

11:00 am-9:59 pm

2 stops11h 59m

$538

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 9/18

8:05 am-8:39 am

2 stops23h 34m

Chicago Midway

Tue 9/23

5:20 pm-10:23 pm

2 stops30h 03m

$562

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

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.