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.

$121 Cheap Flights from Alberta to Chicago Midway Airport in 2025/26

1 adult

0 bags

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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 - 1:09 pmYYC-MDW

5h 39m1 stop

1:49 pm - 8:54 pmMDW-YYC

8h 05m1 stop

$222Delta

Find Deal

Thu, Jan 15 - Sun, Jan 18

7:30 am - 11:44 pmYYC-MDW

15h 14m1 stop

9:13 am - 7:09 pmMDW-YYC

10h 56m1 stop

$234Multiple Airlines

Find Deal

Fri, Jan 16 - Sun, Jan 18

7:35 pm - 11:47 amYYC-MDW

15h 12m1 stop

12:57 pm - 10:52 pmMDW-YYC

10h 55m1 stop

$247Multiple Airlines

Find Deal

Thu, Jan 15 - Mon, Jan 19

9:45 pm - 6:12 pmYYC-MDW

19h 27m2 stops

8:42 pm - 11:44 amMDW-YYC

16h 02m1 stop

$248Multiple Airlines

Find Deal

Sat, Dec 13 - Mon, Dec 15

6:35 am - 6:00 pmYYC-MDW

10h 25m2 stops

9:34 am - 8:57 pmMDW-YYC

12h 23m2 stops

$260Delta

Find Deal

Tue, Dec 9 - Tue, Dec 16

8:55 am - 11:25 pmYYC-MDW

13h 30m1 stop

12:50 pm - 12:05 amMDW-YYC

12h 15m1 stop

$261Multiple Airlines

Find Deal

Thu, Feb 19 - Sat, Feb 21

7:15 am - 9:45 pmYYC-MDW

13h 30m2 stops

10:35 am - 11:06 pmMDW-YYC

13h 31m2 stops

$274Delta

Find Deal

Tue, Apr 14 - Thu, Apr 16

8:55 am - 10:13 pmYYC-MDW

12h 18m1 stop

9:13 am - 7:09 pmMDW-YYC

10h 56m1 stop

$276Multiple Airlines

Find Deal

Sat, Jan 17 - Sun, Jan 18

12:30 am - 9:51 amYYC-MDW

8h 21m1 stop

9:20 am - 11:06 pmMDW-YYC

14h 46m2 stops

$281Delta

Find Deal

Mon, Apr 13 - Thu, Apr 16

7:00 am - 6:05 pmYYC-MDW

10h 05m2 stops

6:00 am - 11:06 pmMDW-YYC

18h 06m2 stops

$282Delta

Find Deal

Tue, Apr 14 - Thu, Apr 16

Delta flights from Alberta to Chicago Midway Airport

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

Delta

Jan 15

YYC6:30 amCalgary

5h 39m

1 stop

MDW1:09 pmChicago Midway

Jan 20

MDW1:49 pmChicago Midway

8h 05m

1 stop

YYC8:54 pmCalgary

$222

Find similar

Delta

Dec 9

YYC6:35 amCalgary

10h 25m

2 stops

MDW6:00 pmChicago Midway

Dec 16

MDW9:34 amChicago Midway

12h 23m

2 stops

YYC8:57 pmCalgary

$260

Find similar

Delta

Apr 14

YYC7:15 amCalgary

13h 30m

2 stops

MDW9:45 pmChicago Midway

Apr 16

MDW10:35 amChicago Midway

13h 31m

2 stops

YYC11:06 pmCalgary

$274

Find similar

WestJet flights from Alberta to Chicago Midway Airport

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

WestJet

Apr 2

YEG9:15 amEdmonton

7h 53m

1 stop

MDW6:08 pmChicago Midway

Apr 10

MDW9:20 amChicago Midway

12h 35m

2 stops

YEG8:55 pmEdmonton

$532

Find similar

WestJet

Feb 13

YEG6:00 pmEdmonton

15h 15m

2 stops

MDW10:15 amChicago Midway

Feb 18

MDW9:50 amChicago Midway

12h 05m

2 stops

YEG8:55 pmEdmonton

$536

Find similar

WestJet

Apr 2

YEG9:15 amEdmonton

7h 53m

1 stop

MDW6:08 pmChicago Midway

Apr 10

MDW10:35 amChicago Midway

11h 20m

2 stops

YEG8:55 pmEdmonton

$537

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

Thu 1/15

6:30 am-1:09 pm

1 stop5h 39m

Chicago Midway

Sun 1/18

1:49 pm-8:54 pm

1 stop8h 05m

$222

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 1/16

7:30 am-11:44 pm

1 stop15h 14m

Chicago Midway

Sun 1/18

9:13 am-7:09 pm

1 stop10h 56m

$234

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 1/15

7:35 pm-11:47 am

1 stop15h 12m

Chicago Midway

Mon 1/19

12:57 pm-10:52 pm

1 stop10h 55m

$247

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 12/13

9:45 pm-6:12 pm

2 stops19h 27m

Chicago Midway

Mon 12/15

8:42 pm-11:44 am

1 stop16h 02m

$248

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 12/9

6:35 am-6:00 pm

2 stops10h 25m

Chicago Midway

Tue 12/16

9:34 am-8:57 pm

2 stops12h 23m

$260

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 2/19

8:55 am-11:25 pm

1 stop13h 30m

Chicago Midway

Sat 2/21

12:50 pm-12:05 am

1 stop12h 15m

$261

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 4/14

7:15 am-9:45 pm

2 stops13h 30m

Chicago Midway

Thu 4/16

10:35 am-11:06 pm

2 stops13h 31m

$274

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 1/17

8:55 am-10:13 pm

1 stop12h 18m

Chicago Midway

Sun 1/18

9:13 am-7:09 pm

1 stop10h 56m

$276

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 4/13

12:30 am-9:51 am

1 stop8h 21m

Chicago Midway

Thu 4/16

9:20 am-11:06 pm

2 stops14h 46m

$281

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 4/14

7:00 am-6:05 pm

2 stops10h 05m

Chicago Midway

Thu 4/16

6:00 am-11:06 pm

2 stops18h 06m

$282

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

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

On average, it takes 3h 27m 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 6h 27m.

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

Portage

Lansing

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.