Cheap flights from Alberta to Chicago from C$ 191

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Alberta to Chicago departing on 4/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Alberta to Chicago

Cheap round-trip flights

Delta Logo
6:45 a.m. - 5:43 p.m.YYC-MDW
9h 58m1 stop
Delta Logo
9:20 a.m. - 1:54 p.m.MDW-YYC
5h 34m1 stop
C$ 308Delta
Find Deal
mar., 28 oct. - vie., 31 oct.
Delta Logo
6:00 a.m. - 6:35 p.m.YEG-MDW
11h 35m2 stops
Delta Logo
9:35 a.m. - 9:12 p.m.MDW-YEG
12h 37m2 stops
C$ 336Delta
Find Deal
vie., 3 oct. - vie., 10 oct.
Delta Logo
9:25 a.m. - 5:35 p.m.YEG-MDW
7h 10m1 stop
Delta Logo
1:43 p.m. - 12:27 a.m.MDW-YEG
11h 44m2 stops
C$ 338Delta
Find Deal
sáb., 27 sep. - lun., 29 sep.
 Logo
12:30 a.m. - 3:58 p.m.YYC-MDW
14h 28m1 stop
 Logo
8:05 a.m. - 8:00 p.m.MDW-YYC
12h 55m1 stop
C$ 372
Find Deal
mié., 1 oct. - mié., 8 oct.
Delta Logo
9:15 a.m. - 6:25 p.m.YYC-MDW
8h 10m1 stop
Delta Logo
1:48 p.m. - 8:47 p.m.MDW-YYC
7h 59m1 stop
C$ 390Delta
Find Deal
jue., 16 oct. - mar., 21 oct.
 Logo
12:30 a.m. - 8:21 p.m.YYC-MDW
18h 51m1 stop
 Logo
8:05 a.m. - 11:19 a.m.MDW-YYC
28h 14m1 stop
C$ 411
Find Deal
mié., 15 oct. - mar., 21 oct.
Porter Airlines Logo
4:40 p.m. - 8:39 a.m.YEG-MDW
14h 59m1 stop
Porter Airlines Logo
9:35 a.m. - 9:22 p.m.MDW-YEG
12h 47m1 stop
C$ 461Porter Airlines
Find Deal
vie., 19 sep. - jue., 25 sep.
WestJet Logo
12:15 p.m. - 1:03 p.m.YEG-MDW
23h 48m2 stops
WestJet Logo
1:43 p.m. - 11:18 a.m.MDW-YEG
22h 35m2 stops
C$ 585WestJet
Find Deal
mié., 17 sep. - mié., 24 sep.
WestJet Logo
12:05 a.m. - 9:10 p.m.YEG-MDW
20h 05m2 stops
WestJet Logo
9:20 a.m. - 3:59 p.m.MDW-YEG
7h 39m1 stop
C$ 711WestJet
Find Deal
vie., 26 sep. - mar., 30 sep.
Porter Airlines Logo
8:00 a.m. - 10:05 a.m.YEG-MDW
25h 05m2 stops
Porter Airlines Logo
11:00 a.m. - 9:59 p.m.MDW-YEG
11h 59m2 stops
C$ 744Porter Airlines
Find Deal
sáb., 15 nov. - jue., 20 nov.

Delta flights from Alberta to Chicago Midway Airport

Our best Delta deals on Alberta to Chicago Midway Airport flight tickets
Delta
28 Oct
YYC6:45 a.m.Calgary
9h 58m
1 stop
MDW5:43 p.m.Chicago Midway
31 Oct
MDW9:20 a.m.Chicago Midway
5h 34m
1 stop
YYC1:54 p.m.Calgary
Delta
3 Oct
YEG6:00 a.m.Edmonton
11h 35m
2 stops
MDW6:35 p.m.Chicago Midway
10 Oct
MDW9:35 a.m.Chicago Midway
12h 37m
2 stops
YEG9:12 p.m.Edmonton
Delta
27 Sep
YEG9:25 a.m.Edmonton
7h 10m
1 stop
MDW5:35 p.m.Chicago Midway
29 Sep
MDW1:43 p.m.Chicago Midway
11h 44m
2 stops
YEG12:27 a.m.Edmonton

WestJet flights from Alberta to Chicago Midway Airport

Our best WestJet deals on Alberta to Chicago Midway Airport flight tickets
WestJet
17 Sep
YEG12:15 p.m.Edmonton
23h 48m
2 stops
MDW1:03 p.m.Chicago Midway
24 Sep
MDW1:43 p.m.Chicago Midway
22h 35m
2 stops
YEG11:18 a.m.Edmonton
WestJet
26 Sep
YEG12:05 a.m.Edmonton
20h 05m
2 stops
MDW9:10 p.m.Chicago Midway
30 Sep
MDW9:20 a.m.Chicago Midway
7h 39m
1 stop
YEG3:59 p.m.Edmonton
WestJet
18 Nov
YEG8:35 p.m.Edmonton
12h 16m
2 stops
MDW9:51 a.m.Chicago Midway
2 Dec
MDW10:35 a.m.Chicago Midway
11h 25m
2 stops
YEG9:00 p.m.Edmonton

momondo Fare Finder

 
Customize your flight search to find flights from Alberta to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 20 agosto 2025.
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

mar. 28/10

6:45 a.m.-5:43 p.m.

1 stop9h 58m

Chicago Midway

vie. 31/10

9:20 a.m.-1:54 p.m.

1 stop5h 34m

C$ 308

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

vie. 3/10

6:00 a.m.-6:35 p.m.

2 stops11h 35m

Chicago Midway

vie. 10/10

9:35 a.m.-9:12 p.m.

2 stops12h 37m

C$ 336

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

sáb. 27/9

9:25 a.m.-5:35 p.m.

1 stop7h 10m

Chicago Midway

lun. 29/9

1:43 p.m.-12:27 a.m.

2 stops11h 44m

C$ 338

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

mié. 1/10

12:30 a.m.-3:58 p.m.

1 stop14h 28m

Chicago Midway

mié. 8/10

8:05 a.m.-8:00 p.m.

1 stop12h 55m

C$ 372

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

jue. 16/10

9:15 a.m.-6:25 p.m.

1 stop8h 10m

Chicago Midway

mar. 21/10

1:48 p.m.-8:47 p.m.

1 stop7h 59m

C$ 390

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

mié. 15/10

12:30 a.m.-8:21 p.m.

1 stop18h 51m

Chicago Midway

mar. 21/10

8:05 a.m.-11:19 a.m.

1 stop28h 14m

C$ 411

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

vie. 19/9

4:40 p.m.-8:39 a.m.

1 stop14h 59m

Chicago Midway

jue. 25/9

9:35 a.m.-9:22 p.m.

1 stop12h 47m

C$ 461

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

mié. 17/9

12:15 p.m.-1:03 p.m.

2 stops23h 48m

Chicago Midway

mié. 24/9

1:43 p.m.-11:18 a.m.

2 stops22h 35m

C$ 585

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

vie. 26/9

12:05 a.m.-9:10 p.m.

2 stops20h 05m

Chicago Midway

mar. 30/9

9:20 a.m.-3:59 p.m.

1 stop7h 39m

C$ 711

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

sáb. 15/11

8:00 a.m.-10:05 a.m.

2 stops25h 05m

Chicago Midway

jue. 20/11

11:00 a.m.-9:59 p.m.

2 stops11h 59m

C$ 744

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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

    Prices for flights from Alberta to Chicago Midway Airport refresh daily.

  • 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 you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond
Munster
Merrillville

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?

Yes. momondo enables you to select and highlight flights to Chicago from Alberta with this policy.

How can momondo help me find flights from Alberta to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Alberta.

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.

An easier way to manage your Chicago Midway Airport trip

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1 adult
lun. 25/8
lun. 1/9

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