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Cheap flights from Alberta to Chicago from $160

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Alberta to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:35 am - 4:47 pmYYC  Calgary-MDW Chicago Midway
9h 12m2 stops Salt Lake City Minneapolis St Paul
Delta Logo
1:27 pm - 1:10 amMDW  Chicago Midway-YYC Calgary
11h 43m2 stops Detroit Metropolitan Wayne County Salt Lake City
$263Delta
Sat, Oct 31 - Wed, Nov 4
Delta Logo
7:25 am - 5:04 pmYYC  Calgary-MDW Chicago Midway
9h 39m2 stops Salt Lake City Detroit Metropolitan Wayne County
Delta Logo
12:30 pm - 1:17 amMDW  Chicago Midway-YYC Calgary
12h 47m2 stops Minneapolis St Paul Salt Lake City
$268Delta
Sat, Nov 14 - Wed, Nov 18
Delta Logo
7:25 am - 5:04 pmYYC  Calgary-MDW Chicago Midway
9h 39m2 stops Salt Lake City Detroit Metropolitan Wayne County
Delta Logo
12:30 pm - 1:17 amMDW  Chicago Midway-YYC Calgary
12h 47m2 stops Minneapolis St Paul Salt Lake City
$277Delta
Sat, Nov 14 - Wed, Nov 18
Delta Logo
6:35 am - 4:47 pmYYC  Calgary-MDW Chicago Midway
9h 12m2 stops Salt Lake City Minneapolis St Paul
Delta Logo
12:27 pm - 10:40 pmMDW  Chicago Midway-YYC Calgary
10h 13m1 stop Minneapolis St Paul
$311Delta
Sat, Oct 31 - Wed, Nov 4
Delta Logo
7:45 am - 4:47 pmYYC  Calgary-MDW Chicago Midway
8h 02m1 stop Minneapolis St Paul
Delta Logo
12:27 pm - 11:10 pmMDW  Chicago Midway-YYC Calgary
11h 43m2 stops Minneapolis St Paul Salt Lake City
$336Delta
Wed, Oct 21 - Wed, Oct 28
Multiple Airlines Logo
8:45 am - 5:47 pmYYC  Calgary-MDW Chicago Midway
8h 02m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:16 am - 7:55 pmMDW  Chicago Midway-YYC Calgary
13h 39m1 stop Atlanta Hartsfield-Jackson
$352Multiple Airlines
Sat, Oct 31 - Wed, Nov 4
Delta Logo
12:25 am - 11:54 amYYC  Calgary-MDW Chicago Midway
10h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:27 pm - 1:10 amMDW  Chicago Midway-YYC Calgary
12h 43m2 stops Minneapolis St Paul Salt Lake City
$354Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
12:25 am - 11:54 amYYC  Calgary-MDW Chicago Midway
10h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:12 am - 1:10 amMDW  Chicago Midway-YYC Calgary
14h 58m2 stops Minneapolis St Paul Salt Lake City
$357Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
11:00 am - 10:33 pmYYC  Calgary-MDW Chicago Midway
10h 33m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
10:34 am - 1:17 amMDW  Chicago Midway-YYC Calgary
14h 43m2 stops Minneapolis St Paul Salt Lake City
$358Delta
Sat, Oct 10 - Thu, Nov 12
Delta Logo
12:25 am - 11:54 amYYC  Calgary-MDW Chicago Midway
10h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:27 pm - 1:10 amMDW  Chicago Midway-YYC Calgary
12h 43m2 stops Minneapolis St Paul Salt Lake City
$362Delta
Thu, Oct 29 - Thu, Nov 5

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Porter Airlines flights from Alberta to Chicago Midway Airport

Our best Porter Airlines deals on Alberta to Chicago Midway Airport flight tickets
Porter Airlines
Oct 14
YEG7:00 amEdmonton
27h 00m
1 stop
MDW11:00 amChicago Midway
Oct 21
MDW11:45 amChicago Midway
10h 50m
2 stops
YEG9:35 pmEdmonton
$418
Porter Airlines
Oct 14
YEG7:05 amEdmonton
26h 55m
3 stops
MDW11:00 amChicago Midway
Oct 21
MDW11:45 amChicago Midway
10h 50m
2 stops
YEG9:35 pmEdmonton
$578
Porter Airlines
Oct 13
YEG7:05 amEdmonton
26h 55m
3 stops
MDW11:00 amChicago Midway
Oct 23
MDW11:45 amChicago Midway
10h 50m
2 stops
YEG9:35 pmEdmonton
$590

WestJet flights from Alberta to Chicago Midway Airport

Our best WestJet deals on Alberta to Chicago Midway Airport flight tickets
WestJet
Nov 14
YYC8:52 amCalgary
6h 54m
1 stop
MDW3:46 pmChicago Midway
Nov 23
MDW12:37 pmChicago Midway
10h 28m
1 stop
YYC11:05 pmCalgary
$408
WestJet
Oct 30
YYC7:52 amCalgary
8h 02m
1 stop
MDW4:54 pmChicago Midway
Nov 5
MDW12:34 pmChicago Midway
10h 13m
1 stop
YYC10:47 pmCalgary
$439
WestJet
Nov 17
YYC8:52 amCalgary
6h 54m
1 stop
MDW3:46 pmChicago Midway
Nov 23
MDW12:37 pmChicago Midway
10h 28m
1 stop
YYC11:05 pmCalgary
$440

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 10/31

6:35 am-4:47 pm

2 stops9h 12m

Chicago Midway

Wed 11/4

1:27 pm-1:10 am

2 stops11h 43m

$263

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 11/14

7:25 am-5:04 pm

2 stops9h 39m

Chicago Midway

Wed 11/18

12:30 pm-1:17 am

2 stops12h 47m

$268

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 11/14

7:25 am-5:04 pm

2 stops9h 39m

Chicago Midway

Wed 11/18

12:30 pm-1:17 am

2 stops12h 47m

$277
Quickest round-trip

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 10/31

6:35 am-4:47 pm

2 stops9h 12m

Chicago Midway

Wed 11/4

12:27 pm-10:40 pm

1 stop10h 13m

$311

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Wed 10/21

7:45 am-4:47 pm

1 stop8h 02m

Chicago Midway

Wed 10/28

12:27 pm-11:10 pm

2 stops11h 43m

$336

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 10/31

8:45 am-5:47 pm

1 stop8h 02m

Chicago Midway

Wed 11/4

6:16 am-7:55 pm

1 stop13h 39m

$352

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 10/29

12:25 am-11:54 am

1 stop10h 29m

Chicago Midway

Mon 11/2

12:27 pm-1:10 am

2 stops12h 43m

$354

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 10/29

12:25 am-11:54 am

1 stop10h 29m

Chicago Midway

Mon 11/2

10:12 am-1:10 am

2 stops14h 58m

$357

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 10/10

11:00 am-10:33 pm

2 stops10h 33m

Chicago Midway

Thu 11/12

10:34 am-1:17 am

2 stops14h 43m

$358

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 10/29

12:25 am-11:54 am

1 stop10h 29m

Chicago Midway

Thu 11/5

12:27 pm-1:10 am

2 stops12h 43m

$362

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

Can stopping save me money on Alberta to Chicago Midway Airport flights?

You could potentially save up to 21% on your flight if you consider stops on a Alberta to Chicago Midway Airport flight.

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

Best Price Found

$160

Fastest flight time

6h 07m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Alberta in the past 72 hours is $160. The best round-trip flight deal from Alberta to Chicago Midway Airport found on momondo in the last 72 hours is $263.
The fastest flight from Alberta to Chicago Midway Airport takes 6h 07m
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

Frequently asked questions about flying 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 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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.

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