Midway

$180+ Cheap flights from Alberta to Midway (MDW)

YYC — MDW
Nov 30 — Dec 71
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Cheap flight deals from Alberta to Midway

Cheapest flights from Alberta to Midway

Fri 10/307:45 am -
1 stop8h 02m
Mon 11/210:12 am -
2 stops13h 58m
Deal found 10/27$347
Tue 12/18:45 am -
1 stop8h 05m
Wed 12/910:24 am -
2 stops13h 57m
Deal found 10/29$352
Sat 11/218:45 am -
1 stop7h 54m
Mon 11/3012:30 pm -
1 stop9h 28m
Deal found 10/30$382
Sun 12/138:45 am -
1 stop8h 05m
Sun 12/2011:47 am -
1 stop10h 24m
Deal found 10/28$404
Tue 11/241:25 am -
1 stop30h 49m
Wed 12/210:21 am -
2 stops24h 54m
Deal found 10/28$418
Wed 12/91:25 am -
1 stop14h 41m
Thu 12/178:35 pm -
2 stops25h 40m
Deal found 10/27$433
Thu 12/108:45 am -
2 stops9h 16m
Thu 12/1710:24 am -
2 stops13h 57m
Deal found 10/27$442
Tue 12/17:45 pm -
2 stops13h 41m
Wed 12/910:40 am -
2 stops24h 35m
Deal found 10/27$444
Fri 12/258:45 am -
2 stops8h 59m
Wed 12/3011:47 am -
1 stop10h 24m
Deal found 10/28$445

Find flight deals from Alberta to Midway

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$304
(Delta)

One-way from

$180
(Delta)

Popular in

November

Cheapest in

April

Average price

$339
Provider with most accurate pricing for Calgary-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Calgary-Chicago (CHI) flights.
From Alberta to Chicago Midway
One-way flight from Alberta to Chicago Midway
Highest demand for flights based on searches. 10% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in October 2026

Cheapflights 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

Cheapest round-trip

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Fri 12/25

8:45 am-5:44 pm

2 stops8h 59m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$181

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Tue 3/9

8:45 am-10:10 pm

2 stops13h 25m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$181

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 12/10

7:25 am-6:01 pm

2 stops10h 36m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$181

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 1/14

8:45 am-10:17 pm

2 stops13h 32m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$187

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 12/12

8:45 am-10:54 pm

2 stops14h 09m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$196

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Wed 12/9

8:45 am-4:50 pm

1 stop8h 05m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$196
Quickest round-trip

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Mon 11/23

8:45 am-4:39 pm

1 stop7h 54m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$196

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 1/21

8:45 am-4:53 pm

1 stop8h 08m

Chicago Midway

Sun 1/24

12:44 pm-10:01 pm

1 stop9h 17m

$318

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Tue 12/1

8:45 am-4:50 pm

1 stop8h 05m

Chicago Midway

Wed 12/9

12:39 pm-12:21 am

2 stops11h 42m

$366

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 11/21

8:45 am-4:39 pm

1 stop7h 54m

Chicago Midway

Mon 11/30

12:30 pm-9:58 pm

1 stop9h 28m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 14 resultsSorted by cheapest first
1
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Best time to book a flight from Alberta to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Alberta with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Alberta to Chicago Midway Airport

No data available for this route at this time. Please check back soon.

Related info for your journey

  • How long is the flight from Alberta to Chicago Midway Airport?

    Departing from Alberta to Chicago Midway Airport will take you 10h 45m. The distance from Alberta to Chicago Midway Airport is about 1396 mi.

  • What are the most popular routes from Alberta to Chicago Midway Airport?

  • Can I find deals for flights from Alberta to Midway that include hotel bookings?

    Yes. In addition to deals on Alberta to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alberta to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alberta to Midway.

  • Can I find deals for business class flights from Alberta to Midway?

    Yes. Cheapflights offers flight deals from Alberta to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

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