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Cheap flights from Alberta to Chicago Midway Airport from C$ 211

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
21 Apr — 28 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Alberta to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Alberta to Midway
Explore the most affordable flight options available from Alberta to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 March 2026.

Tue 21/46:40 a.m.
YYC
-
MDW
2 stops14h 48m
Delta
Tue 28/49:29 a.m.
MDW
-
YYC
2 stops14h 31m
Delta
Deal found 18/3C$ 387
Mon 20/47:40 a.m.
YYC
-
MDW
2 stops13h 48m
Delta
Wed 22/49:29 a.m.
MDW
-
YYC
2 stops14h 31m
Delta
Deal found 18/3C$ 405
Mon 20/47:40 a.m.
YYC
-
MDW
2 stops13h 48m
Delta
Sat 25/49:46 a.m.
MDW
-
YYC
2 stops14h 14m
Delta
Deal found 18/3C$ 418
Thu 28/56:45 a.m.
YYC
-
MDW
1 stop10h 11m
Delta
Mon 1/69:22 a.m.
MDW
-
YYC
2 stops12h 08m
Delta
Deal found 20/3C$ 442
Tue 5/56:40 a.m.
YYC
-
MDW
1 stop5h 52m
Delta
Tue 12/59:22 a.m.
MDW
-
YYC
2 stops12h 08m
Delta
Deal found 21/3C$ 443
Sun 19/46:40 a.m.
YYC
-
MDW
1 stop5h 52m
Delta
Wed 22/49:29 a.m.
MDW
-
YYC
2 stops14h 31m
Delta
Deal found 18/3C$ 444
Tue 21/46:40 a.m.
YYC
-
MDW
1 stop5h 52m
Delta
Sat 25/49:46 a.m.
MDW
-
YYC
2 stops14h 14m
Delta
Deal found 18/3C$ 458
Tue 28/49:40 a.m.
YEG
-
MDW
1 stop7h 56m
Delta
Wed 6/59:29 a.m.
MDW
-
YEG
1 stop8h 26m
Delta
Deal found 20/3C$ 468
Sun 19/46:20 a.m.
YEG
-
MDW
2 stops10h 38m
Delta
Wed 29/49:29 a.m.
MDW
-
YEG
1 stop8h 26m
Delta
Deal found 19/3C$ 477
Sun 10/56:45 a.m.
YYC
-
MDW
1 stop5h 34m
Delta
Tue 12/59:22 a.m.
MDW
-
YYC
2 stops12h 08m
Delta
Deal found 17/3C$ 486
Fri 24/46:40 a.m.
YYC
-
MDW
2 stops14h 48m
Delta
Tue 28/49:29 a.m.
MDW
-
YYC
2 stops14h 31m
Delta
Deal found 18/3C$ 488
Mon 20/47:40 a.m.
YYC
-
MDW
2 stops13h 48m
Delta
Mon 27/49:27 a.m.
MDW
-
YYC
2 stops12h 13m
Delta
Deal found 18/3C$ 490

Find flight deals from Alberta to Midway

Keep the following information in mind while searching for Alberta to Midway flight deals. Data was last updated 22 March 2026.

Round-trip from

C$ 387

One-way from

C$ 211

Popular in

March

Cheapest in

November

Average price

C$ 499
Delta
  • Delta
  • 21/4-25/4
  • 4 total stops
  • 29h 02m total
  • Alberta to Chicago
Search Deals
Delta
  • Delta
  • 25/4
  • 1 total stop
  • 5h 52m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Alberta to Midway 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, Cheapflights users made 629,999 searches. Data last updated 22 March 2026.
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

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 4/5

6:10 a.m.-5:58 p.m.

2 stops10h 48m

Chicago Midway

Mon 11/5

1:22 p.m.-10:55 p.m.

2 stops10h 33m

C$ 468

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 1/4

6:30 a.m.-5:54 p.m.

2 stops10h 24m

Chicago Midway

Wed 15/4

9:27 a.m.-8:40 p.m.

2 stops12h 13m

C$ 517

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 5/5

9:40 a.m.-6:36 p.m.

1 stop7h 56m

Chicago Midway

Fri 8/5

9:22 a.m.-12:40 a.m.

2 stops16h 18m

C$ 530

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 28/5

6:45 a.m.-5:56 p.m.

1 stop10h 11m

Chicago Midway

Mon 1/6

1:59 p.m.-8:30 p.m.

1 stop7h 31m

C$ 547
Quickest round-trip

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 26/5

6:45 a.m.-1:19 p.m.

1 stop5h 34m

Chicago Midway

Fri 29/5

1:22 p.m.-8:05 p.m.

1 stop7h 43m

C$ 562

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 4/5

11:00 a.m.-5:58 p.m.

1 stop5h 58m

Chicago Midway

Mon 11/5

1:22 p.m.-8:05 p.m.

1 stop7h 43m

C$ 567

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 22/4

7:35 p.m.-3:04 p.m.

1 stop18h 29m

Chicago Midway

Wed 29/4

7:30 a.m.-9:30 p.m.

2 stops15h 00m

C$ 568

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 3/6

6:45 a.m.-5:56 p.m.

1 stop10h 11m

Chicago Midway

Fri 12/6

1:00 p.m.-8:05 p.m.

1 stop8h 05m

C$ 578

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 26/5

6:45 a.m.-1:19 p.m.

1 stop5h 34m

Chicago Midway

Sun 31/5

1:22 p.m.-8:05 p.m.

1 stop7h 43m

C$ 582

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 27/5

6:45 a.m.-6:33 p.m.

2 stops10h 48m

Chicago Midway

Sun 31/5

1:22 p.m.-8:05 p.m.

1 stop7h 43m

C$ 582

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/3

Showing 1-10 of 43 resultsSorted by cheapest first
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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

Find useful and relevant information for your journey from Alberta to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Delta and WestJet can get you from Alberta to Chicago Midway Airport in just under 10h 48m. Your travel time can differ by up to 4h 39m. The distance from Alberta to Chicago Midway Airport is about 2303 km. Both multi-stop and direct flights can be found to your destination and back.

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

    Most travellers choose Calgary - Chicago Midway, Edmonton - Chicago Midway or Grande Prairie - Chicago Midway when deciding on the best route 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

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Cheapflights makes it easy to find Alberta to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Alberta to Midway?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Alberta.

Can Cheapflights find flights from Alberta to Midway with no change fees?

Certainly. Search results for flights to Midway from Alberta shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Alberta to Midway become cheaper?

Yes! Start tracking prices for Alberta to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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