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Cheap flights from Alberta to Chicago Midway Airport from C$ 186

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
15 Oct — 22 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Alberta to Midway

Keep the following information in mind while searching for Alberta to Midway flight deals. Data was last updated 15 September 2025.

Round-trip from

C$ 301

One-way from

C$ 186

Popular in

December

Cheapest in

April

Average price

C$ 318
3/11-8/11
  • 3/11-8/11
  • 3 total stops
  • 37h 37m total
  • Alberta to Chicago
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12/10
  • 12/10
  • 1 total stop
  • 23h 36m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 161 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Alberta to Midway

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 15 September 2025.

Mon 3/118:35 p.m.YEG - MDW
2 stops14h 03mMultiple Airlines
Sat 8/111:37 p.m.MDW - YEG
1 stop23h 34mMultiple Airlines
Deal found 12/9C$ 301
Sat 1/116:00 a.m.YEG - MDW
2 stops11h 39mMultiple Airlines
Sat 8/111:37 p.m.MDW - YEG
1 stop23h 34mMultiple Airlines
Deal found 12/9C$ 304
Thu 30/1012:20 p.m.YYC - MDW
1 stop23h 17mMultiple Airlines
Thu 6/116:30 a.m.MDW - YYC
1 stop11h 36mMultiple Airlines
Deal found 15/9C$ 333
Sun 26/106:45 a.m.YYC - MDW
1 stop5h 23mDelta
Sat 1/119:20 a.m.MDW - YYC
1 stop5h 34mDelta
Deal found 13/9C$ 336
Sun 12/107:00 a.m.YEG - MDW
2 stops10h 25mDelta
Sat 18/103:00 p.m.MDW - YEG
2 stops10h 27mDelta
Deal found 15/9C$ 345
Wed 29/109:15 a.m.YEG - MDW
2 stops11h 59mDelta
Sat 1/119:20 a.m.MDW - YEG
2 stops9h 00mDelta
Deal found 14/9C$ 348
Fri 26/96:40 a.m.YYC - MDW
1 stop9h 55mDelta
Mon 29/91:43 p.m.MDW - YYC
1 stop7h 59mDelta
Deal found 14/9C$ 352
Mon 27/1012:30 a.m.YYC - MDW
1 stop8h 10mDelta
Tue 4/1110:40 a.m.MDW - YYC
1 stop9h 29mDelta
Deal found 13/9C$ 355
Thu 4/128:55 a.m.YYC - MDW
1 stop13h 10mMultiple Airlines
Sun 7/126:00 a.m.MDW - YYC
1 stop14h 09mMultiple Airlines
Deal found 13/9C$ 358
Fri 3/106:40 a.m.YYC - MDW
1 stop9h 55mDelta
Sun 5/109:35 a.m.MDW - YYC
1 stop9h 49mDelta
Deal found 15/9C$ 369
Wed 24/96:40 a.m.YYC - MDW
1 stop9h 55mDelta
Sat 27/99:35 a.m.MDW - YYC
2 stops12h 07mDelta
Deal found 14/9C$ 372
Wed 24/99:25 a.m.YEG - MDW
1 stop7h 10mDelta
Tue 30/99:20 a.m.MDW - YEG
1 stop7h 39mDelta
Deal found 15/9C$ 373

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 15 September 2025.
Use the filters below to find and compare flights from Alberta to Chicago Midway Airport that are best for you.

Fly from

Alberta

Fly to

Midway

Route

Depart

Return

Price

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 31/10

12:45 a.m.-6:39 p.m.

1 stop16h 54m

Chicago Midway

Sat 8/11

1:37 p.m.-12:11 p.m.

1 stop23h 34m

C$ 307

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 30/10

12:20 p.m.-12:37 p.m.

1 stop23h 17m

Chicago Midway

Thu 6/11

6:30 a.m.-5:06 p.m.

1 stop11h 36m

C$ 333

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sun 26/10

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

1 stop9h 58m

Chicago Midway

Sat 1/11

10:40 a.m.-11:02 p.m.

2 stops13h 22m

C$ 336

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 28/10

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

1 stop9h 58m

Chicago Midway

Tue 4/11

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

1 stop5h 34m

C$ 336

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 11/10

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

1 stop9h 58m

Chicago Midway

Sat 18/10

3:00 p.m.-8:47 p.m.

1 stop6h 47m

C$ 336

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sun 12/10

7:00 a.m.-6:25 p.m.

2 stops10h 25m

Chicago Midway

Sat 18/10

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

1 stop7h 39m

C$ 345

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 29/10

9:15 a.m.-10:14 p.m.

2 stops11h 59m

Chicago Midway

Sat 1/11

9:20 a.m.-5:20 p.m.

2 stops9h 00m

C$ 348

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 26/9

6:40 a.m.-5:35 p.m.

1 stop9h 55m

Chicago Midway

Mon 29/9

1:43 p.m.-8:42 p.m.

1 stop7h 59m

C$ 352

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 3/10

6:40 a.m.-5:35 p.m.

1 stop9h 55m

Chicago Midway

Sun 5/10

9:35 a.m.-6:24 p.m.

1 stop9h 49m

C$ 369

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 3/11

5:50 p.m.-10:05 a.m.

1 stop15h 15m

Chicago Midway

Sat 8/11

1:37 p.m.-12:11 p.m.

1 stop23h 34m

C$ 410

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/9

Showing 1-10 of 42 results
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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 can get you from Alberta to Chicago Midway Airport in just under 9h 58m. Your travel time can differ by up to . The distance from Alberta to Chicago Midway Airport is about 2247 km.

  • 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.

  • What is the cheapest month to book a flight from Alberta to Chicago Midway Airport?

    Currently, September is the cheapest month in which you can book a flight from Alberta to Chicago Midway Airport (average of C$ 209). Flying from Alberta to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Alberta to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from Alberta to Midway?

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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