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Cheap flights from Alberta to Chicago Midway Airport from C$ 257

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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
5 Sep — 12 Sep1
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 6 August 2026.

Sat 21/117:35 a.m. -
1 stop8h 04m
Wed 25/1112:30 p.m. -
2 stops11h 47m
Deal found 1/8C$ 407
Tue 1/97:45 a.m. -
2 stops9h 16m
Tue 15/92:00 p.m. -
1 stop7h 42m
Deal found 4/8C$ 435
Tue 1/96:50 a.m. -
1 stop5h 25m
Tue 15/92:05 p.m. -
1 stop7h 42m
Deal found 4/8C$ 531
Sat 17/107:00 a.m. -
2 stops8h 47m
Wed 21/1012:27 p.m. -
2 stops13h 17m
Deal found 4/8C$ 544
Thu 1/1011:00 a.m. -
1 stop6h 33m
Mon 5/101:00 p.m. -
1 stop9h 50m
Deal found 2/8C$ 552
Fri 30/107:45 a.m. -
1 stop8h 02m
Mon 2/1112:27 p.m. -
1 stop9h 13m
Deal found 3/8C$ 560
Sat 5/99:40 a.m. -
1 stop5h 17m
Wed 9/92:00 p.m. -
2 stops11h 44m
Deal found 31/7C$ 560
Wed 16/98:20 a.m. -
2 stops9h 13m
Wed 23/99:59 a.m. -
2 stops9h 11m
Deal found 2/8C$ 563
Sat 26/99:40 a.m. -
1 stop7h 19m
Tue 29/99:59 a.m. -
1 stop7h 56m
Deal found 3/8C$ 563
Tue 15/99:40 a.m. -
1 stop7h 39m
Tue 22/99:29 a.m. -
2 stops8h 26m
Deal found 1/8C$ 565
Thu 24/127:45 a.m. -
1 stop8h 05m
Thu 31/1211:20 a.m. -
2 stops12h 53m
Deal found 4/8C$ 576
Sat 5/911:25 p.m. -
1 stop14h 10m
Fri 11/911:45 a.m. -
2 stops10h 45m
Deal found 31/7C$ 584

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 6 August 2026.

Round-trip from

C$ 407

One-way from

C$ 257

Popular in

June

Cheapest in

November

Average price

C$ 473
Delta
  • Delta
  • 21/11-25/11
  • 3 total stops
  • 19h 51m total
  • Alberta to Chicago
Search Deals
Delta
  • Delta
  • 5/9
  • 1 total stop
  • 8h 12m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 6 August 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
Quickest round-trip

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 17/10

11:00 a.m.-6:00 p.m.

1 stop6h 00m

Chicago Midway

Wed 21/10

12:27 p.m.-8:25 p.m.

2 stops8h 58m

C$ 544

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 1/10

11:00 a.m.-6:33 p.m.

1 stop6h 33m

Chicago Midway

Mon 5/10

1:00 p.m.-9:50 p.m.

1 stop9h 50m

C$ 545

EdmontonChicago

YEG Edmonton - MDW Chicago Midway

YEGMDW

Edmonton

Sat 5/9

9:40 a.m.-10:36 p.m.

2 stops11h 56m

Chicago Midway

Wed 9/9

2:00 p.m.-12:44 a.m.

2 stops11h 44m

C$ 560

EdmontonChicago

YEG Edmonton - MDW Chicago Midway

YEGMDW

Edmonton

Sat 26/9

9:40 a.m.-5:59 p.m.

1 stop7h 19m

Chicago Midway

Tue 29/9

9:59 a.m.-4:55 p.m.

1 stop7h 56m

C$ 565

EdmontonChicago

YEG Edmonton - MDW Chicago Midway

YEGMDW

Edmonton

Tue 15/9

9:40 a.m.-6:19 p.m.

1 stop7h 39m

Chicago Midway

Tue 22/9

9:29 a.m.-4:55 p.m.

2 stops8h 26m

C$ 565

EdmontonChicago

YEG Edmonton - MDW Chicago Midway

YEGMDW

Edmonton

Wed 2/9

9:40 a.m.-6:01 p.m.

1 stop7h 21m

Chicago Midway

Sat 5/9

9:24 a.m.-4:55 p.m.

2 stops8h 31m

C$ 565

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 29/10

12:30 a.m.-12:47 p.m.

2 stops11h 17m

Chicago Midway

Mon 2/11

12:27 p.m.-9:40 p.m.

1 stop9h 13m

C$ 577

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Thu 24/12

7:45 a.m.-3:22 p.m.

2 stops7h 37m

Chicago Midway

Thu 31/12

11:20 a.m.-12:13 a.m.

2 stops12h 53m

C$ 588

EdmontonChicago

YEG Edmonton - MDW Chicago Midway

YEGMDW

Edmonton

Sat 19/9

9:40 a.m.-5:59 p.m.

1 stop7h 19m

Chicago Midway

Sat 26/9

9:59 a.m.-4:55 p.m.

1 stop7h 56m

C$ 656

CalgaryChicago

YYC Calgary - MDW Chicago Midway

YYCMDW

Calgary

Sat 19/9

12:20 a.m.-11:54 a.m.

1 stop10h 34m

Chicago Midway

Tue 29/9

10:48 a.m.-5:10 p.m.

1 stop7h 22m

C$ 711

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 36 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 can get you from Alberta to Chicago Midway Airport in just under 6h. 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.

See more FAQs

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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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