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Cheap flights from Alberta to Chicago Midway Airport from C$ 193

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
5 Apr — 12 Apr1
1 adult

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 31 March 2025.

Round-trip from

C$ 312

One-way from

C$ 193

Popular in

December

Cheapest in

February

Average price

C$ 382
Delta
  • Delta
  • 11/5-13/5
  • 2 total stops
  • 13h 30m total
  • Alberta to Chicago
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Delta
  • Delta
  • 1/6
  • 1 total stop
  • 10h 15m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 120 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 31 March 2025.

Sun 11/56:30 a.m.YYC - MDW
1 stop5h 45mDelta
Tue 13/51:55 p.m.MDW - YYC
1 stop7h 45mDelta
Deal found 31/3C$ 312
Sat 10/512:30 a.m.YYC - MDW
1 stop12h 04mMultiple Airlines
Tue 13/59:34 a.m.MDW - YYC
1 stop11h 31mMultiple Airlines
Deal found 31/3C$ 361
Thu 1/59:35 a.m.YEG - MDW
1 stop13h 04mMultiple Airlines
Thu 8/58:30 a.m.MDW - YEG
1 stop12h 18mMultiple Airlines
Deal found 30/3C$ 392
Sat 31/59:25 a.m.YEG - MDW
1 stop7h 22mDelta
Mon 2/69:20 a.m.MDW - YEG
1 stop7h 38mDelta
Deal found 31/3C$ 429
Tue 29/49:25 a.m.YEG - MDW
1 stop6h 54mWestJet
Mon 5/57:00 p.m.MDW - YEG
1 stop21h 58mWestJet
Deal found 31/3C$ 707
Tue 17/67:10 a.m.YEG - MDW
2 stops24h 35mPorter Airlines
Tue 24/69:40 a.m.MDW - YEG
2 stops12h 16mPorter Airlines
Deal found 30/3C$ 734
Sun 11/57:00 a.m.YYC - MDW
2 stops32h 54mPorter Airlines
Tue 13/59:40 a.m.MDW - YYC
2 stops12h 30mPorter Airlines
Deal found 30/3C$ 753
Fri 11/46:30 a.m.YYC - MDW
1 stop10h 48mWestJet
Tue 15/410:20 a.m.MDW - YYC
1 stop11h 27mWestJet
Deal found 31/3C$ 834
Mon 31/38:10 a.m.YQU - MDW
2 stops29h 05mWestJet
Tue 1/47:09 p.m.MDW - YQU
2 stops31h 09mWestJet
Deal found 30/3C$ 2,930

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 31 March 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

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sun 11/5

6:30 a.m.-1:15 p.m.

1 stop5h 45m

Chicago Midway

Tue 13/5

1:55 p.m.-8:40 p.m.

1 stop7h 45m

C$ 312

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 10/5

12:30 a.m.-1:34 p.m.

1 stop12h 04m

Chicago Midway

Tue 13/5

9:34 a.m.-8:05 p.m.

1 stop11h 31m

C$ 361

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 1/5

9:35 a.m.-11:39 p.m.

1 stop13h 04m

Chicago Midway

Thu 8/5

8:30 a.m.-7:48 p.m.

1 stop12h 18m

C$ 392

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 31/5

9:25 a.m.-5:47 p.m.

1 stop7h 22m

Chicago Midway

Mon 2/6

9:20 a.m.-3:58 p.m.

1 stop7h 38m

C$ 429

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 29/4

9:25 a.m.-5:19 p.m.

1 stop6h 54m

Chicago Midway

Mon 5/5

7:00 p.m.-3:58 p.m.

1 stop21h 58m

C$ 707

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 17/6

7:10 a.m.-8:45 a.m.

2 stops24h 35m

Chicago Midway

Tue 24/6

9:40 a.m.-8:56 p.m.

2 stops12h 16m

C$ 734

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sun 11/5

7:00 a.m.-4:54 p.m.

2 stops32h 54m

Chicago Midway

Tue 13/5

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

2 stops12h 30m

C$ 753

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 11/4

6:30 a.m.-6:18 p.m.

1 stop10h 48m

Chicago Midway

Tue 15/4

10:20 a.m.-8:47 p.m.

1 stop11h 27m

C$ 834

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sun 1/6

6:30 a.m.-5:45 p.m.

1 stop10h 15m

C$ 193

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 24/5

9:35 a.m.-9:13 p.m.

1 stop10h 38m

C$ 218

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/3

Showing 1-10 of 15 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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated 31 March 2025.
To help decide which airline to fly from Alberta to Chicago, see what other customers have to say about Delta, Porter Airlines and WestJet. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,899 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
7,899 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,789 reviews
Delta
8.0
Very good
7,899 reviews
Check prices

Entertainment

7.9

Comfort

8.0

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • What are the cheapest airlines to fly from Alberta to Chicago Midway Airport one-way?

    C$ 193 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on WestJet and Porter Airlines, with prices starting from C$ 404 and C$ 434, respectively.

  • 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, January is the cheapest month in which you can book a flight from Alberta to Chicago Midway Airport (average of C$ 243). 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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Fly with Cheapflights

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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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