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Cheap flights from Alberta to Chicago Midway Airport from C$ 191

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 26/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
5 May — 12 May1
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 30 April 2025.

Round-trip from

C$ 309

One-way from

C$ 191

Popular in

December

Cheapest in

May

Average price

C$ 284
Delta
  • Delta
  • 26/5-2/6
  • 3 total stops
  • 20h 26m total
  • Alberta to Chicago
Search Deals
Delta
  • Delta
  • 26/5
  • 1 total stop
  • 10h 15m total
  • Alberta to Chicago
Search Deals
Highest demand for flights based on searches. 19% potential increase in price (C$ 138 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 30 April 2025.

Mon 26/56:30 a.m.YYC - MDW
1 stop5h 45mDelta
Mon 2/69:20 a.m.MDW - YYC
2 stops14h 41mDelta
Deal found 28/4C$ 309
Sun 25/56:00 a.m.YEG - MDW
2 stops11h 45mDelta
Wed 4/69:20 a.m.MDW - YEG
1 stop7h 38mDelta
Deal found 28/4C$ 399
Wed 7/56:30 a.m.YYC - MDW
1 stop5h 45mKLM
Sat 10/51:55 p.m.MDW - YYC
1 stop7h 45mKLM
Deal found 28/4C$ 403
Wed 28/59:35 a.m.YEG - MDW
1 stop12h 01mMultiple Airlines
Wed 4/66:40 a.m.MDW - YEG
1 stop14h 08mMultiple Airlines
Deal found 28/4C$ 460
Fri 13/67:00 a.m.YYC - MDW
2 stops15h 18mMultiple Airlines
Mon 16/66:20 a.m.MDW - YYC
1 stop14h 45mMultiple Airlines
Deal found 28/4C$ 479
Tue 27/57:55 a.m.YYC - MDW
2 stops23h 50mPorter Airlines
Tue 3/69:40 a.m.MDW - YYC
2 stops12h 44mPorter Airlines
Deal found 28/4C$ 630
Thu 31/79:25 a.m.YEG - MDW
1 stop7h 14mWestJet
Mon 4/89:19 a.m.MDW - YEG
1 stop7h 39mWestJet
Deal found 27/4C$ 761
Wed 7/512:30 a.m.YYC - MDW
1 stop8h 10mWestJet
Sun 11/51:55 p.m.MDW - YYC
1 stop7h 45mWestJet
Deal found 28/4C$ 772
Wed 28/57:10 a.m.YEG - MDW
2 stops24h 35mPorter Airlines
Wed 4/69:40 a.m.MDW - YEG
2 stops12h 16mPorter Airlines
Deal found 28/4C$ 829

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 30 April 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

Mon 26/5

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

1 stop5h 45m

Chicago Midway

Mon 2/6

9:20 a.m.-11:01 p.m.

2 stops14h 41m

C$ 309

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sun 25/5

6:00 a.m.-6:45 p.m.

2 stops11h 45m

Chicago Midway

Fri 6/6

6:00 a.m.-3:58 p.m.

2 stops10h 58m

C$ 399

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 28/5

9:35 a.m.-10:36 p.m.

1 stop12h 01m

Chicago Midway

Wed 4/6

6:40 a.m.-7:48 p.m.

1 stop14h 08m

C$ 460

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 13/6

7:00 a.m.-11:18 p.m.

2 stops15h 18m

Chicago Midway

Mon 16/6

6:20 a.m.-8:05 p.m.

1 stop14h 45m

C$ 479

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 27/5

7:55 a.m.-8:45 a.m.

2 stops23h 50m

Chicago Midway

Tue 3/6

9:40 a.m.-9:24 p.m.

2 stops12h 44m

C$ 630

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 31/7

9:25 a.m.-5:39 p.m.

1 stop7h 14m

Chicago Midway

Mon 4/8

9:19 a.m.-3:58 p.m.

1 stop7h 39m

C$ 761

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 28/5

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

2 stops24h 35m

Chicago Midway

Wed 4/6

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

2 stops12h 16m

C$ 829

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sun 1/6

7:00 a.m.-9:27 p.m.

2 stops13h 27m

Chicago Midway

Mon 2/6

9:20 a.m.-6:40 p.m.

2 stops10h 20m

C$ 889

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 26/5

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

1 stop10h 15m

C$ 191

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 7/6

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

1 stop7h 22m

C$ 215

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Showing 1-10 of 16 results
1
2

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 30 April 2025.
To help decide which airline to fly from Alberta to Chicago, see what other customers have to say about Porter Airlines, Delta and KLM. 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.
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
285 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Delta
8.0
Very good
7,936 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
KLM
7.8
Good
1,333 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
WestJet
7.2
Good
2,823 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

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$ 191 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Porter Airlines and WestJet, with prices starting from C$ 288 and C$ 388, 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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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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