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$139+ Cheap flights from Alberta to Midway (MDW)

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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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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 June 12, 2025.

Round-trip from

$240
(Delta)

One-way from

$139
(Delta)

Popular in

December

Cheapest in

April

Average price

$244
From Alberta to Chicago Midway
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One-way flight from Alberta to Chicago Midway
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Highest demand for flights based on searches. 22% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/176:45 amYYC - MDW
1 stop9h 55mDelta
Tue 6/241:47 pmMDW - YYC
1 stop8h 10mDelta
Deal found 6/11$240
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/89:25 amYEG - MDW
1 stop7h 14mDelta
Tue 7/159:25 amMDW - YEG
2 stops12h 53mDelta
Deal found 6/10$302
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2512:30 amYYC - MDW
1 stop21h 05mMultiple Airlines
Sat 8/26:20 amMDW - YYC
2 stops19h 24mMultiple Airlines
Deal found 6/11$348
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:45 pmYEG - MDW
1 stop13h 00mMultiple Airlines
Tue 7/159:40 amMDW - YEG
1 stop12h 38mMultiple Airlines
Deal found 6/10$371
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/217:00 amYYC - MDW
2 stops32h 24mPorter Airlines
Tue 8/55:20 pmMDW - YYC
2 stops29h 00mPorter Airlines
Deal found 6/11$460
This FlightHub deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/297:00 amYEG - MDW
2 stops13h 44mWestJet
Sat 11/110:35 amMDW - YEG
2 stops13h 14mWestJet
Deal found 6/10$540
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2912:30 pmYEG - MDW
2 stops26h 50mPorter Airlines
Sat 11/112:55 pmMDW - YEG
2 stops10h 02mPorter Airlines
Deal found 6/11$544
This Jettzy deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2512:30 amYYC - MDW
1 stop20h 12mWestJet
Sat 8/212:43 pmMDW - YYC
1 stop10h 32mWestJet
Deal found 6/11$645

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 2,558,603 searches. Data last updated June 12, 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

Tue 9/9

6:40 am-5:37 pm

1 stop9h 57m

Chicago Midway

Wed 9/17

1:00 pm-8:54 pm

2 stops8h 54m

$240

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 7/8

9:25 am-5:39 pm

1 stop7h 14m

Chicago Midway

Tue 7/15

9:25 am-9:18 pm

2 stops12h 53m

$302

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 7/25

12:30 am-10:35 pm

1 stop21h 05m

Chicago Midway

Sat 8/2

6:20 am-12:44 am

2 stops19h 24m

$348

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 7/8

6:45 pm-8:45 am

1 stop13h 00m

Chicago Midway

Tue 7/15

9:40 am-9:18 pm

1 stop12h 38m

$371

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 7/21

7:00 am-4:24 pm

2 stops32h 24m

Chicago Midway

Tue 8/5

5:20 pm-9:20 pm

2 stops29h 00m

$460

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/29

9:45 am-6:07 pm

1 stop7h 22m

Chicago Midway

Sat 11/1

9:20 am-5:34 pm

2 stops9h 14m

$540

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Wed 10/29

12:30 pm-4:20 pm

2 stops26h 50m

Chicago Midway

Sat 11/1

12:55 pm-9:57 pm

2 stops10h 02m

$544

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 7/25

12:30 am-9:42 pm

1 stop20h 12m

Chicago Midway

Sat 8/2

12:43 pm-10:15 pm

1 stop10h 32m

$645

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 7/2

6:45 am-5:40 pm

1 stop9h 55m

$139

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 7/8

12:30 am-10:40 am

1 stop9h 10m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 12, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta and WestJet from Alberta to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
288 reviews

Overall

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
288 reviews
Porter Airlines
8.0
Very good
288 reviews

Overall

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Delta
8.0
Very good
7,950 reviews
Porter Airlines
8.0
Very good
288 reviews

Overall

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,868 reviews
Porter Airlines
8.0
Very good
288 reviews

Overall

8.0

Entertainment

7.0

Food

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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?

    $139 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 $191 and $303, respectively.

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

    The most popular flight routes from Alberta to Chicago Midway Airport are Calgary - Chicago Midway, Edmonton - Chicago Midway and Grande Prairie - Chicago Midway.

  • 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, April is the cheapest month in which you can book a flight from Alberta to Chicago Midway Airport (average of $160). Flying from Alberta to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Alberta?

Book flights to Alberta if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Alternative routes for Alberta to Midway

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