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$138+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$223
(Delta)

One-way from

$138
(Delta)

Popular in

December

Cheapest in

May

Average price

$205
Provider with most accurate pricing for Calgary-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Calgary-Chicago (CHI) flights.
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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. 19% potential increase in price ($73 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($15 potential savings vs. average RT price).
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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 April 29, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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.
Mon 5/266:30 amYYC - MDW
1 stop5h 45mDelta
Mon 6/29:20 amMDW - YYC
2 stops14h 41mDelta
Deal found 4/28$223
This Delta deal was found by Cheapflights users on 4/28. 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.
Sun 5/256:00 amYEG - MDW
2 stops11h 45mDelta
Fri 6/66:00 amMDW - YEG
2 stops10h 58mDelta
Deal found 4/28$288
This Kissandfly.com deal was found by Cheapflights users on 4/28. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:30 amYYC - MDW
1 stop5h 45mKLM
Sat 5/101:55 pmMDW - YYC
1 stop7h 45mKLM
Deal found 4/28$291
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Mon 6/29:35 amYEG - MDW
1 stop11h 41mMultiple Airlines
Tue 6/1711:39 amMDW - YEG
1 stop9h 09mMultiple Airlines
Deal found 4/29$324
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/137:00 amYYC - MDW
2 stops15h 18mMultiple Airlines
Mon 6/166:20 amMDW - YYC
1 stop14h 45mMultiple Airlines
Deal found 4/28$346
This Mytrip deal was found by Cheapflights users on 4/28. 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.
Tue 5/277:55 amYYC - MDW
2 stops23h 50mPorter Airlines
Tue 6/39:40 amMDW - YYC
2 stops12h 44mPorter Airlines
Deal found 4/28$455
This CheapTicketsDeal deal was found by Cheapflights users on 4/29. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/279:25 amYEG - MDW
1 stop7h 20mWestJet
Tue 6/31:08 pmMDW - YEG
2 stops9h 10mWestJet
Deal found 4/29$539
This Kissandfly.com deal was found by Cheapflights users on 4/28. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/712:30 amYYC - MDW
1 stop8h 10mWestJet
Sun 5/111:55 pmMDW - YYC
1 stop7h 45mWestJet
Deal found 4/28$558
This Porter Airlines deal was found by Cheapflights users on 4/29. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/277:10 amYEG - MDW
2 stops24h 35mPorter Airlines
Tue 6/39:40 amMDW - YEG
2 stops12h 16mPorter Airlines
Deal found 4/29$599

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 April 29, 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 5/26

6:30 am-1:15 pm

1 stop5h 45m

Chicago Midway

Mon 6/2

9:20 am-11:01 pm

2 stops14h 41m

$223

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sun 5/25

6:00 am-6:45 pm

2 stops11h 45m

Chicago Midway

Fri 6/6

6:00 am-3:58 pm

2 stops10h 58m

$288

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Mon 6/2

9:35 am-10:16 pm

1 stop11h 41m

Chicago Midway

Tue 6/17

11:39 am-7:48 pm

1 stop9h 09m

$324

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 6/13

7:00 am-11:18 pm

2 stops15h 18m

Chicago Midway

Mon 6/16

6:20 am-8:05 pm

1 stop14h 45m

$346

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 5/27

7:55 am-8:45 am

2 stops23h 50m

Chicago Midway

Tue 6/3

9:40 am-9:24 pm

2 stops12h 44m

$455

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 5/27

9:25 am-5:45 pm

1 stop7h 20m

Chicago Midway

Tue 6/3

1:08 pm-9:18 pm

2 stops9h 10m

$539

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 5/27

7:10 am-8:45 am

2 stops24h 35m

Chicago Midway

Tue 6/3

9:40 am-8:56 pm

2 stops12h 16m

$599

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sun 6/1

7:00 am-9:27 pm

2 stops13h 27m

Chicago Midway

Mon 6/2

9:20 am-6:40 pm

2 stops10h 20m

$642

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 5/26

6:30 am-5:45 pm

1 stop10h 15m

$138

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 6/7

9:25 am-5:47 pm

1 stop7h 22m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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 April 29, 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
285 reviews

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

Comfort

8.1

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

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

Comfort

8.1

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

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

Comfort

8.1

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
2,826 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

Comfort

8.1

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?

    $138 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 $208 and $280, 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
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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