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Midway

$144+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap 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 February 4, 2026.

This Delta deal was found by Cheapflights users on 2/3. 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.
Sat 3/76:30 am
YYC
-
MDW
1 stop8h 44m
Delta
Wed 3/119:30 am
MDW
-
YYC
2 stops14h 32m
Delta
Deal found 2/3$230
This Delta deal was found by Cheapflights users on 2/3. 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.
Wed 3/46:30 am
YYC
-
MDW
1 stop5h 35m
Delta
Tue 3/109:30 am
MDW
-
YYC
2 stops14h 32m
Delta
Deal found 2/3$246
This Delta deal was found by Cheapflights users on 2/2. 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.
Wed 2/256:30 am
YYC
-
MDW
1 stop5h 35m
Delta
Sat 2/2811:45 am
MDW
-
YYC
2 stops12h 20m
Delta
Deal found 2/2$263
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 2/206:30 am
YYC
-
MDW
1 stop5h 35m
Delta
Sat 2/2811:45 am
MDW
-
YYC
2 stops12h 20m
Delta
Deal found 2/2$267
This Delta deal was found by Cheapflights users on 2/3. 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.
Fri 3/66:30 am
YYC
-
MDW
1 stop5h 35m
Delta
Tue 3/109:30 am
MDW
-
YYC
2 stops14h 32m
Delta
Deal found 2/3$293
This Delta deal was found by Cheapflights users on 2/3. 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.
Wed 3/256:30 am
YYC
-
MDW
1 stop5h 55m
Delta
Mon 3/309:30 am
MDW
-
YYC
2 stops10h 42m
Delta
Deal found 2/3$305
This Delta deal was found by Cheapflights users on 2/3. 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.
Wed 3/46:30 am
YYC
-
MDW
1 stop5h 35m
Delta
Thu 3/129:30 am
MDW
-
YYC
2 stops14h 32m
Delta
Deal found 2/3$309
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 2/206:30 am
YYC
-
MDW
2 stops10h 07m
Delta
Mon 2/239:50 am
MDW
-
YYC
2 stops14h 15m
Delta
Deal found 2/2$313
This Delta deal was found by Cheapflights users on 2/3. 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.
Fri 3/612:15 am
YYC
-
MDW
2 stops11h 31m
Delta
Tue 3/109:30 am
MDW
-
YYC
2 stops14h 32m
Delta
Deal found 2/3$317
This Delta deal was found by Cheapflights users on 2/3. 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 3/38:55 am
YYC
-
MDW
1 stop7h 50m
Delta
Tue 3/109:30 am
MDW
-
YYC
2 stops14h 32m
Delta
Deal found 2/3$319
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Sat 3/78:45 pm
YEG
-
MDW
2 stops21h 02m
Multiple Airlines
Mon 3/1611:00 am
MDW
-
YEG
1 stop14h 20m
Multiple Airlines
Deal found 2/1$329
This Delta deal was found by Cheapflights users on 2/2. 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 4/276:10 am
YEG
-
MDW
2 stops10h 48m
Delta
Fri 5/16:00 am
MDW
-
YEG
2 stops11h 55m
Delta
Deal found 2/2$330

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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$230
(Delta)

One-way from

$144
(Delta)

Popular in

July

Cheapest in

April

Average price

$224
Provider with most accurate pricing for Calgary-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Chicago (CHI) flights.
Search Deals
From Alberta to Chicago Midway
Search Deals
One-way flight from Alberta to Chicago Midway
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 2,558,603 searches. Data last updated February 4, 2026.
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

Thu 3/5

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

Tue 3/10

1:10 pm-11:02 pm

2 stops10h 52m

$246

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 2/25

6:30 am-5:37 pm

2 stops10h 07m

Chicago Midway

Sat 2/28

11:45 am-11:05 pm

2 stops12h 20m

$263

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 3/5

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

Mon 3/9

9:30 am-11:02 pm

2 stops14h 32m

$263

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 2/26

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

Sat 2/28

11:45 am-11:05 pm

2 stops12h 20m

$263

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 2/20

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

Sat 2/28

11:45 am-11:05 pm

2 stops12h 20m

$267

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 3/6

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

Wed 3/11

9:30 am-11:02 pm

2 stops14h 32m

$293

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 3/5

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

Thu 3/12

9:30 am-11:02 pm

2 stops14h 32m

$309

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 3/4

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

Thu 3/12

9:30 am-11:02 pm

2 stops14h 32m

$309

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 2/20

6:30 am-5:37 pm

2 stops10h 07m

Chicago Midway

Mon 2/23

9:50 am-11:05 pm

2 stops14h 15m

$313

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 3/6

12:15 am-12:46 pm

2 stops11h 31m

Chicago Midway

Wed 3/11

9:30 am-11:02 pm

2 stops14h 32m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 36 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
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?

    Departing from Alberta to Chicago Midway Airport will take you 5h 35m. The distance from Alberta to Chicago Midway Airport is about 1396 mi.

  • 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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