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Cheap flights from Alberta to Chicago Midway Airport from C$ 198

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 29/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MDW
22 Jan — 29 Jan1
1 adult

Cheap flight deals from Alberta to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Alberta (CAAB) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 17 January 2025.

Round-trip from

C$ 325

One-way from

C$ 198
Delta
  • Delta
  • 21/2-25/2
  • 3 total stops
  • 22h 28m total
  • Alberta to Chicago
Search Deals
Delta
  • Delta
  • 29/1
  • 1 total stop
  • 5h 11m total
  • Alberta to Chicago
Search Deals

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 17 January 2025.

Fri 21/26:35 a.m.YYC - MDW
1 stop10h 08mDelta
Tue 25/29:33 a.m.MDW - YYC
2 stops12h 20mDelta
Deal found 14/1C$ 325
Sat 31/56:00 a.m.YEG - MDW
2 stops10h 03mDelta
Mon 2/61:00 p.m.MDW - YEG
2 stops9h 12mDelta
Deal found 16/1C$ 404
Thu 20/26:35 a.m.YYC - MDW
1 stop10h 08mMultiple Airlines
Thu 27/25:10 a.m.MDW - YYC
2 stops17h 42mMultiple Airlines
Deal found 16/1C$ 451
Thu 6/212:05 a.m.YEG - MDW
1 stop11h 05mMultiple Airlines
Sun 9/212:43 p.m.MDW - YEG
1 stop12h 55mMultiple Airlines
Deal found 16/1C$ 579
Fri 21/29:45 a.m.YEG - MDW
1 stop6h 58mWestJet
Thu 27/210:19 a.m.MDW - YEG
1 stop7h 00mWestJet
Deal found 15/1C$ 651
Thu 10/47:44 a.m.YYC - MDW
1 stop9h 34mWestJet
Sat 12/411:22 a.m.MDW - YYC
2 stops9h 18mWestJet
Deal found 16/1C$ 719
Thu 10/47:40 a.m.YYC - MDW
2 stops25h 40mPorter Airlines
Sat 12/412:55 p.m.MDW - YYC
2 stops9h 36mPorter Airlines
Deal found 15/1C$ 753
Sun 16/38:00 a.m.YEG - MDW
2 stops25h 20mPorter Airlines
Wed 19/311:15 a.m.MDW - YEG
2 stops11h 38mPorter Airlines
Deal found 16/1C$ 792

Find flights from Alberta to Midway within your budget

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 17 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 21/2

6:35 a.m.-5:43 p.m.

1 stop10h 08m

Chicago Midway

Tue 25/2

9:33 a.m.-8:53 p.m.

2 stops12h 20m

C$ 325

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sat 31/5

9:25 a.m.-6:04 p.m.

1 stop7h 39m

Chicago Midway

Mon 2/6

1:00 p.m.-9:12 p.m.

2 stops9h 12m

C$ 404

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 20/2

6:35 a.m.-5:43 p.m.

1 stop10h 08m

Chicago Midway

Thu 27/2

5:10 a.m.-9:52 p.m.

2 stops17h 42m

C$ 451

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 6/2

12:05 a.m.-12:10 p.m.

1 stop11h 05m

Chicago Midway

Sun 9/2

12:43 p.m.-12:38 a.m.

1 stop12h 55m

C$ 579

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Fri 21/2

9:45 a.m.-5:43 p.m.

1 stop6h 58m

Chicago Midway

Thu 27/2

10:19 a.m.-4:19 p.m.

1 stop7h 00m

C$ 651

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/4

7:44 a.m.-6:18 p.m.

1 stop9h 34m

Chicago Midway

Sat 12/4

11:22 a.m.-7:40 p.m.

2 stops9h 18m

C$ 719

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/4

7:40 a.m.-10:20 a.m.

2 stops25h 40m

Chicago Midway

Sat 12/4

12:55 p.m.-9:31 p.m.

2 stops9h 36m

C$ 753

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Sun 16/3

8:00 a.m.-10:20 a.m.

2 stops25h 20m

Chicago Midway

Wed 19/3

11:15 a.m.-9:53 p.m.

2 stops11h 38m

C$ 792

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 29/1

6:35 a.m.-12:46 p.m.

1 stop5h 11m

C$ 198

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 20/2

8:45 p.m.-11:58 p.m.

2 stops26h 13m

C$ 233

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/1

Showing 1-10 of 16 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.

Travel insights for flights from Alberta to Midway

Get recent, data-driven insights about flights from Alberta to Midway including ideal travel times, pricing trends, and more.

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 17 January 2025.
To help decide which airline to fly from Alberta to Chicago, see what other customers have to say about Delta, WestJet and Porter Airlines. 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
8,511 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

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

Delta
8.0
Very good
8,511 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

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

Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

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

WestJet
7.2
Good
2,824 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.6

Comfort

8.0

Reviews

1 / 10

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$ 198 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$ 286 and C$ 355, 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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