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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 254

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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
23 Aug — 30 Aug1
1 adult

Cheap flight deals from Saskatoon to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Saskatoon (YXE) 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 18 August 2025.

Round-trip from

C$ 1,255

One-way from

C$ 254

Popular in

February

Cheapest in

September

Average price

C$ 647
WestJet
  • WestJet
  • 8/11-16/11
  • 3 total stops
  • 30h 32m total
  • Saskatoon to Chicago
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9/11
  • 9/11
  • 2 total stops
  • 25h 22m total
  • Saskatoon to Chicago
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Highest demand for flights based on searches. 9% potential increase in price (C$ 94 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 37 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Saskatoon to Midway

Cheapest flights from Saskatoon to Midway
Explore the most affordable flight options available from Saskatoon to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 August 2025.

Sat 8/1111:55 a.m.YXE - MDW
2 stops25h 14mWestJet
Sun 16/119:20 a.m.MDW - YXE
1 stop5h 18mWestJet
Deal found 16/8C$ 1,255
Thu 2/105:20 a.m.YXE - MDW
2 stops11h 15mWestJet
Mon 6/109:20 a.m.MDW - YXE
2 stops11h 20mWestJet
Deal found 17/8C$ 1,351
Mon 8/98:50 p.m.YXE - MDW
2 stops11h 44mWestJet
Sat 13/91:43 p.m.MDW - YXE
1 stop8h 41mWestJet
Deal found 18/8C$ 1,434

Cheapflights Fare Finder

 
Customize your flight search to find flights from Saskatoon 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 18 August 2025.
Use the filters below to find and compare flights from Saskatoon to Chicago Midway Airport that are best for you.

Fly from

Saskatoon

Fly to

Midway

Route

Depart

Return

Price

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 8/11

11:55 a.m.-1:09 p.m.

2 stops25h 14m

Chicago Midway

Sun 16/11

9:20 a.m.-2:38 p.m.

1 stop5h 18m

C$ 1,255

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 2/10

5:20 a.m.-5:35 p.m.

2 stops11h 15m

Chicago Midway

Mon 6/10

9:20 a.m.-7:40 p.m.

2 stops11h 20m

C$ 1,351

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 8/9

8:50 p.m.-9:34 a.m.

2 stops11h 44m

Chicago Midway

Sat 13/9

1:43 p.m.-9:24 p.m.

1 stop8h 41m

C$ 1,434

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 9/11

3:30 p.m.-4:52 p.m.

2 stops25h 22m

C$ 254

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 17/9

3:45 p.m.-4:24 p.m.

2 stops23h 39m

C$ 271

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 10/9

3:15 p.m.-3:58 p.m.

2 stops23h 43m

C$ 274

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 9/11

8:10 a.m.-6:07 p.m.

1 stop9h 57m

C$ 334

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 9/10

5:40 a.m.-10:14 p.m.

2 stops15h 34m

C$ 771

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/8

Best time to book a flight from Saskatoon to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Saskatoon 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.

Related info for your journey

Find useful and relevant information for your journey from Saskatoon to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Saskatoon to Chicago Midway?

    Located just 4.6 km from the city centre, Saskatoon is the airport most travellers will use when flying to Chicago Midway from Saskatoon. Booking flights from Saskatoon (YXE) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 0 different airlines.

  • How long is the flight from Saskatoon to Chicago Midway Airport?

    There are many flights that can get you from Saskatoon to Chicago Midway Airport in 25h 14m. Fly via WestJet to get the fastest option. The distance from Saskatoon to Chicago Midway Airport is about 1833 km.

  • Can I find deals for flights from Saskatoon to Midway that include hotel bookings?

    Yes. In addition to deals on Saskatoon to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Saskatoon to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Saskatoon to Midway.

  • Can I find deals for business class flights from Saskatoon to Midway?

    Yes. Cheapflights offers flight deals from Saskatoon 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 Saskatoon to Chicago Midway Airport?

    Currently, September is the cheapest month in which you can book a flight from Saskatoon to Chicago Midway Airport (average of C$ 232). Flying from Saskatoon 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 Saskatoon to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from Saskatoon to Midway?

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Why should you use Cheapflights to find cheap flight tickets from Saskatoon to Midway?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Saskatoon to Midway.

Can Cheapflights find flights from Saskatoon to Midway with no change fees?

Need flexible booking options for your flight to Midway from Saskatoon? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Saskatoon to Midway become cheaper?

Of course! You can now track prices for flights from Saskatoon to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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