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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 248

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 23/11. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
13 Dec — 20 Dec1
1 adult
1 adult, Economy, 0 bags

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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 13 November 2025.

Sat 20/121:35 p.m.YXE - MDW
1 stop20h 30mMultiple Airlines
Sat 3/17:05 a.m.MDW - YXE
2 stops40h 17mMultiple Airlines
Deal found 12/11C$ 1,044
Sun 21/128:10 a.m.YXE - MDW
1 stop9h 09mWestJet
Sat 3/15:59 p.m.MDW - YXE
1 stop20h 39mWestJet
Deal found 12/11C$ 1,126
Sun 21/128:10 a.m.YXE - MDW
1 stop9h 09mMultiple Airlines
Sat 3/17:05 a.m.MDW - YXE
2 stops40h 17mMultiple Airlines
Deal found 12/11C$ 1,184
Sat 27/127:00 a.m.YXE - MDW
2 stops50h 05mWestJet
Sat 3/15:59 p.m.MDW - YXE
1 stop20h 39mWestJet
Deal found 12/11C$ 1,317
Sat 20/129:45 p.m.YXE - MDW
2 stops14h 13mWestJet
Sat 3/19:50 a.m.MDW - YXE
2 stops30h 10mWestJet
Deal found 12/11C$ 1,440
Sat 27/122:00 p.m.YXE - MDW
3 stops25h 20mMultiple Airlines
Sat 3/14:15 p.m.MDW - YXE
3 stops31h 57mMultiple Airlines
Deal found 12/11C$ 2,746

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 13 November 2025.

Round-trip from

C$ 476

One-way from

C$ 248

Popular in

February

Cheapest in

January

Average price

C$ 572
Delta
  • Delta
  • 28/4-2/5
  • 3 total stops
  • 19h 55m total
  • Saskatoon to Chicago
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23/11
  • 23/11
  • 2 total stops
  • 16h 03m total
  • Saskatoon to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 78 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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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 13 November 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

Tue 28/4

6:00 a.m.-6:31 p.m.

2 stops11h 31m

Chicago Midway

Sat 2/5

2:00 p.m.-9:24 p.m.

1 stop8h 24m

C$ 476

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 20/12

1:35 p.m.-10:05 a.m.

1 stop20h 30m

Chicago Midway

Sat 3/1

7:05 a.m.-11:22 p.m.

2 stops40h 17m

C$ 1,044

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 21/12

8:10 a.m.-5:19 p.m.

1 stop9h 09m

Chicago Midway

Sat 3/1

5:59 p.m.-2:38 p.m.

1 stop20h 39m

C$ 1,126

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 21/12

8:10 a.m.-5:19 p.m.

1 stop9h 09m

Chicago Midway

Sat 3/1

7:05 a.m.-11:22 p.m.

2 stops40h 17m

C$ 1,184

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 28/4

3:15 p.m.-1:07 p.m.

1 stop20h 52m

Chicago Midway

Sat 2/5

6:45 p.m.-9:24 p.m.

1 stop27h 39m

C$ 1,215

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 27/12

7:00 a.m.-9:05 a.m.

2 stops50h 05m

Chicago Midway

Sat 3/1

5:59 p.m.-2:38 p.m.

1 stop20h 39m

C$ 1,317

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 20/12

9:45 p.m.-11:58 a.m.

2 stops14h 13m

Chicago Midway

Sat 3/1

9:50 a.m.-4:00 p.m.

2 stops30h 10m

C$ 1,440

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 23/11

8:10 a.m.-12:13 a.m.

2 stops16h 03m

C$ 248

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 28/12

3:30 p.m.-10:19 a.m.

2 stops42h 49m

C$ 434

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 28/12

8:10 a.m.-5:19 p.m.

1 stop9h 09m

C$ 595

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 11 results
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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 11h 31m. Fly via Delta 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.

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.
Saskatoon to O'Hare Intl flights
Regina to O'Hare Intl flights

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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?

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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?

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