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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 395

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/4. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
7 Feb — 14 Feb1
1 adult
1 adult, Economy, 0 bags

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 8 January 2026.

Round-trip from

C$ 395

One-way from

C$ 254

Popular in

February

Cheapest in

April

Average price

C$ 498
Delta
  • Delta
  • 14/4-18/4
  • 4 total stops
  • 20h 46m total
  • Saskatoon to Chicago
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20/2
  • 20/2
  • 3 total stops
  • 17h 16m total
  • Saskatoon to Chicago
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Highest demand for flights based on searches. 14% potential increase in price (C$ 151 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease (C$ 50 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Saskatoon to Midway

Enter your travel dates to find the best prices.

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 8 January 2026.

Tue 14/48:35 a.m.YXE - MDW
2 stops9h 10mDelta
Sat 18/42:12 p.m.MDW - YXE
2 stops11h 36mDelta
Deal found 7/1C$ 395
Tue 14/47:10 a.m.YXE - MDW
1 stop10h 35mWestJet
Sat 18/42:12 p.m.MDW - YXE
1 stop24h 25mWestJet
Deal found 7/1C$ 1,215
Fri 16/17:20 p.m.YXE - MDW
2 stops20h 56mWestJet
Sun 18/19:50 a.m.MDW - YXE
2 stops15h 59mWestJet
Deal found 6/1C$ 1,276
Tue 19/58:45 p.m.YXE - MDW
2 stops12h 06mWestJet
Sat 23/510:35 a.m.MDW - YXE
2 stops14h 44mWestJet
Deal found 6/1C$ 1,281
Mon 12/14:30 p.m.YXE - MDW
2 stops17h 57mWestJet
Mon 19/17:16 p.m.MDW - YXE
1 stop19h 22mWestJet
Deal found 8/1C$ 1,295
Thu 12/28:10 a.m.YXE - MDW
1 stop10h 30mWestJet
Wed 18/21:28 p.m.MDW - YXE
2 stops12h 02mWestJet
Deal found 6/1C$ 1,533
Wed 7/19:45 p.m.YXE - MDW
2 stops15h 24mWestJet
Mon 12/19:50 a.m.MDW - YXE
2 stops15h 59mWestJet
Deal found 6/1C$ 1,660

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 8 January 2026.
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 14/4

8:35 a.m.-6:45 p.m.

2 stops9h 10m

Chicago Midway

Sat 18/4

2:12 p.m.-12:48 a.m.

2 stops11h 36m

C$ 395

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 9/2

9:45 p.m.-7:07 p.m.

2 stops21h 22m

Chicago Midway

Sat 28/2

12:50 p.m.-1:30 a.m.

1 stop12h 40m

C$ 455

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 6/2

7:20 p.m.-3:20 p.m.

2 stops44h 00m

Chicago Midway

Mon 2/3

7:25 p.m.-11:51 p.m.

1 stop28h 26m

C$ 536

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 14/4

7:10 a.m.-6:45 p.m.

1 stop10h 35m

Chicago Midway

Sat 18/4

2:12 p.m.-1:37 p.m.

1 stop24h 25m

C$ 1,215

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 9/2

9:45 p.m.-9:53 a.m.

2 stops12h 08m

Chicago Midway

Sat 28/2

1:28 p.m.-1:30 a.m.

2 stops12h 02m

C$ 1,298

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 9h 10m. 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
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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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