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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 236

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
31 Dec — 7 Jan1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Saskatoon to Midway

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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 1 December 2025.

Wed 31/126:15 a.m.YXE - MDW
2 stops35h 04mWestJet
Mon 5/17:16 p.m.MDW - YXE
2 stops23h 34mWestJet
Deal found 30/11C$ 1,009
Sun 21/128:10 a.m.YXE - MDW
1 stop9h 09mWestJet
Sat 3/111:48 a.m.MDW - YXE
1 stop26h 50mWestJet
Deal found 30/11C$ 1,701
Wed 31/129:45 p.m.YXE - MDW
3 stops17h 35mMultiple Airlines
Mon 5/111:00 a.m.MDW - YXE
3 stops14h 49mMultiple Airlines
Deal found 30/11C$ 1,823
Sat 20/124:35 p.m.YXE - MDW
2 stops19h 23mWestJet
Sat 3/111:48 a.m.MDW - YXE
1 stop26h 50mWestJet
Deal found 30/11C$ 2,044

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 1 December 2025.

Round-trip from

C$ 483

One-way from

C$ 236

Popular in

February

Cheapest in

January

Average price

C$ 936
8/1-15/1
  • 8/1-15/1
  • 3 total stops
  • 40h 55m total
  • Saskatoon to Chicago
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15/1
  • 15/1
  • 2 total stops
  • 35h 44m total
  • Saskatoon to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 39 potential savings vs. average RT price).
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Average for round-trip flights in December 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 1 December 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

Thu 8/1

8:10 a.m.-2:05 p.m.

2 stops29h 55m

Chicago Midway

Thu 15/1

12:57 p.m.-11:57 p.m.

1 stop11h 00m

C$ 483

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 26/1

7:00 a.m.-1:09 p.m.

2 stops30h 09m

Chicago Midway

Thu 29/1

9:50 a.m.-2:38 p.m.

1 stop4h 48m

C$ 588

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 8/1

8:10 a.m.-5:34 p.m.

2 stops9h 24m

Chicago Midway

Thu 15/1

1:28 p.m.-1:33 a.m.

2 stops12h 05m

C$ 915

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 5/3

8:10 a.m.-6:37 p.m.

1 stop10h 27m

Chicago Midway

Mon 9/3

9:30 a.m.-12:30 a.m.

2 stops16h 00m

C$ 953

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 2/4

8:45 p.m.-3:20 p.m.

3 stops17h 35m

Chicago Midway

Tue 7/4

11:00 a.m.-12:48 a.m.

3 stops14h 48m

C$ 1,018

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 8/1

9:45 p.m.-10:27 a.m.

2 stops12h 42m

Chicago Midway

Thu 15/1

11:21 a.m.-12:12 a.m.

2 stops12h 51m

C$ 1,109

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 15/1

8:10 a.m.-7:54 p.m.

2 stops35h 44m

C$ 236

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 2/4

3:30 p.m.-11:33 a.m.

3 stops43h 03m

C$ 390

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 2/4

7:10 a.m.-1:23 p.m.

1 stop5h 13m

C$ 501

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

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 30h 09m. 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?

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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