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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 319

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
28 Mar — 4 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap 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 26 February 2026.

Tue 24/37:10 a.m.
YXE
-
MDW
1 stop5h 15m
Delta
Tue 31/39:30 a.m.
MDW
-
YXE
1 stop5h 07m
Delta
Deal found 24/2C$ 413
Tue 14/47:10 a.m.
YXE
-
MDW
1 stop5h 22m
Delta
Sat 18/47:16 p.m.
MDW
-
YXE
1 stop19h 21m
Delta
Deal found 24/2C$ 475
Tue 24/36:00 a.m.
YXE
-
MDW
1 stop27h 05m
Multiple Airlines
Tue 31/39:30 a.m.
MDW
-
YXE
2 stops16h 00m
Multiple Airlines
Deal found 24/2C$ 550
Sat 6/611:35 a.m.
YXE
-
MDW
1 stop21h 05m
Multiple Airlines
Sat 13/69:16 p.m.
MDW
-
YXE
2 stops25h 19m
Multiple Airlines
Deal found 24/2C$ 708
Tue 24/36:00 a.m.
YXE
-
MDW
2 stops25h 53m
WestJet
Tue 31/36:34 p.m.
MDW
-
YXE
2 stops21h 11m
WestJet
Deal found 24/2C$ 732
Sat 11/48:45 p.m.
YXE
-
MDW
3 stops14h 44m
WestJet
Sat 18/49:27 a.m.
MDW
-
YXE
2 stops16h 03m
WestJet
Deal found 25/2C$ 743

Find 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 26 February 2026.

Round-trip from

C$ 413

One-way from

C$ 319

Popular in

February

Cheapest in

April

Average price

C$ 1,040
Delta
  • Delta
  • 24/3-31/3
  • 2 total stops
  • 10h 22m total
  • Saskatoon to Chicago
Search Deals
10/3
  • 10/3
  • 3 total stops
  • 39h 04m total
  • Saskatoon to Chicago
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (C$ 324 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 26 February 2026.
Use the filters below to find and compare flights from Saskatoon to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 24/3

7:10 a.m.-1:25 p.m.

1 stop5h 15m

Chicago Midway

Tue 31/3

9:30 a.m.-1:37 p.m.

1 stop5h 07m

C$ 413

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 14/4

7:10 a.m.-1:32 p.m.

1 stop5h 22m

Chicago Midway

Sat 18/4

7:16 p.m.-1:37 p.m.

1 stop19h 21m

C$ 475

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 4/5

2:00 p.m.-9:40 a.m.

3 stops18h 40m

Chicago Midway

Thu 7/5

9:22 a.m.-12:35 a.m.

2 stops16h 13m

C$ 846

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 12/7

6:00 a.m.-9:40 a.m.

1 stop26h 40m

Chicago Midway

Wed 15/7

10:25 a.m.-8:15 p.m.

1 stop10h 50m

C$ 872

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 4/5

6:00 a.m.-5:58 p.m.

2 stops10h 58m

Chicago Midway

Thu 7/5

1:59 p.m.-9:35 p.m.

1 stop8h 36m

C$ 914

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 19/6

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

2 stops11h 31m

Chicago Midway

Sun 21/6

2:00 p.m.-9:35 p.m.

1 stop8h 35m

C$ 989

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 9/4

3:45 p.m.-3:59 p.m.

3 stops23h 14m

C$ 319

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 11/4

6:20 p.m.-11:13 p.m.

3 stops51h 53m

C$ 327

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 11/4

6:00 a.m.-8:53 a.m.

2 stops25h 53m

C$ 367

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 13/3

8:45 p.m.-1:02 p.m.

3 stops39h 17m

C$ 435

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/2

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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 5h 15m. 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

Fly with Cheapflights

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How does Cheapflights help users find flights from Saskatoon to Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Saskatoon to Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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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