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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 245

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
11 May — 18 May1
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 11 April 2026.

Sun 26/48:00 a.m.
YXE
-
MDW
2 stops8h 58m
Delta
Tue 28/42:12 p.m.
MDW
-
YXE
1 stop8h 23m
Delta
Deal found 8/4C$ 516
Sat 9/56:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Tue 12/51:59 p.m.
MDW
-
YXE
1 stop8h 36m
Delta
Deal found 6/4C$ 526
Sat 2/56:00 a.m.
YXE
-
MDW
2 stops10h 58m
Delta
Tue 12/51:59 p.m.
MDW
-
YXE
1 stop8h 36m
Delta
Deal found 8/4C$ 527
Tue 28/43:10 p.m.
YXE
-
MDW
1 stop16h 36m
Delta
Fri 8/51:22 p.m.
MDW
-
YXE
2 stops12h 38m
Delta
Deal found 8/4C$ 564
Thu 21/56:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Sat 30/51:22 p.m.
MDW
-
YXE
2 stops12h 38m
Delta
Deal found 10/4C$ 570
Thu 21/56:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Tue 2/69:23 a.m.
MDW
-
YXE
2 stops12h 52m
Delta
Deal found 8/4C$ 573
Sat 2/56:00 a.m.
YXE
-
MDW
2 stops10h 58m
Delta
Tue 5/59:29 a.m.
MDW
-
YXE
1 stop13h 06m
Delta
Deal found 8/4C$ 575
Sun 26/46:00 a.m.
YXE
-
MDW
2 stops10h 58m
Delta
Wed 29/49:27 a.m.
MDW
-
YXE
2 stops16h 08m
Delta
Deal found 8/4C$ 577
Tue 16/66:00 a.m.
YXE
-
MDW
2 stops11h 31m
Delta
Wed 24/69:54 a.m.
MDW
-
YXE
2 stops12h 21m
Delta
Deal found 8/4C$ 584
Sat 2/56:00 a.m.
YXE
-
MDW
2 stops10h 58m
Delta
Sat 9/59:22 a.m.
MDW
-
YXE
2 stops16h 13m
Delta
Deal found 8/4C$ 589

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 11 April 2026.

Round-trip from

C$ 516

One-way from

C$ 245
Delta
  • Delta
  • 26/4-28/4
  • 3 total stops
  • 17h 21m total
  • Saskatoon to Chicago
Search Deals
3/5
  • 3/5
  • 3 total stops
  • 24h 44m total
  • Saskatoon to Chicago
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 11 April 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

Cheapest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 22/5

7:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Wed 27/5

1:22 p.m.-11:10 p.m.

2 stops10h 48m

C$ 516

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 19/5

7:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Wed 27/5

1:22 p.m.-11:10 p.m.

2 stops10h 48m

C$ 516

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 16/5

6:00 a.m.-6:33 p.m.

2 stops11h 33m

Chicago Midway

Sat 30/5

1:22 p.m.-11:10 p.m.

2 stops10h 48m

C$ 516

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 16/5

7:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Tue 2/6

1:22 p.m.-11:10 p.m.

2 stops10h 48m

C$ 516

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 16/5

6:00 a.m.-6:33 p.m.

2 stops11h 33m

Chicago Midway

Fri 29/5

1:22 p.m.-11:10 p.m.

2 stops10h 48m

C$ 516
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 9/5

6:00 a.m.-6:33 p.m.

2 stops11h 33m

Chicago Midway

Tue 12/5

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

1 stop8h 36m

C$ 526
Cheapest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 3/5

1:20 p.m.-3:04 p.m.

3 stops24h 44m

C$ 245

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 16/5

6:00 a.m.-6:33 p.m.

2 stops11h 33m

C$ 289

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 22/5

6:00 a.m.-6:33 p.m.

2 stops11h 33m

C$ 289
Quickest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 2/5

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

2 stops10h 58m

C$ 300

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/4

Showing 1-10 of 16 resultsSorted by cheapest first
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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 10h 33m. 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

Browse thousands of different options on Cheapflights for your next trip

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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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