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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 293

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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
23 Aug — 30 Aug1
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 24 July 2026.

Wed 2/94:30 p.m.
YXE
-
MDW
2 stops17h 30m
Multiple Airlines
Sat 5/93:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 19/7C$ 586
Tue 25/88:55 p.m.
YXE
-
MDW
2 stops16h 40m
Multiple Airlines
Tue 1/93:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 21/7C$ 621
Fri 21/81:20 p.m.
YXE
-
MDW
2 stops19h 20m
Multiple Airlines
Mon 31/83:15 p.m.
MDW
-
YXE
1 stop10h 20m
Multiple Airlines
Deal found 22/7C$ 695
Sat 5/96:00 a.m.
YXE
-
MDW
2 stops15h 36m
Delta
Wed 9/99:59 a.m.
MDW
-
YXE
2 stops12h 16m
Delta
Deal found 22/7C$ 843
Sat 22/82:00 p.m.
YXE
-
MDW
3 stops23h 35m
Multiple Airlines
Mon 31/810:25 a.m.
MDW
-
YXE
2 stops15h 35m
Multiple Airlines
Deal found 22/7C$ 883

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 24 July 2026.

Round-trip from

C$ 586

One-way from

C$ 293
2/9-5/9
  • 2/9-5/9
  • 3 total stops
  • 27h 45m total
  • Saskatoon to Chicago
Search Deals
Delta
  • Delta
  • 7/10
  • 2 total stops
  • 10h 05m 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 24 July 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

Wed 2/9

4:30 p.m.-11:00 a.m.

2 stops17h 30m

Chicago Midway

Sat 5/9

3:20 p.m.-12:35 a.m.

1 stop10h 15m

C$ 586

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 25/8

8:55 p.m.-2:35 p.m.

2 stops16h 40m

Chicago Midway

Tue 1/9

3:20 p.m.-12:35 a.m.

1 stop10h 15m

C$ 621

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 21/8

1:20 p.m.-9:40 a.m.

2 stops19h 20m

Chicago Midway

Mon 31/8

3:15 p.m.-12:35 a.m.

1 stop10h 20m

C$ 695

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 5/9

6:00 a.m.-10:36 p.m.

2 stops15h 36m

Chicago Midway

Wed 9/9

9:29 a.m.-12:35 a.m.

2 stops16h 06m

C$ 849

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 22/8

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

3 stops23h 35m

Chicago Midway

Mon 31/8

10:25 a.m.-1:00 a.m.

2 stops15h 35m

C$ 883
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 11/8

3:10 p.m.-8:39 a.m.

1 stop16h 29m

Chicago Midway

Tue 18/8

1:51 p.m.-9:35 p.m.

1 stop8h 44m

C$ 922
Cheapest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 7/10

7:00 a.m.-6:05 p.m.

2 stops10h 05m

C$ 293

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 6/9

1:20 p.m.-11:00 a.m.

3 stops44h 40m

C$ 421

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 15/10

7:00 a.m.-10:58 a.m.

3 stops26h 58m

C$ 422

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 19/8

6:00 a.m.-10:55 a.m.

3 stops27h 55m

C$ 456

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/7

Showing 1-10 of 14 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.

  • 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

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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