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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 316

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
4 Sep — 11 Sep1
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 5 August 2026.

Thu 1/106:00 a.m. -
2 stops11h 33m
Mon 5/101:19 p.m. -
2 stops12h 41m
Deal found 3/8C$ 568
Sat 5/96:00 a.m. -
2 stops32h 44m
Wed 9/97:13 p.m. -
1 stop27h 22m
Deal found 31/7C$ 919
Sun 25/107:10 a.m. -
1 stop8h 37m
Sat 31/109:29 a.m. -
2 stops16h 01m
Deal found 31/7C$ 956
Wed 2/96:00 a.m. -
2 stops15h 36m
Sat 5/99:24 a.m. -
2 stops14h 46m
Deal found 4/8C$ 1,096
Mon 26/103:45 p.m. -
3 stops16h 32m
Sun 1/116:44 p.m. -
3 stops30h 04m
Deal found 31/7C$ 1,151
Sun 25/1010:55 a.m. -
3 stops24h 52m
Sat 31/109:29 a.m. -
2 stops16h 01m
Deal found 31/7C$ 1,160
Sun 25/108:45 p.m. -
3 stops20h 15m
Sun 1/116:44 p.m. -
3 stops20h 16m
Deal found 31/7C$ 1,168

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 5 August 2026.

Round-trip from

C$ 568

One-way from

C$ 316
Delta
  • Delta
  • 1/10-5/10
  • 4 total stops
  • 24h 14m total
  • Saskatoon to Chicago
Search Deals
Delta
  • Delta
  • 7/10
  • 2 total stops
  • 11h 00m 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 5 August 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
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 1/10

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

2 stops11h 33m

Chicago Midway

Mon 5/10

1:19 p.m.-1:00 a.m.

2 stops12h 41m

C$ 568

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 5/9

6:00 a.m.-3:44 p.m.

2 stops32h 44m

Chicago Midway

Wed 9/9

7:13 p.m.-9:35 p.m.

1 stop27h 22m

C$ 919

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 25/10

7:10 a.m.-4:47 p.m.

1 stop8h 37m

Chicago Midway

Sat 31/10

9:29 a.m.-12:30 a.m.

2 stops16h 01m

C$ 956

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 2/9

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

2 stops15h 36m

Chicago Midway

Sat 5/9

9:24 a.m.-11:10 p.m.

2 stops14h 46m

C$ 1,096

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 5/11

4:30 p.m.-11:47 a.m.

2 stops43h 17m

Chicago Midway

Wed 11/11

5:25 p.m.-1:30 a.m.

2 stops32h 05m

C$ 1,199

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 5/11

8:10 a.m.-4:47 p.m.

1 stop8h 37m

Chicago Midway

Wed 11/11

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

2 stops16h 00m

C$ 1,254

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 24/12

7:00 a.m.-8:45 a.m.

2 stops25h 45m

Chicago Midway

Mon 28/12

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

2 stops40h 00m

C$ 1,363
Cheapest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 7/10

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

2 stops11h 00m

C$ 316
Quickest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 29/9

7:00 a.m.-6:19 p.m.

2 stops10h 19m

C$ 364

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 23/9

3:30 p.m.-5:46 p.m.

3 stops25h 16m

C$ 391

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 13 resultsSorted by cheapest first
1
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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 11h 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

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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.
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Saskatoon 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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