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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 226

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 27/1. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
13 Feb — 20 Feb1
1 adult
1 adult, Economy, 0 bags

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 14 January 2026.

Round-trip from

C$ 418

One-way from

C$ 226

Popular in

February

Cheapest in

April

Average price

C$ 500
Delta
  • Delta
  • 14/4-18/4
  • 3 total stops
  • 16h 58m total
  • Saskatoon to Chicago
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27/1
  • 27/1
  • 2 total stops
  • 14h 20m total
  • Saskatoon to Chicago
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Highest demand for flights based on searches. 14% potential increase in price (C$ 151 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 51 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 14 January 2026.

Tue 14/48:35 a.m.
YXE
-
MDW
2 stops9h 10m
Delta
Sat 18/42:12 p.m.
MDW
-
YXE
2 stops11h 36m
Delta
Deal found 11/1C$ 416
Mon 16/27:00 a.m.
YXE
-
MDW
1 stop27h 10m
Multiple Airlines
Sun 22/24:15 p.m.
MDW
-
YXE
2 stops40h 47m
Multiple Airlines
Deal found 13/1C$ 519
Tue 2/612:15 p.m.
YXE
-
MDW
1 stop19h 30m
Multiple Airlines
Fri 5/69:40 a.m.
MDW
-
YXE
2 stops14h 03m
Multiple Airlines
Deal found 13/1C$ 633
Tue 2/67:00 a.m.
YXE
-
MDW
2 stops10h 31m
WestJet
Fri 5/69:30 a.m.
MDW
-
YXE
2 stops11h 45m
WestJet
Deal found 13/1C$ 654
Tue 10/26:25 a.m.
YXE
-
MDW
2 stops12h 42m
Multiple Airlines
Tue 17/211:05 a.m.
MDW
-
YXE
1 stop14h 25m
Multiple Airlines
Deal found 13/1C$ 658
Thu 26/23:40 p.m.
YXE
-
MDW
1 stop8h 01m
Multiple Airlines
Thu 5/35:16 p.m.
MDW
-
YXE
2 stops25h 40m
Multiple Airlines
Deal found 12/1C$ 676
Thu 26/28:10 a.m.
YXE
-
MDW
2 stops9h 27m
Delta
Thu 5/31:29 p.m.
MDW
-
YXE
2 stops12h 01m
Delta
Deal found 12/1C$ 687
Sun 15/28:10 a.m.
YXE
-
MDW
1 stop8h 04m
Delta
Sun 22/29:50 a.m.
MDW
-
YXE
1 stop4h 47m
Delta
Deal found 13/1C$ 861
Sun 15/24:30 p.m.
YXE
-
MDW
2 stops17h 35m
Multiple Airlines
Sun 22/211:00 a.m.
MDW
-
YXE
3 stops14h 48m
Multiple Airlines
Deal found 13/1C$ 947

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 14 January 2026.
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

Tue 14/4

8:35 a.m.-6:45 p.m.

2 stops9h 10m

Chicago Midway

Sat 18/4

2:12 p.m.-12:48 a.m.

2 stops11h 36m

C$ 416

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 16/2

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

1 stop27h 10m

Chicago Midway

Sun 22/2

4:15 p.m.-9:02 a.m.

2 stops40h 47m

C$ 519

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 10/2

6:25 a.m.-7:07 p.m.

2 stops12h 42m

Chicago Midway

Tue 17/2

11:05 a.m.-1:30 a.m.

1 stop14h 25m

C$ 658

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 26/2

3:40 p.m.-11:41 p.m.

1 stop8h 01m

Chicago Midway

Thu 5/3

5:16 p.m.-6:56 p.m.

2 stops25h 40m

C$ 676

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 26/2

8:10 a.m.-5:37 p.m.

2 stops9h 27m

Chicago Midway

Thu 5/3

1:29 p.m.-1:30 a.m.

2 stops12h 01m

C$ 687

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 15/2

8:10 a.m.-4:14 p.m.

1 stop8h 04m

Chicago Midway

Sun 22/2

9:50 a.m.-2:37 p.m.

1 stop4h 47m

C$ 861

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 27/1

9:45 p.m.-12:05 p.m.

2 stops14h 20m

C$ 226

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 26/2

8:10 a.m.-5:37 p.m.

2 stops9h 27m

C$ 240

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 15/2

8:10 a.m.-4:14 p.m.

1 stop8h 04m

C$ 240

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 26/2

4:45 p.m.-1:53 p.m.

3 stops21h 08m

C$ 249

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

Showing 1-10 of 16 results
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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 9h 10m. 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?

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Why should you use Cheapflights to find cheap flight tickets from Saskatoon to Midway?

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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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