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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 453

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 16/6. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
21 Jun — 28 Jun1
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 22 May 2026.

Fri 19/64:25 p.m.
YXE
-
MDW
1 stop16h 15m
Porter Airlines
Tue 23/610:25 a.m.
MDW
-
YXE
1 stop25h 13m
Porter Airlines
Deal found 21/5C$ 507
Sat 17/107:00 a.m.
YXE
-
MDW
2 stops10h 37m
Delta
Tue 20/105:35 p.m.
MDW
-
YXE
1 stop5h 00m
Delta
Deal found 21/5C$ 551
Fri 19/64:25 p.m.
YXE
-
MDW
1 stop16h 15m
Multiple Airlines
Tue 23/610:25 a.m.
MDW
-
YXE
2 stops15h 35m
Multiple Airlines
Deal found 21/5C$ 596
Wed 22/76:00 a.m.
YXE
-
MDW
2 stops11h 25m
Delta
Mon 27/71:49 p.m.
MDW
-
YXE
2 stops10h 21m
Delta
Deal found 21/5C$ 613
Tue 16/63:10 p.m.
YXE
-
MDW
1 stop16h 27m
Delta
Tue 23/61:49 p.m.
MDW
-
YXE
1 stop8h 46m
Delta
Deal found 19/5C$ 618
Tue 16/63:10 p.m.
YXE
-
MDW
1 stop16h 27m
Delta
Sat 20/69:17 a.m.
MDW
-
YXE
2 stops16h 18m
Delta
Deal found 19/5C$ 680
Mon 6/76:00 a.m.
YXE
-
MDW
1 stop26h 40m
Multiple Airlines
Wed 15/710:20 a.m.
MDW
-
YXE
2 stops13h 50m
Multiple Airlines
Deal found 20/5C$ 735
Sun 14/63:10 p.m.
YXE
-
MDW
1 stop16h 27m
Delta
Tue 23/61:49 p.m.
MDW
-
YXE
1 stop8h 46m
Delta
Deal found 19/5C$ 756

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 22 May 2026.

Round-trip from

C$ 507

One-way from

C$ 453
Porter Airlines
  • Porter Airlines
  • 19/6-23/6
  • 2 total stops
  • 41h 28m total
  • Saskatoon to Chicago
Search Deals
16/6
  • 16/6
  • 2 total stops
  • 24h 16m 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 22 May 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 19/6

4:25 p.m.-9:40 a.m.

1 stop16h 15m

Chicago Midway

Tue 23/6

10:25 a.m.-10:38 a.m.

1 stop25h 13m

C$ 507
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 17/10

7:00 a.m.-6:37 p.m.

2 stops10h 37m

Chicago Midway

Tue 20/10

5:35 p.m.-9:35 p.m.

1 stop5h 00m

C$ 551

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 29/9

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

2 stops10h 05m

Chicago Midway

Sat 3/10

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

2 stops13h 00m

C$ 551

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 22/7

6:00 a.m.-6:25 p.m.

2 stops11h 25m

Chicago Midway

Mon 27/7

1:49 p.m.-11:10 p.m.

2 stops10h 21m

C$ 613

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 16/6

3:10 p.m.-8:37 a.m.

1 stop16h 27m

Chicago Midway

Tue 23/6

1:49 p.m.-9:35 p.m.

1 stop8h 46m

C$ 618

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 19/6

10:10 a.m.-9:40 a.m.

2 stops22h 30m

Chicago Midway

Tue 23/6

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

2 stops15h 35m

C$ 657
Cheapest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 22/7

7:10 a.m.-7:21 p.m.

3 stops35h 11m

C$ 460

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 3/7

4:30 p.m.-7:21 p.m.

3 stops49h 51m

C$ 468

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 2/6

4:30 p.m.-9:35 a.m.

3 stops40h 05m

C$ 504

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 1/7

6:00 a.m.-6:18 p.m.

2 stops35h 18m

C$ 514

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/5

Showing 1-10 of 12 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 10h 37m. Fly via Porter Airlines or Delta to get the fastest option. The distance from Saskatoon to Chicago Midway Airport is about 1833 km. Both multi-stop and direct flights can be found to your destination and back.

  • 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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