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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 237

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 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
18 May — 25 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 18 April 2026.

Thu 28/58:55 p.m.
YXE
-
MDW
2 stops16h 40m
Multiple Airlines
Thu 4/63:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 14/4C$ 493
Tue 28/48:55 p.m.
YXE
-
MDW
2 stops21h 36m
Multiple Airlines
Fri 8/510:30 a.m.
MDW
-
YXE
1 stop15h 05m
Multiple Airlines
Deal found 14/4C$ 494
Tue 28/48:55 p.m.
YXE
-
MDW
2 stops21h 36m
Multiple Airlines
Wed 6/510:30 a.m.
MDW
-
YXE
1 stop15h 05m
Multiple Airlines
Deal found 14/4C$ 531
Tue 28/46:00 a.m.
YXE
-
MDW
2 stops10h 58m
Delta
Fri 8/51:22 p.m.
MDW
-
YXE
2 stops10h 48m
Delta
Deal found 14/4C$ 534
Thu 21/56:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Sat 30/51:22 p.m.
MDW
-
YXE
2 stops10h 48m
Delta
Deal found 16/4C$ 535
Sat 23/56:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Wed 27/51:22 p.m.
MDW
-
YXE
2 stops10h 48m
Delta
Deal found 15/4C$ 536
Sat 9/56:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Tue 12/51:22 p.m.
MDW
-
YXE
2 stops12h 38m
Delta
Deal found 13/4C$ 545
Sun 10/56:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Tue 12/51:22 p.m.
MDW
-
YXE
2 stops12h 38m
Delta
Deal found 16/4C$ 546
Tue 28/47:00 a.m.
YXE
-
MDW
2 stops9h 58m
Delta
Thu 7/51:22 p.m.
MDW
-
YXE
2 stops10h 48m
Delta
Deal found 14/4C$ 551
Tue 28/48:55 p.m.
YXE
-
MDW
2 stops21h 36m
Multiple Airlines
Thu 7/53:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 14/4C$ 554

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 18 April 2026.

Round-trip from

C$ 493

One-way from

C$ 237
28/5-4/6
  • 28/5-4/6
  • 3 total stops
  • 26h 55m total
  • Saskatoon to Chicago
Search Deals
28/5
  • 28/5
  • 2 total stops
  • 13h 14m 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 18 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

Thu 21/5

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

2 stops11h 33m

Chicago Midway

Sat 30/5

1:22 p.m.-1:00 a.m.

2 stops12h 38m

C$ 535
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$ 545

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 10/5

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$ 546

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 23/5

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

2 stops11h 33m

Chicago Midway

Wed 27/5

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

1 stop27h 22m

C$ 583

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 28/4

7:00 a.m.-5:58 p.m.

2 stops9h 58m

Chicago Midway

Wed 6/5

9:27 a.m.-12:35 a.m.

2 stops16h 08m

C$ 595
Cheapest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 28/5

8:55 p.m.-11:09 a.m.

2 stops13h 14m

C$ 237

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 1/5

8:55 p.m.-6:37 p.m.

2 stops20h 42m

C$ 245

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 30/4

10:10 a.m.-7:31 p.m.

3 stops32h 21m

C$ 294
Quickest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 21/7

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

2 stops11h 25m

C$ 331

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 1/6

8:55 p.m.-11:12 a.m.

2 stops13h 17m

C$ 339

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/4

Showing 1-10 of 12 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 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.
Regina to O'Hare Intl flights
Saskatoon 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?

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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