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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 379

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 29/6. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
9 Jun — 16 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 10 May 2026.

Wed 23/96:00 a.m.
YXE
-
MDW
2 stops11h 31m
Delta
Sat 26/91:00 p.m.
MDW
-
YXE
2 stops11h 10m
Delta
Deal found 8/5C$ 550
Thu 6/86:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Mon 10/81:27 p.m.
MDW
-
YXE
2 stops12h 33m
Delta
Deal found 6/5C$ 602
Wed 12/87:00 a.m.
YXE
-
MDW
2 stops10h 33m
Delta
Sun 16/81:52 p.m.
MDW
-
YXE
1 stop8h 43m
Delta
Deal found 6/5C$ 603
Fri 7/86:00 a.m.
YXE
-
MDW
2 stops11h 33m
Delta
Thu 13/81:52 p.m.
MDW
-
YXE
2 stops10h 18m
Delta
Deal found 6/5C$ 614
Sun 7/66:00 a.m.
YXE
-
MDW
1 stop26h 35m
Multiple Airlines
Sun 14/610:15 a.m.
MDW
-
YXE
2 stops23h 00m
Multiple Airlines
Deal found 9/5C$ 667
Wed 1/71:20 p.m.
YXE
-
MDW
2 stops24h 15m
Multiple Airlines
Tue 7/73:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 6/5C$ 758

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 10 May 2026.

Round-trip from

C$ 550

One-way from

C$ 379
Delta
  • Delta
  • 23/9-26/9
  • 4 total stops
  • 22h 41m total
  • Saskatoon to Chicago
Search Deals
29/6
  • 29/6
  • 2 total stops
  • 37h 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 10 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

Wed 23/9

6:00 a.m.-6:31 p.m.

2 stops11h 31m

Chicago Midway

Sat 26/9

1:00 p.m.-11:10 p.m.

2 stops11h 10m

C$ 550
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 12/8

7:00 a.m.-6:33 p.m.

2 stops10h 33m

Chicago Midway

Sun 16/8

1:52 p.m.-9:35 p.m.

1 stop8h 43m

C$ 603

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 13/8

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

2 stops11h 33m

Chicago Midway

Mon 17/8

1:27 p.m.-1:00 a.m.

2 stops12h 33m

C$ 603

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 31/8

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

2 stops10h 05m

Chicago Midway

Wed 2/9

1:00 p.m.-11:10 p.m.

2 stops11h 10m

C$ 792

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 7/6

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

2 stops16h 05m

Chicago Midway

Sun 14/6

1:26 p.m.-11:40 p.m.

3 stops35h 14m

C$ 863

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 14/8

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

2 stops11h 33m

Chicago Midway

Wed 19/8

1:27 p.m.-11:10 p.m.

2 stops10h 43m

C$ 866

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 28/5

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

2 stops11h 33m

Chicago Midway

Fri 5/6

9:22 a.m.-1:00 a.m.

3 stops16h 38m

C$ 878
Cheapest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 29/6

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

2 stops37h 14m

C$ 379

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 21/6

8:55 p.m.-10:11 p.m.

3 stops48h 16m

C$ 450

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 21/6

6:00 a.m.-12:46 p.m.

2 stops29h 46m

C$ 476

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 13 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 31m. 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?

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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