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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 300

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 14/6. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
3 Jun — 10 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 4 May 2026.

Wed 23/96:00 a.m.
YXE
-
MDW
2 stops11h 31m
Delta
Sat 26/91:00 p.m.
MDW
-
YXE
2 stops13h 00m
Delta
Deal found 3/5C$ 529
Thu 21/57:00 a.m.
YXE
-
MDW
2 stops9h 56m
Delta
Sat 30/51:22 p.m.
MDW
-
YXE
2 stops12h 38m
Delta
Deal found 29/4C$ 743
Fri 15/54:30 p.m.
YXE
-
MDW
2 stops16h 15m
Multiple Airlines
Sun 24/53:20 p.m.
MDW
-
YXE
1 stop10h 15m
Multiple Airlines
Deal found 29/4C$ 934

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 4 May 2026.

Round-trip from

C$ 529

One-way from

C$ 300
Delta
  • Delta
  • 23/9-26/9
  • 4 total stops
  • 24h 31m total
  • Saskatoon to Chicago
Search Deals
Delta
  • Delta
  • 14/6
  • 2 total stops
  • 11h 31m 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 4 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.-1:00 a.m.

2 stops13h 00m

C$ 529
Quickest round-trip

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 21/5

7:00 a.m.-5:56 p.m.

2 stops9h 56m

Chicago Midway

Sat 30/5

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

2 stops12h 38m

C$ 743

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 15/5

4:25 p.m.-9:45 a.m.

1 stop16h 20m

Chicago Midway

Sun 24/5

3:20 p.m.-12:35 a.m.

1 stop10h 15m

C$ 1,007

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 18/6

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

2 stops11h 31m

Chicago Midway

Sun 21/6

9:17 a.m.-12:35 a.m.

2 stops16h 18m

C$ 1,042
Cheapest one-way
Quickest one-way

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 14/6

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

2 stops11h 31m

C$ 300

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 14/6

10:10 a.m.-2:35 p.m.

3 stops27h 25m

C$ 440

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 17/6

6:00 a.m.-11:12 a.m.

2 stops28h 12m

C$ 451

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Wed 17/6

4:30 p.m.-9:14 a.m.

3 stops15h 44m

C$ 473

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Fri 15/5

8:55 p.m.-12:42 p.m.

3 stops38h 47m

C$ 658

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

Sorted by cheapest first

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.
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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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