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Cheap flights from Saskatoon to Chicago Midway Airport from C$ 257

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 18/1. Fares are subject to change and may not be available on all flights or dates of travel.
YXE — MDW
20 Dec — 27 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Saskatoon to Midway

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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 20 November 2025.

Sun 21/127:00 a.m.YXE - MDW
1 stop27h 05mMultiple Airlines
Sat 3/14:15 p.m.MDW - YXE
2 stops28h 44mMultiple Airlines
Deal found 19/11C$ 926
Sat 20/121:35 p.m.YXE - MDW
1 stop20h 30mMultiple Airlines
Sat 3/14:15 p.m.MDW - YXE
2 stops31h 57mMultiple Airlines
Deal found 20/11C$ 1,052
Tue 16/128:10 a.m.YXE - MDW
1 stop10h 08mWestJet
Sun 21/129:50 a.m.MDW - YXE
2 stops38h 54mWestJet
Deal found 19/11C$ 1,262
Tue 16/128:35 p.m.YXE - MDW
3 stops21h 43mMultiple Airlines
Sun 21/124:15 p.m.MDW - YXE
3 stops33h 34mMultiple Airlines
Deal found 19/11C$ 1,341
Sun 21/128:10 a.m.YXE - MDW
1 stop9h 09mWestJet
Sat 3/15:59 p.m.MDW - YXE
1 stop20h 39mWestJet
Deal found 20/11C$ 1,431
Sat 20/127:00 a.m.YXE - MDW
2 stops28h 58mWestJet
Sat 3/19:50 a.m.MDW - YXE
2 stops38h 22mWestJet
Deal found 19/11C$ 1,443

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 20 November 2025.

Round-trip from

C$ 477

One-way from

C$ 257

Popular in

February

Cheapest in

January

Average price

C$ 574
Delta
  • Delta
  • 28/4-2/5
  • 4 total stops
  • 25h 44m total
  • Saskatoon to Chicago
Search Deals
18/1
  • 18/1
  • 3 total stops
  • 40h 45m total
  • Saskatoon to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 79 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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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 20 November 2025.
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 28/4

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

2 stops11h 31m

Chicago Midway

Sat 2/5

2:00 p.m.-9:24 p.m.

1 stop8h 24m

C$ 477

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 4/1

8:10 a.m.-5:19 p.m.

1 stop9h 09m

Chicago Midway

Sun 11/1

9:50 a.m.-2:38 p.m.

1 stop4h 48m

C$ 789

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 11/1

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

1 stop27h 10m

Chicago Midway

Fri 20/2

11:05 a.m.-6:44 p.m.

2 stops31h 39m

C$ 806

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Thu 12/2

8:10 a.m.-1:04 p.m.

2 stops28h 54m

Chicago Midway

Thu 19/2

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

1 stop14h 25m

C$ 892

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 21/12

7:00 a.m.-10:05 a.m.

1 stop27h 05m

Chicago Midway

Sat 3/1

4:15 p.m.-8:59 p.m.

2 stops28h 44m

C$ 926

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 11/1

9:45 p.m.-1:09 p.m.

2 stops15h 24m

Chicago Midway

Fri 20/2

10:53 a.m.-1:30 a.m.

2 stops14h 37m

C$ 1,208

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Tue 28/4

3:15 p.m.-1:07 p.m.

1 stop20h 52m

Chicago Midway

Sat 2/5

2:00 p.m.-9:24 p.m.

1 stop8h 24m

C$ 1,220

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sun 18/1

7:20 p.m.-12:05 p.m.

3 stops40h 45m

C$ 257

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Mon 1/12

4:45 p.m.-8:46 a.m.

3 stops40h 01m

C$ 390

SaskatoonChicago

YXE - MDW

YXEMDW

Saskatoon

Sat 14/2

4:30 p.m.-10:15 a.m.

2 stops17h 45m

C$ 712

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/11

Showing 1-10 of 12 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 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

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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?

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